[ CAS No. 3039-83-6 ] {[proInfo.proName]}

Name: 3039-83-6|Vinylsulfonic acid sodium salt|25% in water, ca. 2.3mol/L
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Quality Control of [ 3039-83-6 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 3039-83-6 ]

Product Details of [ 3039-83-6 ]

CAS No. :	3039-83-6	MDL No. :	MFCD00007520
Formula :	C₂H₃NaO₃S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	BWYYYTVSBPRQCN-UHFFFAOYSA-M
M.W :	130.10	Pubchem ID :	3270262
Synonyms :

Calculated chemistry of [ 3039-83-6 ]

Physicochemical Properties

Num. heavy atoms :	7
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	19.94
TPSA :	65.58 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.38 cm/s

Lipophilicity

Log Po/w (iLOGP) :	-5.87
Log Po/w (XLOGP3) :	-0.4
Log Po/w (WLOGP) :	0.76
Log Po/w (MLOGP) :	-0.76
Log Po/w (SILICOS-IT) :	-0.63
Consensus Log Po/w :	-1.38

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-0.33
Solubility :	61.0 mg/ml ; 0.469 mol/l
Class :	Very soluble
Log S (Ali) :	-0.51
Solubility :	39.9 mg/ml ; 0.307 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	0.39
Solubility :	319.0 mg/ml ; 2.45 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.86

Safety of [ 3039-83-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 3039-83-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 3039-83-6 ]
Downstream synthetic route of [ 3039-83-6 ]

[ 3039-83-6 ] Synthesis Path-Upstream 1~9

1
[ 103-76-4 ]
[ 3039-83-6 ]
[ 7365-45-9 ]

Reference： [1] Patent: CN104803949, 2017, B, . Location in patent: Paragraph 0047; 0048; 0060; 0061

2
[ 3039-83-6 ]
[ 101-54-2 ]
[ 77229-34-6 ]
[ 6608-47-5 ]

Yield	Reaction Conditions	Operation in experiment
81%	With phosphorus pentachloride; triethylamine In toluene	SYNTHESIS EXAMPLE 4 12.7 g (0.1 mole) of vinylsulfonyl chloride prepared from sodium vinylsulfonate and phosphorus pentachloride was added to 200 ml of toluene, and 18.4 g (0.1 mole) of p-aminodiphenylamine and 10 g of triethylamine were gradually added to the solution. The mixture was stirred at 0° C. for 2 hours. The resulting precipitate was separated to afford 22.2 g (yield 81percent) of N-(4-anilino)phenylvinylsulfonamide having a melting point of 126° C.

Reference： [1] Patent: US4298522, 1981, A,

3
[ 3039-83-6 ]
[ 6608-47-5 ]

Reference： [1] Journal of Organic Chemistry, 1968, vol. 33, p. 4343 - 4346

4
[ 461-42-7 ]
[ 3039-83-6 ]

Reference： [1] Patent: US2015/210633, 2015, A1, . Location in patent: Paragraph 0040-0041
[2] Patent: US9108907, 2015, B1, . Location in patent: Page/Page column 6

5
[ 4263-52-9 ]
[ 3039-83-6 ]

Reference： [1] Bulletin of the Chemical Society of Japan, 1981, vol. 54, # 11, p. 3585 - 3586

6
[ 78303-70-5 ]
[ 1562-00-1 ]
[ 3039-83-6 ]
[ 15484-44-3 ]

Reference： [1] Canadian Journal of Chemistry, 1983, vol. 61, p. 1583 - 1593

7
[ 74-86-2 ]
[ 3039-83-6 ]
[ 5325-43-9 ]

Reference： [1] Chim. Ind., 1942, vol. 47, p. 16 - 22
[2] , Gmelin Handbook: S: MVol.B2, 3.1.1, page 583 - 595,
[3] C., 1941, vol. I, p. 1738
[4] C., 1941, vol. I, p. 1738
[5] C., 1941, vol. I, p. 1738

8
[ 1622-32-8 ]
[ 3039-83-6 ]

Reference： [1] Canadian Journal of Chemistry, 1983, vol. 61, p. 1583 - 1593

9
[ 3039-83-6 ]
[ 107-15-3 ]
[ 34730-59-1 ]

Yield	Reaction Conditions	Operation in experiment
92.11%	at 30℃; for 5 h; Reflux	1. Add 60 g (1 mol) of ethylenediamine to a 1000 ml reaction flask at 30 ° C, and then, while stirring, into the reaction flask.Slowly add 25wtpercent sodium vinyl sulfonate solution and add it dropwise within 1 hour.Then, the mixture was heated to reflux with stirring, and the reaction was refluxed for 4 hours, and the temperature was lowered to 30 ° C.Obtaining a mixed liquid containing sodium ethylenediamine sulfonate;2. The mixed solution is passed through a D001 type sulfonic acid resin adsorption column, and the unreacted ethylenediamine and sodium ethylenediamine sulfonate are adsorbed, and eluted with deionized water to remove the polyvinylsulfonic acid.Hydroxyethanesulfonic acid,And acidic impurities such as sulfate and unreacted sodium vinyl sulfonate, when the pH is greater than 6, the elution is stopped; 3. Elution with 10percent by weight sodium hydroxide solution,Displace the adsorbed ethylenediamine and ethylenediamineethanesulfonic acid. When the pH is greater than 12, the elution is stopped, and the liquid flowing out from the adsorption column of the strong acid type cation exchange resin is collected.Collecting a liquid having a pH of 7.5-12 to obtain a collecting liquid;4. The collected liquid is concentrated under reduced pressure to remove diethylamine (ethylenediamine and water are azeotroped, the common boiling point is 120 ° C), and the vacuum is vented with nitrogen (not to be exposed to air due to sodium ethanediamine sulfonate) , to obtain a concentrate, and finally dilute the concentrate to deionized water to a concentration of 50percent (v / v), and add sodium hydroxide to adjust the pH value of 11-12,Obtained 360g product, sampled and measured the solid content of 50.2percent, the content of 50percent (hydrochloric acid titration),The nitrogen content is 7.370 (theoretical value 7.368),The purity was calculated to be 99.97percent, and the yield was 92.11percent.
0.91 g	for 24 h; Reflux	In an eggplant type flask, 0.62 g of 1 equivalent of ethylenediamine was added and dissolved in 10.05 mL of 1 mol / L sodium vinylsulfonate aqueous solution.After refluxing for 24 hours, the solvent was removed by an evaporator and dried under reduced pressure with an oil pump to obtain 0.91 g of a pale yellow solid containing sodium 2- (2-aminoethylamino) ethanesulfonate.

Reference： [1] Patent: CN108558711, 2018, A, . Location in patent: Paragraph 0023-0027
[2] Patent: JP2015/140312, 2015, A, . Location in patent: Paragraph 0115

[ 3039-83-6 ] Synthesis Path-Downstream 1~59

1
[ 3039-83-6 ]
[ 6608-47-5 ]

Reference： [1]Journal of Organic Chemistry,1968,vol. 33,p. 4343 - 4346

2
[ 3039-83-6 ]
[ 25355-29-7 ]

Reference： [1]Zeitschrift fur Chemie,1969,vol. 9,p. 299 - 300

3
[ 3039-83-6 ]
[ 100-52-7 ]
2-benzylidenehydrazino-ethanesulfonic acid [ No CAS ]

Reference： [1]Zeitschrift fur Chemie,1969,vol. 9,p. 299 - 300

4
[ 1622-32-8 ]
[ 3039-83-6 ]

Reference： [1]Canadian Journal of Chemistry,1983,vol. 61,p. 1583 - 1593

5
[ 78303-70-5 ]
[ 1562-00-1 ]
[ 3039-83-6 ]
[ 15484-44-3 ]

Reference： [1]Canadian Journal of Chemistry,1983,vol. 61,p. 1583 - 1593

6
[ 3039-83-6 ]
ethylene glycol di(2-hydroxy-3-piperazinyl)propyl ether tetrahydrochloric acid salt [ No CAS ]
ethylene glycol di<2-hydroxy-3-(N'-sulfonoethylpiperazinyl)>propyl ether [ No CAS ]

Reference： [1]Bioscience, Biotechnology and Biochemistry,1994,vol. 58,p. 1370 - 1375

7
[ 3039-83-6 ]
C₁₀H₂₂N₄*BrH [ No CAS ]
1,2-N,N'-bis<N'',N'''-di(2-sulfonoethyl)piperazinyl>ethane [ No CAS ]

Reference： [1]Bioscience, Biotechnology and Biochemistry,1994,vol. 58,p. 1370 - 1375

8
[ 3039-83-6 ]
1,6-N,N'-bis(piperazinyl)hexane tetrahydrobromic acid salt [ No CAS ]
1,6-N,N'-bis<N'',N'''-di(2-sulfonoethyl)piperazinyl>hexane [ No CAS ]

Reference： [1]Bioscience, Biotechnology and Biochemistry,1994,vol. 58,p. 1370 - 1375

9
[ 4263-52-9 ]
[ 3039-83-6 ]

Reference： [1]Bulletin of the Chemical Society of Japan,1981,vol. 54,p. 3585 - 3586

10
[ 33966-50-6 ]
[ 3039-83-6 ]
sodium; 2-<i>sec</i>-butylamino-ethanesulfonate [ No CAS ]

Reference： [1]Tetrahedron Letters,2000,vol. 41,p. 1103 - 1106

11
[ 3039-83-6 ]
[ 78-81-9 ]
sodium; 2-isobutylamino-ethanesulfonate [ No CAS ]

Reference： [1]Tetrahedron Letters,2000,vol. 41,p. 1103 - 1106

12
[ 3039-83-6 ]
[ 141-43-5 ]
sodium 2-(2-hydroxyethylamino)ethanesulfonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1.04 g	In water; for 24h;Reflux;	In an eggplant type flask, 1.24 g of 2 equivalents of ethanolamine was added and dissolved in 10.07 mL of a 1 mol / L <strong>[3039-83-6]sodium vinylsulfonate</strong> aqueous solution. After refluxing for 24 hours, the solvent and an excess amount of ethanolamine were removed by an evaporator and dried under reduced pressure by an oil pump,1.04 g of a pale yellow solid containing sodium 2- (2-hydroxyethylamino) ethanesulfonate was obtained.

Reference： [1]Tetrahedron Letters,2000,vol. 41,p. 1103 - 1106
[2]Patent: JP2015/140312,2015,A .Location in patent: Paragraph 0111

13
[ 3039-83-6 ]
[ 100-46-9 ]
sodium; 2-benzylamino-ethanesulfonate [ No CAS ]

Reference： [1]Tetrahedron Letters,2000,vol. 41,p. 1103 - 1106

17
[ 523-27-3 ]
[ 3039-83-6 ]
C₁₈H₁₂O₆S₂^(2-)*2Na⁽¹⁺⁾ [ No CAS ]

Reference： [1]Synlett,2005,p. 2667 - 2669

18
[ 3039-83-6 ]
poly(vinylsulfonate sodium salt), M_n = 1600, M_w = 2000, M_z = 2700, M_w/M_n = 1.25; monomer(s): vinylsulfonate sodium salt [ No CAS ]

Reference： [1]Antimicrobial Agents and Chemotherapy,2002,vol. 46,p. 2619 - 2626

19
[ 3039-83-6 ]
[ 21658-70-8 ]
C₁₅H₁₇BF₂N₂O₃S [ No CAS ]

Reference： [1]Organic Letters,2007,vol. 9,p. 2135 - 2138

20
[ 35135-38-7 ]
[ 3039-83-6 ]
E-3-(2-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-3-yl)vinylsulfonic acid [ No CAS ]

Reference： [1]Tetrahedron Letters,2007,vol. 48,p. 3995 - 3998

21
[ 127-65-1 ]
[ 3039-83-6 ]
C₉H₁₃NO₆S₂ [ No CAS ]

Reference： [1]Patent: US6350905,2002,B1 .Location in patent: Page column 10

Yield	Reaction Conditions	Operation in experiment
96%	Purification / work up;	A mixture prepared from 859 g of an aqueous solution of sodium vinylsulfonate (the product of Aldrich Co., 25 wt.% aqueous solution, 1.65 moles of sodium vinylsulfonate) and 300 mg of L-ascorbic acid(vitamin C)was loaded into a mixer-drier and was subjected to dehydration by distillation with heating at 50 C under a reduced pressure of 10mmHg. Measurement showed that content of water in the obtained sodium vinylsulfonate did not exceed 0.05 wt.%. The content of water in the product was determined by weighing the distilled water. The sodium vinylsulfonate was obtained with a yield of 96%. The above reaction did not produce any products of polymerization that could be caused by the presence of vinylsulfonic acid.

23
[ 3039-83-6 ]
[ 124-40-3 ]
[ 34451-23-5 ]

Yield	Reaction Conditions	Operation in experiment
	In water; at 105℃; for 48h;	Sodium ethylenesulfonate [(18. 2ML,] 25% aqueous solution w/w) and [DIMETHYLAMINE] (4. [43ML,] 40% aqueous solution w/w) were heated in a sealed finger tube at [105C] for 48h before concentrating in vacuo to yield the subtitle compound as a white solid. Yield: 9.80g. 'H NMR [8 (CD30D)] 3.05 (2H, [M),] 2.84 (2H, [M)] and 2.30 (6H, s).

Reference： [1]Patent: WO2004/11443,2004,A1 .Location in patent: Page 66

24
[ 3039-83-6 ]
[ 74-89-5 ]
[ 107-68-6 ]

Yield	Reaction Conditions	Operation in experiment
82 - 85%	With acetic acid; In methanol; water; at 25 - 100℃; for 3 - 170h;Product distribution / selectivity;	Example 1. Synthesis of N-methyltaurine In a stainless autoclave were prepared 100.0 g (192 mmol) of a 25% sodium vinylsulfonate aqueous solution and 16.4g (211 mmol) of a 40% methylamine aqueous solution, and the mixture was reacted with stirring at 100+-5C for 3 hours. After completion of the reaction, water was concentrated under reduced pressure, and 120 ml of methanol and 12.1 g (201 mmol) of acetic acid were added thereto, followed by reacting at 20 to 30C for 1 hour. After completion of the reaction, the reaction solution was cooled to -10C, followed by stirring at the same temperature for 1 hour, followed by filtering crystal and drying under reduced pressure to give 22.7 g of N-methyltaurine as white crystal (yield 85%). [Results of 1H-NMR analysis: Purity of not lower than 99% and sodium acetate content of not higher than 0.5%] Example 2.; Synthesis of N-methyltaurine; The same procedure as in Example 1 was conducted except for reacting at 25+/-5C for 170 hours with stirring to give 22.0 g of N-methyltaurine (yield 82%).

Reference： [1]Patent: EP1548002,2005,A1 .Location in patent: Page/Page column 11

25
[ 423-39-2 ]
[ 3039-83-6 ]
C₆H₂F₉O₃S^(1-)*Na⁽¹⁺⁾ [ No CAS ]

Reference： [1]Patent: WO2006/51897,2006,A1 .Location in patent: Page/Page column 55-57

26
[ 3039-83-6 ]
[ 101-54-2 ]
[ 77229-34-6 ]
[ 6608-47-5 ]

Yield	Reaction Conditions	Operation in experiment
81%	With phosphorus pentachloride; triethylamine; In toluene;	SYNTHESIS EXAMPLE 4 12.7 g (0.1 mole) of vinylsulfonyl chloride prepared from sodium vinylsulfonate and phosphorus pentachloride was added to 200 ml of toluene, and 18.4 g (0.1 mole) of p-aminodiphenylamine and 10 g of triethylamine were gradually added to the solution. The mixture was stirred at 0 C. for 2 hours. The resulting precipitate was separated to afford 22.2 g (yield 81%) of N-(4-anilino)phenylvinylsulfonamide having a melting point of 126 C.

Reference： [1]Patent: US4298522,1981,A

27
[ 3039-83-6 ]
[ 123-54-6 ]
polymer, molecular weight: 1100; monomer(s): sodium vinylsulfonate; 2,4-pentanedione [ No CAS ]

Reference： [1]Russian Journal of Applied Chemistry,2007,vol. 80,p. 2129 - 2131

28
[ 3039-83-6 ]
[ 123-54-6 ]
polymer, molecular weight: 2400; monomer(s): sodium vinylsulfonate; 2,4-pentanedione [ No CAS ]

Reference： [1]Russian Journal of Applied Chemistry,2007,vol. 80,p. 2129 - 2131

29
[ 3039-83-6 ]
[ 123-54-6 ]
polymer, molecular weight: 2900; monomer(s): sodium vinylsulfonate; 2,4-pentanedione [ No CAS ]

Reference： [1]Russian Journal of Applied Chemistry,2007,vol. 80,p. 2129 - 2131

30
[ 3039-83-6 ]
[ 123-54-6 ]
polymer; monomer(s): sodium vinylsulfonate; 2,4-pentanedione [ No CAS ]

Reference： [1]Russian Journal of Applied Chemistry,2007,vol. 80,p. 2129 - 2131

31
[ 88-12-0 ]
[ 78-67-1 ]
[ 3039-83-6 ]
[ 107-11-9 ]
polymer, molecular weight: 12000; monomer(s): N-vinylpyrrolidone; sodium vinylsulfonate; allylamine; 2,2'-azobis(isobutyronitrile) [ No CAS ]

Reference： [1]Russian Journal of Applied Chemistry,2007,vol. 80,p. 2132 - 2135

32
sodium hydrogensulfite [ No CAS ]
[ 74-86-2 ]
[ 3039-83-6 ]
[ 5325-43-9 ]

Reference： [1]Chimie et Industrie (Paris),1942,vol. 47,p. 16 - 22
[2]Patent: FR858185,1940,
C.,1941,vol. I,p. 1738

33
[ 20173-24-4 ]
[ 3039-83-6 ]
[ 1042419-50-0 ]

Reference： [1]Tetrahedron Letters,2008,vol. 49,p. 5858 - 5862

34
[ 20173-24-4 ]
[ 3039-83-6 ]
[ 1042498-72-5 ]

Reference： [1]Journal of Heterocyclic Chemistry,2008,vol. 45,p. 1869 - 1873

35
[ 3039-83-6 ]
[ 1184-84-5 ]

Yield	Reaction Conditions	Operation in experiment
97%	With strongly-acidic ion-exchange resin DOWEXMonosphere 650C; In water;Product distribution / selectivity;	Example I-2: Sodium removal treatment using strongly-acidic ion-exchange resin and thin-film distillation A column tower having an internal diameter of 200 mm and a height of 900 mm was filled with 26 L of a strongly-acidic ion-exchange resin (DOWEX (registered trademark) Monosphere 650C) which had been regenerated with hydrochloric acid in advance. A sodium removal treatment was carried out by flowing 12.2 kg of a 25 wt.% aqueous solution of sodium vinyl sulfonate (N-SVS-25, manufactured by Asahi Kasei Fine Chemicals Co., Ltd.) in from the bottom of the column, and then washing from the bottom of the column with 100 kg of ion-exchanged water. The sodium removal rate determined based on the acid value before and after the one-time sodium removal treatment was 96.5%. Further, the yield was 97.0%. 300 kg of dilute vinyl sulfonic acid composition obtained by this sodium removal treatment was concentrated under reduced pressure. 5.2 kg of the obtained vinyl sulfonic acid composition was continuously fed into a thin-film distillation apparatus to try and carry out continuous distillation under reduced pressure. The temperature conditions were 180 to 220C. Consequently, the degree of vacuum was maintained at 70 to 90 Pa, and the distillation operation could be stably continued. Further, there was no odor of sulfurous acid gas, and the recovery rate was maintained at about 90%. The obtained vinyl sulfonic acid had a double bond content of 96 wt.%, a Fe content of 730 ppb, a Na content of 220 ppb, a Ca content of 130 ppb, a Cr content of 155 ppb, and a Ni content of 145 ppb. The vinyl sulfonic acid had a pale yellow color when extracted, and no progression in color was seen even after 6 months had passed. Further, although a residue was produced during distillation, this residue had fluidity and a blackish brown color, and was easily cleaned.
86.7%	With sodium hydroxide; In water; for 4h;	General procedure: Instead of the electrodialysis method, 9% - using a vinyl sulfonic acid sodium aqueous solution, by an ion exchange resin process, to obtain a vinyl sulfonic acid aqueous solution of about 2% by weight.[Example 1](Electrodialysis step)A raw material chamber was charged with 25 mL of a <strong>[3039-83-6]sodium vinylsulfonate</strong> aqueous solution 500 mL,300 mL of pure water was charged in the acid chamber,300 mL of 0.2 N NaOH aqueous solution was charged into the alkaline chamber.With the maximum current value set at 5.5 A, the operation voltage was applied at a constant 30 V.With an energization time of 150 minutes (current amount 0.49 Faraday) where the conductivity of the acid chamber became almost stable,Vinylsulfonic acid aqueous solution was obtained. In order to confirm the course of the electrodialysis over time, an aqueous solution of vinylsulfonic acid was obtained in the same manner as in Example 1 except that the current-carrying time was 240 minutes (current amount 0.76 Faraday). The analysis results of the obtained vinyl sulfonic acid aqueous solution are shown in Table 2.
	With water;Product distribution / selectivity;	Examples 2-8: Sodium Removal Process Using a Strongly acidic ion Exchange Resin; For Examples 2 to 8, the same process as that of Example 1 was performed seven times. The ion exchange resin used in Example 1 was regenerated and recycled throughout Examples 2 to 8. The regeneration of the exchange resin was conducted as follows. 5% hydrochloric acid was made to flow through the ion exchange resin column that was used in Example 1. The column was then washed with ion exchange water. This regeneration process was performed for each example so as to recycle the resin.

Reference： [1]Patent: EP2269981,2011,A1 .Location in patent: Page/Page column 20
[2]Patent: JP2015/137275,2015,A .Location in patent: Paragraph 0090; 0101; 0124
[3]Patent: EP2128131,2009,A1 .Location in patent: Page/Page column 7

36
[ 13162-05-5 ]
[ 3039-83-6 ]
[ 79-10-7 ]
poly(acrylic acid-co-sodium vinylsulfonate-co-vinylformamide) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		In a 2 l glass apparatus having an anchor stirrer, reflux condenser, internal thermometer and nitrogen inlet tube, 1 339.0 g of distilled water, 3.8 g of 75% strength phosphoric acid, 202.0 g of 25% <strong>[3039-83-6]sodium vinylsulfonate</strong> solution in water and 69.9 g of acrylic acid are mixed at a speed of 100 rpm. By dropwise addition of about 84 g of a 50% strength aqueous sodium hydroxide solution, the pH is brought to 7.0. 181.4 g of vinylformamide are then added. While passing in nitrogen, the mixture is heated to 60 C. After the temperature has been reached, 20.0 g of a 1.5% strength aqueous solution of 2,2'-azobis(2-methylpropionamidine)dihydrochloride are added in the course of 5 minutes. A further 81.5 g of a 1.5% strength aqueous solution of 2,2'-azobis(2-methylpropionamidine) dihydrochloride are added in the course of 4 hours. After a polymerization time of 3 hours, the temperature is increased to 75 C. After a further hour at 75 C., 0.75 g of 2,2'-azobis(2-methylpropionamidine)dihydrochloride in 20.0 g of distilled water is added and polymerization is continued for 2 hours at 75 C. After cooling to room temperature, a slightly turbid, colorless, highly viscous solution having a solids content of 18.4% is obtained. The K value of the terpolymer is 128. 500.0 g of the above product are heated to 80 C. in a 1 l four-necked flask having a paddle stirrer, internal thermometer, dropping funnel and reflux condenser at a stirrer speed of 80 rpm. First 6.3 g of a 40% strength aqueous sodium disulfite solution and then 33.3 g of a 25% strength aqueous sodium hydroxide solution are added so that they mix in thoroughly. The reaction mixture is kept at 80 C. for 4.5 hours and then cooled to room temperature. By slow addition of about 17.2 g of concentrated hydrochloric acid, the pH is brought to 7, and then 234.0 g of distilled water are added for dilution. After cooling to room temperature, a viscous, colorless, slightly turbid solution having a solids content of 13.5% is obtained. The degree of hydrolysis is 38% (based on VFA).
		In a 2 l glass apparatus having an anchor stirrer, reflux condenser, internal thermometer and nitrogen inlet tube, 733.3 g of distilled water, 1.6 g of 75% strength phosphoric acid, 11.7 g of vinylphosphonic acid (95%) and 44.3 g of acrylic acid are mixed at a speed of 100 rpm. By dropwise addition of about 63 g of a 50% strength aqueous sodium hydroxide solution, the pH is brought to 6.7. 95.6 g of vinylformamide are then added. While passing in nitrogen, the mixture is heated to 70 C. After the temperature has been reached, 10.0 g of a 1.5% strength aqueous solution of 2,2'-azobis(2-methylpropionamidine)dihydrochloride are added in the course of 5 minutes. A further 41.0 g of a 1.5% strength aqueous solution of 2,2'-azobis(2-methylpropionamidine)dihydrochloride are added in the course of 4 hours. After the end of the feed, the temperature is increased to 75 C. and 0.45 of 2,2'-azobis(2-methylpropionamidine)dihydrochloride in 20 g of distilled water is added. After a further 2 hours at 75 C., the polymerization is complete and the product is cooled to room temperature. A slightly turbid, colorless, viscous solution having a solids content of 13.7% is obtained. The K value of the terpolymer is 125. 500.0 g of the above product are heated to 80 C. in a 1 l three-necked flask having a paddle stirrer, internal thermometer, dropping funnel and reflux condenser at a stirrer speed of 80 rpm. First 6.3 g of a 40% strength aqueous sodium disulfite solution and then 27.7 g of a 25% strength aqueous sodium hydroxide solution are added so that they mix in thoroughly. The reaction mixture is kept at 80 C. for 4 hours and then cooled to room temperature. By slow addition of about 17 g of concentrated hydrochloric acid, the pH is brought to 7.5, and then 250.0 g of distilled water are added for dilution. After cooling to room temperature, a viscous, colorless, clear solution having a solids content of 12.4% is obtained. The degree of hydrolysis is 25% (based on VFA).
		In a 2 l glass apparatus having an anchor stirrer, reflux condenser, internal thermometer and nitrogen inlet tube, 345.0 g of distilled water, 3.8 g of 75% strength phosphoric acid, 202.0 g of 25% <strong>[3039-83-6]sodium vinylsulfonate</strong> solution in water and 69.9 g of acrylic acid are mixed at a speed of 100 rpm. By dropwise addition of about 82 g of a 50% strength aqueous sodium hydroxide solution, the pH is brought to 6.8. 181.4 g of vinylformamide are then added. While passing in nitrogen, the mixture is heated to 55 C. After the temperature has been reached, 20.0 g of a 1.5% strength aqueous solution of 2,2'-azobis(2-methylpropionamidine)dihydrochloride are added in the course of 5 minutes. A further 51.5 g of a 1.5% strength aqueous solution of 2,2'-azobis(2-methylpropionamidine)dihydrochloride are added in the course of 3 hours. After a polymerization time of 1 hour, 200.0 g of distilled water are added for dilution. After a polymerization time of 2 hours, a further 200.0 g of distilled water are added for dilution. After 3 hours, 30.0 g of a 1.5% strength aqueous solution of 2,2'-azobis(2-methylpropionamidine)dihydrochloride have added to them 0.8 g of 2,2'-azobis(2-methylpropionamidine)dihydrochloride and the temperature is increased to 75 C. for 2 hours. Dilution is then effected with a further 600.0 g of distilled water. After cooling to room temperature, a slightly turbid, colorless, highly viscous solution having a solids content of 18.4% is obtained. The K value of the terpolymer is 145. 500.0 g of the above product are heated to 80 C. in a 1 l four-necked flask having a paddle stirrer, internal thermometer, dropping funnel and reflux condenser at a stirrer speed of 80 rpm. 200 g of distilled water, 6.3 g of a 40% strength aqueous sodium disulfite solution and then 35.2 g of a 25% strength aqueous sodium hydroxide solution are added so that they mix in thoroughly. The reaction mixture is kept at 80 C. for 3 hours and then cooled to room temperature. By slow addition of about 17 g of concentrated hydrochloric acid, the pH is brought to 7.9, and then 42.8 g of distilled water are added for dilution. After cooling to room temperature, a viscous, colorless, slightly turbid solution having a solids content of 13.3% is obtained. The degree of hydrolysis is 37% (based on VFA).

		In a 2 l glass apparatus having an anchor stirrer, reflux condenser, internal thermometer and nitrogen inlet tube, 25.0 g of distilled water, 1.6 g of 75% strength phosphoric acid and 442.9 g of 25% <strong>[3039-83-6]sodium vinylsulfonate</strong> solution in water are mixed at a speed of 100 rpm. By dropwise addition of about 15.2 g of a 50% strength aqueous sodium hydroxide solution, the pH is brought to 6.5. 181.4 g of vinylformamide are then added. While passing in nitrogen, the mixture is heated to 50 C. After the temperature has been reached, 14.0 g of a 1.5% strength aqueous solution of 2,2'-azobis(2-methylpropionamidine) dihydrochloride are added in the course of 5 minutes. A further 56.0 g of a 1.5% strength aqueous solution of 2,2'-azobis(2-methyl-propionamidine)dihydrochloride are added in the course of 4 hours. After the end of the addition, the reaction mixture is kept at 50 C. for a further 4 hours. Thereafter, 0.2 g of 2,2'-azobis(2-methylpropionamidine)dihydrochloride in 20 g of distilled water is added and the temperature is kept at 50 C. for a further 3 hours. The temperature is then increased to 75 C. for 2 hours. The solution obtained is diluted with 250.0 g of distilled water and cooled to room temperature. A clear, yellowish, viscous solution having a solids content of 29.6% is obtained. The K value of the copolymer is 81. 360 g of the above product are heated to 80 C. in a 1 l three-necked flask having a paddle stirrer, internal thermometer, dropping funnel and reflux condenser at a stirrer speed of 80 rpm. First 4.5 g of a 40% strength aqueous sodium disulfite solution and then 48.1 g of a 25% strength aqueous sodium hydroxide solution are added so that they mix in thoroughly. The reaction mixture is kept at 80 C. for 3.5 hours and then cooled to room temperature. By slow addition of about 23 g of concentrated hydrochloric acid, the pH is brought to 7.6. A viscous, yellow, clear solution having a solids content of 28.5% is obtained. The degree of hydrolysis is 31% (based on VFA).
		In a 2 l glass apparatus having an anchor stirrer, reflux condenser, internal thermometer and nitrogen inlet tube, 200.0 g of distilled water, 3.7 g of 75% strength phosphoric acid, 32.1 g of vinylphosphonic acid (95%) and 30.5 g of acrylic acid in water are mixed at a speed of 100 rpm. By dropwise addition of about 59 g of a 50% strength aqueous sodium hydroxide solution, the pH is brought to 6.5. 150.0 g of vinylformamide are then added. While passing in nitrogen, the mixture is heated to 50 C. After the temperature has been reached, 14.0 g of a 1.5% strength aqueous solution of 2,2'-azobis(2-methylpropionamidine)dihydrochloride are added in the course of 5 minutes. A further 53.0 g of a 1.5% strength aqueous solution of 2,2'-azobis(2-methylpropionamidine)dihydrochloride are added in the course of 4 hours. After the end of the addition, the reaction mixture is kept at 50 C. for a further 4 hours. Thereafter, 0.25 g of 2,2'-azobis(2-methylpropionamidine)dihydrochloride in 20.0 g of distilled water is added and the temperature is kept at 50 C. for a further 3 hours. The temperature is then increased to 75 C. for 2 hours. The solution obtained is diluted with 250.0 g of distilled water and cooled to room temperature. A slightly turbid, colorless, viscous solution having a solids content of 30.1% is obtained. The K value of the terpolymer is 85. 400 g of the above product are heated to 80 C. in a 1 l three-necked flask having a paddle stirrer, internal thermometer, dropping funnel and reflux condenser at a stirrer speed of 80 rpm. First 5.0 g of a 40% strength aqueous sodium disulfite solution and then 50.9 g of a 25% strength aqueous sodium hydroxide solution are added so that they mix in thoroughly. The reaction mixture is kept at 80 C. for 3 hours and then cooled to room temperature. By slow addition of about 29 g of concentrated hydrochloric acid, the pH is brought to 7.5. A viscous, colorless, slightly turbid solution having a solids content of 29.0% is obtained. The degree of hydrolysis is 27% (based on VFA).
		In a 2 l glass apparatus having an anchor stirrer, reflux condenser, internal thermometer and nitrogen inlet tube, 1 339.0 g of distilled water, 3.8 g of 75% strength phosphoric acid, 202.0 g of 25% <strong>[3039-83-6]sodium vinylsulfonate</strong> solution in water and 69.9 g of acrylic acid are mixed at a speed of 100 rpm. By dropwise addition of about 84 g of a 50% strength aqueous sodium hydroxide solution, the pH is brought to 6.8. 181.4 g of vinylformamide are then added. While passing in nitrogen, the mixture is heated to 62 C. After the temperature has been reached, 20.0 g of a 1.5% strength aqueous solution of 2,2'-azobis(2-methylpropionamidine)dihydrochloride are added in the course of 5 minutes. A further 81.5 g of a 1.5% strength aqueous solution of 2,2'-azobis(2-methylpropionamidine)dihydrochloride are added in the course of 4 hours. After a polymerization time of 3 hours, the temperature is increased to 75 C. After a further hour at 75 C., 0.75 g of 2,2'-azobis(2-methylpropionamidine)dihydrochloride in 20.0 g of distilled water is added and polymerization is continued for 2 hours at 75 C. After cooling to room temperature, a slightly turbid, colorless, highly viscous solution having a solids content of 18.6% is obtained. The K value of the terpolymer is 122. 500.0 g of the above product are heated to 80 C. in a 1 l three-necked flask having a paddle stirrer, internal thermometer, dropping funnel and reflux condenser at a stirrer speed of 80 rpm. First 6.3 g of a 25% strength aqueous sodium disulfite solution and then 60.5 g of a 25% strength aqueous sodium hydroxide solution are added so that they mix in thoroughly. The reaction mixture is kept at 80 C. for 3 hours and then cooled to room temperature. By slow addition of about 31 g of concentrated hydrochloric acid, the pH is brought to 7.2, and then 234.0 g of distilled water are added for dilution. After cooling to room temperature, a viscous, colorless, slightly turbid solution having a solids content of 15.0% is obtained. The degree of hydrolysis is 59% (based on VFA).

Reference： [1]Patent: US2006/24262,2006,A1 .Location in patent: Page/Page column 6
[2]Patent: US2006/24262,2006,A1 .Location in patent: Page/Page column 8
[3]Patent: US2006/24262,2006,A1 .Location in patent: Page/Page column 7
[4]Patent: US2006/24262,2006,A1 .Location in patent: Page/Page column 7-8
[5]Patent: US2006/24262,2006,A1 .Location in patent: Page/Page column 8
[6]Patent: US2006/24262,2006,A1 .Location in patent: Page/Page column 6-7

37
[ 3886-69-9 ]
[ 3039-83-6 ]
[ 1257064-35-9 ]

Reference： [1]European Journal of Organic Chemistry,2010,p. 5817 - 5824

38
[ 3039-83-6 ]
[ 110-70-3 ]
Na₂[(DES)MeN(CH₂)2NMe(DES)] [ No CAS ]

Reference： [1]European Journal of Inorganic Chemistry,2011,p. 1657 - 1665

39
[ 3039-83-6 ]
[ 107-11-9 ]
C₅H₉NO₆S₂^(2-)*2Na⁽¹⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	In methanol; water; at 120℃; for 48h;Inert atmosphere;	(C3H5)NH2 (0.5 mL, 6.66 mmol)and C2H3SO3Na (16.7 mmol) were heated in MeOH-H2O (1 : 1,10 mL) at 120 C for 48 h. Afterward volatiles were removedand the solid was washed with Et2O, obtaining (C3H5)N-(C2H4SO3Na)2 as a white solid (2.14 g, 86%). 1H-NMR(DMSO-d6): 2.61 (m, 4 H, NCH2CH2SO3), 2.65 (m, 4 H,NCH2CH2SO3), 2.98 (m, 2 H, CH2CHCH2N), 5.12 (m, 2 H,CH2CHCH2N), 5.75 (m, 1 H, CH2CHCH2); 13C-NMR{1H}(DMSO-d6): 47.9 (NCH2CH2SO3), 48.6 (NCH2CH2SO3), 56.4(CH2CHCH2N), 117.0 (CH2CHCH2N), 135.7 (CH2CHCH2N);15N-NMR (DMSO-d6): -337.4. Elemental analysis (%): calc.for C7H13NNa2O6S2 C, 26.50; H, 4.13; N, 4.41; S, 20.21; Exp.C, 25.61; H, 4.03; N, 4.14; S, 19.94. MS (ESI-TOF): m/z 294.01[M - Na]-.

Reference： [1]Dalton Transactions,2012,vol. 41,p. 12733 - 12748

40
3-{dimethyl-[3-(tris-{3-[(3-amino-propyl)-dimethyl-silanyl]-propyl}-silanyl)-propyl]-silanyl}-propylamine [ No CAS ]
[ 3039-83-6 ]
8Na⁽¹⁺⁾*C₄₈H₁₀₄N₄O₂₄S₈Si₅^(8-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	In methanol; water; at 120℃; for 48h;Inert atmosphere;	General procedure: A solution of G1O3(NH2)6 (0.30 g,0.22 mmol) and C2H3SO3Na (2.68 mmol) in MeOH-H2O were stirred at 120 C for 48 h. Afterward the solvents were removedand the remaining solid was washed with MeOH (15 mL) and purified through a Sephadex G-25 column, yielding 13 as awhite.
73%	In ethanol; water; at 120℃; for 72h;	A solution of <strong>[3039-83-6]sodium vinylsulfonate</strong>, CH2?CHSO3Na ?30% wt in H2O (5.16 ml, 14.0 mmol) was added to a solution of G1-[CH2CH2CH2NH2]4 (1.16 g, 1.75 mmol) in ethanol. The resulting solution was stirred for 3 days at 120 C. Then the solution was filtered and the residue was washed with MeOH and dried under vacuum to give 18 as a white solid (2.25 g, 73%). [0174] 1H-NMR (D2O): delta 2.86 (m, 16H, -NCH2CH2SO3-Na+), 2.77 (m, 16H, -NCH2CH2SO3-Na+), 2.27 (m, 8H, -SiCH2CH2CH2N-), 1.39 (m, 8H, -SiCH2CH2CH2N-), 1.21 (m, 8H, SiCH2CH2CH2Si-) 0.42 (m, 9H, SiCH2CH2CH2Si- and -SiCH2CH2CH2N-), -0.20 (s, 24H, -SiMe2). 13C{1H}-NMR (D2O): delta 56.5 (-SiCH2CH2CH2N-), 47.8 (-NCH2CH2SO3-Na+), 47.0 (-NCH2CH2SO3-Na+), 20.4 (SiCH2CH2CH2Si-), 19.4, 16.9 (-SiCH2CH2CH2N- and SiCH2CH2CH2Si-), 18.5 (-SiCH2CH2CH2N-), 12.3 (SiCH2CH2CH2Si-), -3.8 (-SiMe2). 15N{1H}-NMR (D2O): delta -339.1 (-NCH2CH2SO3-Na+). 29Si{1H}-NMR (D2O): delta (G0-Si not observed), 1.8 (G1-Si). Anal. Calcd. C52H116N4Na8O24S8Si5: %: C, 35.44; H, 6.63; N, 3.18; S, 14.56; Exp. %: C, 34.54; H, 6.56; N, 3.02; S, 15.28.

Reference： [1]Dalton Transactions,2012,vol. 41,p. 12733 - 12748
[2]Patent: US2013/59818,2013,A1 .Location in patent: Paragraph 0173-0174

41
3-({3-[{3-[(3-amino-propyl)-dimethyl-silanyl]-propyl}-methyl-(3-{tris-[3-(bis-{3-[(3-amino-propyl)-dimethyl-silanyl]-propyl}-methyl-silanyl)-propyl]-silanyl}-propyl)-silanyl]-propyl}-dimethyl-silanyl)-propylamine [ No CAS ]
[ 3039-83-6 ]
C₁₁₂H₂₄₄N₈O₄₈S₁₆Si₁₃^(16-)*16Na⁽¹⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	In methanol; water; at 120℃; for 48h;Inert atmosphere;	General procedure: A solution of G1O3(NH2)6 (0.30 g,0.22 mmol) and C2H3SO3Na (2.68 mmol) in MeOH-H2O were stirred at 120 C for 48 h. Afterward the solvents were removedand the remaining solid was washed with MeOH (15 mL) and purified through a Sephadex G-25 column, yielding 13 as awhite solid .

Reference： [1]Dalton Transactions,2012,vol. 41,p. 12733 - 12748

42
[ 1258837-28-3 ]
[ 3039-83-6 ]
C₉₃H₁₉₂N₆O₃₉S₁₂Si₉^(12-)*12Na⁽¹⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
63%	In methanol; water; at 120℃; for 48h;Inert atmosphere;	A solution of G1O3(NH2)6 (0.30 g,0.22 mmol) and C2H3SO3Na (2.68 mmol) in MeOH-H2O were stirred at 120 C for 48 h. Afterward the solvents were removedand the remaining solid was washed with MeOH (15 mL) and purified through a Sephadex G-25 column, yielding 13 as awhite solid (0.40 g, 63%). 1H-NMR (D2O): -0.18 (br. s, 45 H,SiMe), 0.26 (m, 18 H, SiCH2), 0.39 (m, 24 H, SiCH2), 1.19(m, 14 H, CH2CH2CH2), 1.29 (m, 12 H, SiCH2CH2CH2N), 1.47(m, 2 H, OCH2CH2), 2.27 (m, 12 H, CH2CHCH2N), 2.77 (m,24 H, NCH2CH2SO3), 2.86 (m, 24 H, NCH2CH2SO3), 3.59 (m,2 H, OCH2), 5.78 (br. s, 3 H, C6H3). 13C-NMR{1H} (D2O):-4.8 (SiMe), -3.4 (SiMe2), 12.7 (SiCH2CH2CH2N), 13.5(OCH2CH2CH2CH2), 18.4, 19.9, 20.6 (CH2), 32.8 (OCH2CH2),47.1 (NCH2CH2SO3), 47.8 (NCH2CH2SO3), 57.1(CH2CH2CH2N), 67.2 (OCH2), 93.7 (C6H3, CH), 160.6(i-C6H3). 15N-NMR (D2O): -341.8. 29Si-NMR (D2O): 1.9(SiMe and SiMe2). Anal. calc. for C93H192N6Na12O39S12Si9 (2931.96): C, 38.10; H, 6.60; N, 2.87; S, 13.12; Obt.: C, 37.81;H, 6.31; N, 2.58; S, 12.90.
57%	In water;	From G2O3(COOMe)24 (0.35 g, 0.071 mmol) and NaOH (0.046 g, 1.16 mmol), following the procedure described for the synthesis of 89, G2O3(COONa)24 (90) is obtained as a white solid (0.29 g, 82%). 1H-NMR (D2O): delta -0.21 (s, 99H, MeSi y Me2Si), 0.22 (m, 30H, SiCH2), 0.38 (m, 72H, SiCH2), 1.17 (m, 66H, CH2), 1.58 (m, 6H, OCH2CH2), 2.10 (m, 48H, CH2N), 2.19 (m, 24H, CH2N), 2.51 (m, 48H, CH2CO), 3.42 (s, 6H, OCH2), 5.64 (s, 3H, CeH3); 13C-NMR{1H}(D2O): delta -4.5 (MeSi), -3.4 (Me2Si), 13.0 (SiCH2), 13.7 (SiCH2), 18.4-20.3 (CH2), 32.9 (OCH2CH2), 34.3 (NCH2), 49.6 (CH2CO), 57.2 (NCH2), 67.2 (OCH2), 93.8 (C6H3(CH), 168.4 (i-C6H3), 181.2 (CO); 29Si-NMR (D2O): delta 1.7 (MeSi y Me2Si).

Reference： [1]Dalton Transactions,2012,vol. 41,p. 12733 - 12748
[2]Patent: US2013/59818,2013,A1 .Location in patent: Paragraph 0280-0281

43
[ 3039-83-6 ]
[ 17887-09-1 ]
C₁₃H₂₉NO₆S₂Si^(2-)*2Na⁽¹⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	In methanol; water; at 120℃; for 48h;Inert atmosphere;	A solution of Et3Si-(CH2)3NH2 (0.20 g, 1.14 mmol) and C2H3SO3Na (2.26 mmol)in MeOH-H2O were stirred at 120 C for 48 h. Afterward thesolvents were removed and the remaining solid was washed firstwith MeOH and second with Et2O yielding D as a white solid(0.32 g, 65%). 1H-NMR (D2O): 0.33 (m, 8 H, CH2Si), 0.72 (t,J = 7.6 Hz, 9 H, CH3CH2), 1.32 (m, 2 H, CH2CH2CH2), 2.32(m, 2 H, CH2CH2CH2N), 2.77 (m, 4 H, NCH2CH2SO3), 2.87(m, 4 H, CH2 SO3); 13C-NMR{1H} (D2O): 1.9 (CH3CH2), 6.1(CH3CH2), 7.4 (CH2Si), 19.5 (CH2CH2CH2), 46.1(NCH2CH2SO3), 46.8 (CH2SO3), 55.7 (CH2CH2CH2N);15N-NMR (DMSO-d6): -338.4; 29Si (DMSO-d6): 6.8. Elemental analysis (%): calc. for C13H29NNa2O6S2Si: C, 36.01; H, 6.74;N, 3.23; S, 14.79; Exp. C, 35.80; H, 6.23; N, 3.04; S, 15.00.

Reference： [1]Dalton Transactions,2012,vol. 41,p. 12733 - 12748

44
[ 3039-83-6 ]
[ 17887-09-1 ]
[ 1409939-53-2 ]

Yield	Reaction Conditions	Operation in experiment
	In methanol; water; at 90℃; for 24h;Inert atmosphere;	A solution ofEt3Si(CH2)3NH2 (0.20 g, 1.14 mmol) and C2H3SO3Na(1.00 mmol) in MeOH-H2O were stirred at 90 C for 24 h.Afterward the solvents were removed under vacuum and theremaining pale yellow oil was washed with Et2O yielding amixture containing E as the major component, together withC2H3SO3Na and Et3Si(CH2)3NH2. 1H-NMR (DMSO-d6): 0.46(m, J = 7.6 Hz, 8 H, CH2Si), 0.88 (t, J = 7.6 Hz, 9 H, CH3CH2),1.53 (m, 2 H, CH2CH2CH2), 2.80 (m, 4 H, CH2CH2CH2N andNCH2CH2SO3), 3.06 (m, 2 H, CH2 SO3); 13C-NMR{1H}(DMSO-d6): 12.3 (CH3CH2), 16.8 (CH3CH2), 17.3 (CH2Si),30.3 (CH2CH2CH2), 53.5 (NCH2CH2SO3), 56.9 (CH2SO3), 59.8(CH2CH2CH2N); 15N-NMR (DMSO-d6): -336.9.

Reference： [1]Dalton Transactions,2012,vol. 41,p. 12733 - 12748

45
C₈₂H₂₀₀N₈Si₁₃ [ No CAS ]
[ 3039-83-6 ]
C₁₁₂H₂₄₄N₈O₄₈S₁₆Si₁₃^(16-)*16Na⁽¹⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	In ethanol; water; at 120℃; for 72h;	A solution of <strong>[3039-83-6]sodium vinylsulfonate</strong>, CH2=CHSO3Na ?30% wt in H2O (1.8 ml, 4.91 mmol) was added to a solution of G2-[CH2CH2CH2NH2]8 (0.5 g, 0.31 mmol) in ethanol. The resulting solution was stirred for 3 days at 120 C. Then the solution was filtered and the residue was washed with MeOH and dried under vacuum to give 19 as a white solid (0.91 g, 80%). 1H-NMR (D2O): delta 2.86 (m, 32H, -NCH2CH2SO3-Na+), 2.76 (m, 32H, -NCH2CH2SO3-Na+), 2.28 (m, 16H, -SiCH2CH2CH2N-), 1.21 (m, 40H, -SiCH2CH2CH2N-, -SiCH2CH2CH2Si- and SiCH2CH2CH2Si-), 0.43 (m, 48H, SiCH2CH2CH2Si- and -SiCH2CH2CH2Si-), 0.28 (m, 16H, -SiCH2CH2CH2N-), -0.16 (s broad, 48H, -SiMe2), -0.21 (s broad, 12H, -SiMe). 13C{1H}-NMR (D2O): delta 56.9 (-SiCH2CH2CH2N-), 48.0 (-NCH2CH2SO3-Na+), 46.7 (-NCH2CH2SO3-Na+), 20.1 (-SiCH2CH2CH2N-), 18.5-17.7 (Si(CH2)3Si), 12.4 (-SiCH2CH2CH2N-), -3.5 (SiMe2), -4.4 (SiMe). 15N{1H}-NMR (D2O): delta -348.5 (-NCH2CH2SO3-Na+). 29Si{1H}-NMR (D2O): delta (G0-Si not observed), 1.1 (G1-Si), 2.1 (G2-Si). Anal. Calcd. C112H244N8Na16O48S16Si13: %: C, 36.19; H, 6.62; N, 3.01; S, 13.80; Exp. %: C, 36.06; H, 7.04; N, 2.63; S, 13.91.

Reference： [1]Patent: US2013/59818,2013,A1 .Location in patent: Paragraph 0175-0176

46
[ 3039-83-6 ]
C₈₆H₂₀₄N₃₀ [ No CAS ]
C₁₅₀H₃₀₀N₃₀O₉₆S₃₂^(32-)*32Na⁽¹⁺⁾ [ No CAS ]

Reference： [1]Dalton Transactions,2013,vol. 42,p. 5874 - 5889

47
[ 4879-98-5 ]
[ 3039-83-6 ]
C₃₀H₆₀N₆O₂₄S₈^(8-)*8Na⁽¹⁺⁾ [ No CAS ]

Reference： [1]Dalton Transactions,2013,vol. 42,p. 5874 - 5889

48
[ 3039-83-6 ]
[ 179125-43-0 ]
C₇₀H₁₄₀N₁₄O₄₈S₁₆^(16-)*16Na⁽¹⁺⁾ [ No CAS ]

Reference： [1]Dalton Transactions,2013,vol. 42,p. 5874 - 5889

49
thymidine-5′-(Asp-Tau-OH) phosphoramidate tri(triethylammonium) salt [ No CAS ]
[ 3039-83-6 ]
N,N-2-diaminoethanesulfonate disodium salt [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 3950 - 3962

50
C₆₄H₁₅₆S₈Si₁₃ [ No CAS ]
[ 3039-83-6 ]
C₈₀H₁₈₀O₂₄S₁₆Si₁₃^(8-)*8Na⁽¹⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With 2,2-dimethoxy-2-phenylacetophenone; In tetrahydrofuran; methanol; water; for 3h;UV-irradiation;	General procedure: Compound 5 (0.15g, 0.10mmol), Vinylsulfonic acid sodium saltsolution 25 wt. % in H2O (0.28 mL, 2.19 mmol, 5 mol % of DMPA (0.01 g, 0.03 mmol), and a 1/2 THF/methanol solution (5 mL) were combined. The reactionmixture was deoxygenated and irradiated for 1.5 h. Another 5 mol % of DMPA wasadded, and the reaction mixture was irradiated for another 1.5 h and monitoredby 1H NMR. The initial reaction mixture was concentrated by rotary evaporationand solved in water. Then, nanofiltration with membranes of MW= 1000 wasperformed. The pure product was dried in vacuo to aord 7 as a whitesolid (0.18 g, 70%). NMR- 1H (D2O): d -0.20 (s, 3H, Si(Me)) -0.07 (s, 12H, Si(Me)2-),0.43 (m, 12, Si(CH2CH2CH2)Si-),1.23 (m, 6H, Si(CH2CH2CH2)Si-), 1.70(m, 4H, CH2S-), 2.65 (m,4H, -SCH2-), 2.92 (m,4H(-CH2SO3Na)), NMR-13C(D2O). delta= -4.4 Si(Me),-3.0(-Si(Me)2-), 17.1 (Si(CH2CH2CH2)Si-), 19.5 Si(CH2CH2CH2)Si-, 18.6 Si(CH2CH2CH2)Si-16.9(Si(Me)2CH2S), 29.7 (-SCH2CH2SO3Na), 51.1(-CH2SO3Na). IR = Sulfonate 1249.9 y 1053.8cm-1. Anal. Calcd for C80H180Na8O24S16Si13:%C, 37.12; %H, 7.01.Exp.: %C, 37.40;%H, 7.17.

Reference： [1]Tetrahedron Letters,2015,vol. 56,p. 5299 - 5302

51
C₁₄₄H₃₄₈S₁₆Si₂₉ [ No CAS ]
[ 3039-83-6 ]
C₁₇₆H₃₉₆O₄₈S₃₂Si₂₉^(16-)*16Na⁽¹⁺⁾ [ No CAS ]

Reference： [1]Tetrahedron Letters,2015,vol. 56,p. 5299 - 5302

52
[ 3039-83-6 ]
[ 107-35-7 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonium hydroxide; sodium hydroxide; In water; at 220℃; under 105011.0 Torr; for 2h;	EXAMPLE 3 [0040] Ethionic acid, 206 g, is diluted with 800 mL of deionized water containing 80 g of sodium sulfate. About 120 g of calcium hydroxide is added slowly to bring a pH to 7-8 while the temperature is controlled at 35-50 C., then to a pH of 10-11 while the temperature is raised to 70-80 C. from the heat of neutralization. The temperature of the slurry is maintained at 70-80 C. for about 1 hour and lowed to 50 C. Dilute sulfuric acid is used to adjust the pH of the slurry to 7-8. The formed sodium vinyl sulfonate is freed from the precipitated calcium sulfate by filtration and is obtained as a clear and virtually colorless solution. [0041] To the aqueous solution of sodium vinyl sulfonate, placed in a 2L autoclave, is saturated with ammonia to about 25%, and is added 2 g of sodium hydroxide. The ammonolysis reaction is carried out at 220 C. under the autogenous pressure of about 140 bar for 2 hours. HPLC analysis indicates the formation of 95 g of taurine in the solution. After removal of excess ammonia, sulfuric acid is used to neutralize the alkaline solution to a pH of 5-6 to yield a mixture of taurine and sodium sulfate. [0042] It will be understood that the foregoing examples, explanation, drawings are for illustrative purposes only and that in view of the instant disclosure various modifications of the present invention will be self-evident to those skilled in the art and are to be included within the spirit and purview of this application and the scope of the appended claims.
	With ammonia; sodium hydroxide; at 220℃; under 105011.0 Torr; for 2h;Autoclave;	To the aqueous solution of sodium vinyl sulfonate, placedin a 2 E autoclave, is saturated with ammonia to about 25%,and is added 2 g of sodium hydroxide. The ammonolysis60 reaction is carried out at 220 C. under the autogenous pressure of about 140 bar for 2 hours. HPEC analysis indicates theformation of 95 g of taurine in the solution. Afier removal ofexcess ammonia, sulfuric acid is used to neutralize the alkaline solution to a pH of 5-6 to yield a mixture of taurine and65 sodium sulfate.

Reference： [1]Patent: US2015/210633,2015,A1 .Location in patent: Paragraph 0040-0041
[2]Patent: US9108907,2015,B1 .Location in patent: Page/Page column 6

53
[ 461-42-7 ]
[ 3039-83-6 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium sulfate; calcium hydroxide; In water; at 35 - 80℃; for 1h;pH 10 - 11;	EXAMPLE 3 [0040] Ethionic acid, 206 g, is diluted with 800 mL of deionized water containing 80 g of sodium sulfate. About 120 g of calcium hydroxide is added slowly to bring a pH to 7-8 while the temperature is controlled at 35-50 C., then to a pH of 10-11 while the temperature is raised to 70-80 C. from the heat of neutralization. The temperature of the slurry is maintained at 70-80 C. for about 1 hour and lowed to 50 C. Dilute sulfuric acid is used to adjust the pH of the slurry to 7-8. The formed sodium vinyl sulfonate is freed from the precipitated calcium sulfate by filtration and is obtained as a clear and virtually colorless solution. [0041] To the aqueous solution of sodium vinyl sulfonate, placed in a 2L autoclave, is saturated with ammonia to about 25%, and is added 2 g of sodium hydroxide. The ammonolysis reaction is carried out at 220 C. under the autogenous pressure of about 140 bar for 2 hours. HPLC analysis indicates the formation of 95 g of taurine in the solution. After removal of excess ammonia, sulfuric acid is used to neutralize the alkaline solution to a pH of 5-6 to yield a mixture of taurine and sodium sulfate. [0042] It will be understood that the foregoing examples, explanation, drawings are for illustrative purposes only and that in view of the instant disclosure various modifications of the present invention will be self-evident to those skilled in the art and are to be included within the spirit and purview of this application and the scope of the appended claims.
	With sodium sulfate; calcium hydroxide; In water; at 35 - 80℃; for 1h;pH 7-11;	Ethionic acid, 206 g, is diluted with 800 mE of deionizedwater containing 80 g of sodium sulfate. About 120 g ofcalcium hydroxide is added slowly to bring a pH to 7-8 whilethe temperature is controlled at 35-50 C., then to a pH of10-11 while the temperature is raised to 70-80 C. from theheat of neutralization. The temperature of the slurry is maintained at 70-80C. for about 1 hour and lowedto 50C. Dilutesulfuric acid is used to adjust the pH of the slurry to 7-8. Theformed sodium vinyl sulfonate is freed from the precipitatedcalcium sulfate by filtration and is obtained as a clear andvirtually colorless solution.

Reference： [1]Patent: US2015/210633,2015,A1 .Location in patent: Paragraph 0040-0041
[2]Patent: US9108907,2015,B1 .Location in patent: Page/Page column 6

54
[ 3039-83-6 ]
[ 100-51-6 ]
sodium 2-benzylether ethanesulfonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium; at 150℃; for 3h;	83.9 g vinylsuiphonic acid sodium was added to a solution of 400 ml benzylalcohol and0.5 g sodium (catalytic amount) was added. The mixture was warmed with stirring to150C and most of the <strong>[3039-83-6]vinylsulphonic acid sodium</strong> went into solution. After 3 hours, themixture was allowed to cool overnight and a thick solid crystallized. This solid wasvacuum-filtered and then suspended in ethyl alcohol, vacuum-filtered and dried.Yield: 94.0 g, lR: corresponds to the desired compound (61.2% pure).

Reference： [1]Patent: WO2016/98054,2016,A1 .Location in patent: Page/Page column 40

55
[ 3039-83-6 ]
[ 107-15-3 ]
[ 34730-59-1 ]

Yield	Reaction Conditions	Operation in experiment
92.11%	at 30℃; for 5h;Reflux;	1. Add 60 g (1 mol) of ethylenediamine to a 1000 ml reaction flask at 30 ° C, and then, while stirring, into the reaction flask.Slowly add 25wtpercent sodium vinyl sulfonate solution and add it dropwise within 1 hour.Then, the mixture was heated to reflux with stirring, and the reaction was refluxed for 4 hours, and the temperature was lowered to 30 ° C.Obtaining a mixed liquid containing sodium ethylenediamine sulfonate;2. The mixed solution is passed through a D001 type sulfonic acid resin adsorption column, and the unreacted ethylenediamine and sodium ethylenediamine sulfonate are adsorbed, and eluted with deionized water to remove the polyvinylsulfonic acid.Hydroxyethanesulfonic acid,And acidic impurities such as sulfate and unreacted sodium vinyl sulfonate, when the pH is greater than 6, the elution is stopped; 3. Elution with 10percent by weight sodium hydroxide solution,Displace the adsorbed ethylenediamine and ethylenediamineethanesulfonic acid. When the pH is greater than 12, the elution is stopped, and the liquid flowing out from the adsorption column of the strong acid type cation exchange resin is collected.Collecting a liquid having a pH of 7.5-12 to obtain a collecting liquid;4. The collected liquid is concentrated under reduced pressure to remove diethylamine (ethylenediamine and water are azeotroped, the common boiling point is 120 ° C), and the vacuum is vented with nitrogen (not to be exposed to air due to sodium ethanediamine sulfonate) , to obtain a concentrate, and finally dilute the concentrate to deionized water to a concentration of 50percent (v / v), and add sodium hydroxide to adjust the pH value of 11-12,Obtained 360g product, sampled and measured the solid content of 50.2percent, the content of 50percent (hydrochloric acid titration),The nitrogen content is 7.370 (theoretical value 7.368),The purity was calculated to be 99.97percent, and the yield was 92.11percent.
0.91 g	In water; for 24h;Reflux;	In an eggplant type flask, 0.62 g of 1 equivalent of ethylenediamine was added and dissolved in 10.05 mL of 1 mol / L sodium vinylsulfonate aqueous solution.After refluxing for 24 hours, the solvent was removed by an evaporator and dried under reduced pressure with an oil pump to obtain 0.91 g of a pale yellow solid containing sodium 2- (2-aminoethylamino) ethanesulfonate.

Reference： [1]Patent: CN108558711,2018,A .Location in patent: Paragraph 0023-0027
[2]Patent: JP2015/140312,2015,A .Location in patent: Paragraph 0115

56
[ 103-76-4 ]
[ 3039-83-6 ]
[ 7365-45-9 ]

Yield	Reaction Conditions	Operation in experiment
		131.5 g of N-hydroxyethylpiperazine (purity 99%, about 1 mol)And 30% (mass concentration) aqueous sodium vinyl sulfonate solution (containing 1.05 mol of sodium vinyl sulfonate)Was added to a 1000 mL four-necked flask equipped with a reflux tube,The addition reaction is carried out with sufficient stirring;The reaction was carried out at 60 C for 1.0 hour,And then gradually heated to boiling reflux (about 100 ~ 120 , depending on the composition of the reaction and change)And continue to react for 2.0 hours;then,Cooled to give a reaction mother liquorcontaining 4-hydroxyethylpiperazineethanesulfonate.By high performance liquid chromatography,The yield of sodium 4-hydroxyethylpiperazineethanesulfonate was calculated to be 95.2%.A reaction mother liquor containing 0.5 mol HEPES-Na at a mass concentration of 40 wt% was placed in a 500 mL beaker,Under stirring,At room temperature,27.3 g of oxalic acid (99 wt%) was added slowly,Then stir,And acidified at 20 C for 1 hour.Into the low temperature thermostat,Cooling to 10 ,Cooling crystallization for 0.5 hours,The precipitated sodium oxalate was removed by filtration.The filtrate was placed in a beaker,Constantly stirring,1.0 g of Ba (OH) 2 was slowly added,Reaction for 1 hour,Remove the sulfate.Adding 5 g of activated carbon decolorization and filtering by filtration to obtain the filtrate,By rotary evaporation to anhydrous,To obtain a solid primary purified product.The solids were washed three times with 500 ml of ethanol,And then vacuum drying,Get high purity HEPES.

Reference： [1]Patent: CN104803949,2017,B .Location in patent: Paragraph 0047; 0048; 0060; 0061

57
[ 3039-83-6 ]
[ 111-42-2 ]
[ 66992-27-6 ]

Yield	Reaction Conditions	Operation in experiment
81%	for 24h;Reflux;	A mixture of diethanolamine(9.6 mL, 0.1 mol) and a 30% solution of sodiumvinyl sulfonate (44 mL, 0.1 mol) was refluxed for 24 h,and then the solution was evaporated to dryness on arotor evaporator. Ethanol (20 mL) was added to thedry residue, and the mixture was brought to boilingand then cooled down at -20. The precipitate was filtered off and dried at room temperature to a constant weight. The yield was 19.03 g (81%). IR (nu, cm-1): 3393 nu(OH), 2959 nu(CH), 1181 nu(S=).1 NMR (D2O), delta, ppm: 2.71 t, 4 , (CH2H2OH),3.01 t, 2 , (2H2S3Na), 3.09 t, 2 ,(2S3Na), 3.68 t, 4 , (CH2OH).

Reference： [1]Russian Journal of Coordination Chemistry,2018,vol. 44,p. 667 - 672

58
[ 110-91-8 ]
[ 3039-83-6 ]
[ 4432-31-9 ]

Yield	Reaction Conditions	Operation in experiment
85%	In water; at 60℃; for 6h;Large scale;	2> Add 130kg of 25% sodium vinyl sulfonate (SVS) solution to the synthetic tank.105 kg of morpholine was added, and the reaction was carried out at 60 C for 2 hours, and then refluxed for 4 hours.Concentrate under reduced pressure, remove unreacted morpholine, to a thick form, add deionized water 600L to dissolve,It was diluted with deionized water to a volume of 3000 L and subjected to column chromatography.3> 42,000 dilutions of 12000 L were applied to the column at a rate of 2000 L/h.The column is filled with strong acidic ion exchange resin, and the exchange capacity is 10kmol. After the completion, the ionized water is 2000L/h.The effluent with neutral pH and pH 4 or higher was discarded, the effluent with pH 4 was finally discarded.After each use of the resin (12000L), it needs to be activated by acid activation before it can be used.4> The pH <4 collection solution is concentrated under reduced pressure, controlled vacuum 0.09 ~ 0.095MPa, temperature <80 C, concentrated to a thick,The temperature was lowered to 0 C, suction filtration, and the filtrate was accumulated to 3000 L. The product was concentrated by crystallization, and the filter cake was washed twice with 20 L of absolute ethanol.Dry, control the vacuum in the rotary vacuum dryer to 0.09MPa or more, dry at 80 C,The temperature was lowered to 40 C, and the vacuum was discharged with nitrogen, sampled, bagged, and sealed.The product was obtained in 664 kg, and the yield was 85% (in terms of SVS).

Reference： [1]Patent: CN109836399,2019,A .Location in patent: Paragraph 0029; 0031-0033

59
[ 64-17-5 ]
[ 3039-83-6 ]

Yield	Reaction Conditions	Operation in experiment
	With sulfur trioxide; sodium hydroxide; at 20 - 60℃; for 8h;Large scale;	1> Add 828kg (18kmol) of anhydrous ethanol to the 3000L glass-lined reactor and mix and control the temperature <20 C.The sulfur trioxide gas was passed through the surface of the ethanol to be sulfonated, and a total of 2,909 kg of sulfur trioxide was introduced. After the completion, it was transferred to a high-level tank.Add 3,692 kg of 20% liquid alkali in the tank of 5000L, stir the temperature control below 60 C will be 1/3Batch sulfonic acidAdd by drop.After the dropwise addition is completed, the mixture is cooled to 30 C, and the sodium sulfate hydrate is separated by centrifugation, and the filtrate is transferred to a freeze crystallization tank (5000 L).Continue stirring and cool down to 0 C, stir for more than 8 hours, centrifuge and wash with ice water.Approximately 25% aqueous sodium vinyl sulfonate solution was placed and stored in a storage tank.

Reference： [1]Patent: CN109836399,2019,A .Location in patent: Paragraph 0029-0030

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[ 3039-83-6 ]

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Sodium ethenesulfonate(25%Nasalt)

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[ CAS No. 3039-83-6 ] {[proInfo.proName]}

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Application In Synthesis of [ 3039-83-6 ]

[ 3039-83-6 ] Synthesis Path-Upstream 1~9

[ 3039-83-6 ] Synthesis Path-Downstream 1~59

Related Functional Groups of [ 3039-83-6 ]

Alkenes

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 3039-83-6 ]