126-83-0|Sodium 3-chloro-2-hydroxypropane-1-sulfonate| Ambeed

Structure of 126-83-0

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Quality Control of [ 126-83-0 ] Purity: 97% SDS Specification

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Product Details of [ 126-83-0 ]

CAS No. :	126-83-0
Formula :	C₃H₆ClNaO₄S
M.W :	196.59
SMILES Code :	O=S(CC(O)CCl)([O-])=O.[Na+]
MDL No. :	MFCD00013378
Boiling Point :	No data available
InChI Key :	TZLNJNUWVOGZJU-UHFFFAOYSA-M
Pubchem ID :	23662382

Safety of [ 126-83-0 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Computational Chemistry of [ 126-83-0 ] Show Less

Physicochemical Properties

Num. heavy atoms	10
Num. arom. heavy atoms	0
Fraction Csp3	1.0
Num. rotatable bonds	3
Num. H-bond acceptors	4.0
Num. H-bond donors	1.0
Molar Refractivity	31.18
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	85.81 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	-6.06
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	-0.92
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	0.21
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	-0.54
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-0.41
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	-1.54

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-0.28
Solubility	103.0 mg/ml ; 0.523 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Very soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-0.4
Solubility	78.5 mg/ml ; 0.399 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Very soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-0.13
Solubility	147.0 mg/ml ; 0.748 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	High
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	No
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	Yes
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	No
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	No
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-8.15 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	0.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	2.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	2.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<1.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	3.13

Application In Synthesis of [ 126-83-0 ]

* 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.

Downstream synthetic route of [ 126-83-0 ]

[ 126-83-0 ] Synthesis Path-Downstream 1~35

1
[ 50339-66-7 ]
[ 126-83-0 ]
3-sulfomethyl-2-oxa-5-azonia-spiro[4.5]decane; chloride [ No CAS ]

References: [1]Journal of Heterocyclic Chemistry,1965,vol. 2,p. 430 - 440.

2
[ 18811-62-6 ]
[ 126-83-0 ]
3-sulfomethyl-2,8-dioxa-5-azonia-spiro[4.5]decane; chloride [ No CAS ]

References: [1]Journal of Heterocyclic Chemistry,1965,vol. 2,p. 430 - 440.

3
[ 126-83-0 ]
[ 5521-77-7 ]
3-sulfomethyl-2-oxa-5-azonia-spiro[4.4]nonane; chloride [ No CAS ]

References: [1]Journal of Heterocyclic Chemistry,1965,vol. 2,p. 430 - 440.

4
[ 126-83-0 ]
[ 50339-65-6 ]
3,3-diethyl-5-sulfomethyl-oxazolidinium; chloride [ No CAS ]

References: [1]Journal of Heterocyclic Chemistry,1965,vol. 2,p. 430 - 440.

5
[ 126-83-0 ]
[ 76274-72-1 ]

References: [1]Soviet progress in chemistry,1967,vol. 33,p. 57 - 58.
Ukrainskii Khimicheskii Zhurnal (Russian Edition),1967,vol. 33,p. 596 - 597.

6
[ 126-83-0 ]
[ 13342-22-8 ]
[ 82692-97-5 ]

References: [1]Chemical and pharmaceutical bulletin,1982,vol. 30,p. 2492 - 2497.

7
[ 126-83-0 ]
[ 41115-30-4 ]
[ 82692-96-4 ]

References: [1]Chemical and pharmaceutical bulletin,1982,vol. 30,p. 2492 - 2497.

8
[ 126-83-0 ]
[ 73674-62-1 ]
[ 83777-30-4 ]

References: [1]Chemical and pharmaceutical bulletin,1982,vol. 30,p. 2492 - 2497.

9
[ 126-83-0 ]
[ 103-69-5 ]
[ 82692-89-5 ]

References: [1]Chemical and pharmaceutical bulletin,1982,vol. 30,p. 2492 - 2497.

10
[ 126-83-0 ]
[ 102-27-2 ]
[ 82692-93-1 ]

References: [1]Chemical and pharmaceutical bulletin,1982,vol. 30,p. 2492 - 2497.

12
[ 96-23-1 ]
Na₂SO₃ [ No CAS ]
[ 126-83-0 ]

References: [1]Patent: DE258473, .
Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 11,p. 894.

13
[ 106-89-8 ]
NaHSO₃ [ No CAS ]
[ 126-83-0 ]

References: [1]Chemisches Zentralblatt,1925,vol. 96,p. 1010.
[2]Journal of Pharmacology and Experimental Therapeutics,vol. 46,p. 283.
Chemisches Zentralblatt,1933,vol. 104,p. 1109.

14
sodium hydrogensulfite [ No CAS ]
[ 106-89-8 ]
[ 7757-83-7 ]
[ 126-83-0 ]

Yield	Reaction Conditions	Operation in experiment
424.0 g (82%)	In water;	b Preparation of Sodium 3-chloro-2-hydroxy Propane Sulphonate: It was prepared as per the procedure described in U.S. Pat. No. 2,129,264 (1938). To a stirred mixture of sodium bisulphite (294.0 g, 2.83 moles) and sodium sulphite (84.0 g, 0.67 moles) in water (514 ml), epichlorohydrin (250.0 g, 2.70 moles) was added dropwise maintaining the temperature of reaction mass below 20 C. over a period of 6 hours. The reaction mass was cooled to 5 C. and the precipitated white solid was filtered and dried at 100 C. to yield 424.0 g (82%) of sodium salt of 3-chloro-2-hydroxy propane sulphonic acid.

References: [1]Patent: US6531628,2003,B1 .

15
[ 106-89-8 ]
[ 126-83-0 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydrogensulfite; In water;	A. Synthesis of 3-chloro-2-hydroxypropylsulfonic acid, sodium salt (CHPS) Epichlorohydrin (one mole, 93 g) is slowly added to an aqueous solution of one mole sodium bisulfite (104 g in about 120 ml water) while maintaining the temperature at about 80 C. The epichlorohydrin is added dropwise over about three hours, and after addition is complete, the mixture is stirred for an additional hour. After the mixture cools to about 20 C., the solids of 3-chloro-2-hydroxypropylsulfonic acid sodium salt formed from the reaction are filtered and analyzed by Nuclear Magnetic Resonance (NMR). The ISC spectra shows peaks at 69.99 ppm, 56.97 ppm, and 51.18 ppm from TMS (tetramethyl silane) and the proton spectrum shows, three groups of peaks centering at 2.95, 3.58 and 4.17 ppm (from TMS), in a 2:2:1 ratio respectively, consistent with the structure of CHPS.
	With sodium hydrogen sulfate; In water;	STEP A A mixture of 67.8 g (0.66 mol) of NaHSO3, 60.0 g of epichlorohydrin, and 135 ml of water was stirred at reflux at 7.0 hours and let cool to 22 overnight. Filtration afforded 72.3 g of sodium-2-hydroxy-3-chloro-1-propanesulfonate.
	With sodium hydrogensulfite; In water;	EXAMPLE 1 Preparation of 3-chloro-2-hydroxypropyl-sulfonic acid sodium salt To a solution of sodium bisulfite (10 moles) in water (2500 ml) held at 80-90 C. was added epichlorohydrin (10 moles) during 45 mins. Upon completion of the addition the mixture was heated at reflux for 1 hour. Upon cooling crystalline 3-chloro-2-hydroxypropyl-sulfonic acid sodium salt separated mp 253-6 (decomp).

	With sodium sulfite; In water;	Preparing Example 1; Sodium sulfite was dissolved in water, and epichlorohydrin was added to prepare a sodium chlorohydroxy sulfonate powder.
	With tetrabutylammomium bromide; sodium hydrogensulfite; In water; at 80℃; for 2h;	The reaction condition: n (NaHSO 3): n (ECH) to 1.1, n (H 2 O): n (NaHSO 3) to 10, the amount of phase transfer catalyst is TBAB epoxychloropropane quality 4%, dropping time is 1 hour, the holding time is 1 hour, study the impact of temperature on the yield of the reaction, the results as shown in table 1 is shown.
	With sodium hydrogensulfite; sodium sulfite; In water; at 4℃; for 3h;	Take 10 g of sodium sulfite and 15 g of sodium bisulfite then dissolved in 200 mL of distilled water and placed in a four-necked flask equipped with an electric stirrer, a thermometer and a condenser. The bath was maintained at a temperature of 30 C, and 5 mL of epichlorohydrin was added dropwise with stirring, after the completion of drop wise addition the mixture was transferred to a water bath and cooled to 4 C. The mixture was allowed to stand for 3 hours to obtain white crystals and then dried in a vacuum oven for 30 min to obtain sodium Sodium 3 - Chloro - 2 - Hydroxypropanesulfonate; into 500 mL of hydrothermal reaction added 0.4 mol of nonylphenol, 0. 1mol of paraformaldehyde, 3g of oxalic acid and 100mL of n-octane and after heating to 115 C the keep the reaction for 3h.then it was cooled to room temperature and then put into a vacuum filtration device, filtered to obtain filtrate, into the distillation tank distill off the excess solvent and then moved into the concentration tank, reduced pressure to 500Pa and Concentrated to became a reddish brown transparent material to obtain methyl-coupled bis-nonylphenol; The molar mass ratio of methyl-coupled bis-nonylphenol: Epichlorohydrin: sodium hydroxide: tetrabutylammonium bromide = 1: 4: 2: 1. The material was added into four-necked flask, then placed in a water bath and heated to 40 C. after 4 hrs of reaction, the mixture was transferred to a reduced pressure filtration apparatus, the pressure was reduced to 900Pa and the upper brown liquid was collected as glycidyl ether; Take 10mol concentration of 33% of the dimethylamine solution added to the 500mL beaker, and then placed on the magnetic stirrer while stirring slowly added drop wise 2mol glycidyl ether, stirring speed was 300r/min, Water bath heated to 60 C and keep the reaction for 3h, After cooling it was dried with a dryer to obtain Methyl coupling bis nonylphenol tertiary amine; take 5g of Sodium 3 - Chloro - 2 - Hydroxypropanesulfonate then place in a into a Erlenmeyer flask, then added 100mL of 70% ethanol solution and after dissolving the reaction was heated to 80 C, While stirring, 5 g of the above-obtained methyl-coupling bisnonylphenol tertiary amine was added dropwise, Sodium hydroxide solution used to adjust the pH to 8,after Shaking table reaction 24h the reaction was suction filtrated then the filtrate was then transferred to a high speed centrifuge, centrifuged at 4000 r / min for 10 min, the supernatant was separated and removed, then the precipitate was placed in an oven and dried at 70 C to obtain a novel sulfobetaine type gemini surfactant.
	With sodium hydrogensulfite; In water; at 75℃; for 3.5h;	In a separate reactor, 122.6 g of sodium bisulfite and 392.7 g of water were added and dissolved by stirring and heated to 75C.98.9 g of epichlorohydrin was further added dropwise, and the reaction was stirred at 75 C. for 3.5 hours to obtain an aqueous solution of 3-chloro-2-hydroxypropyl sulfonic acid sodium.
	With sodium hydrogensulfite; In water; at 75℃; for 3.5h;	Add 122.6 g of sodium bisulfite and 392.7 g of water to another reactor. Stir and dissolve, Heat to 75C. again 98.9g of epichlorohydrin was added dropwise. Stir the reaction at 75C for 3.5 hours, An aqueous solution of sodium 3-chloro-2-hydroxypropylsulfonate was obtained.
	With sodium hydrogensulfite; In water; at 75℃; for 3.5h;	1) 122.6 g of sodium hydrogen sulfite and 392.7 g of water were added to the reactor, stirred and dissolved, and heated to 75 C. Further, 98.9 g of epichlorohydrin was added dropwise, and the mixture was stirred at 75 C for 3.5 hours to obtain an aqueous solution of sodium 3-chloro-2-hydroxypropylsulfonate (reaction intermediate).
	With hydrogenchloride; sodium hydrogensulfite; In water; at 60℃; for 10.5h;pH 6.0;	Weigh 400 g of sodium bisulfite and add it to a 2 liter three-neck round bottom flask, add 200 ml of deionized water, stir and dissolve, adjust the pH to 6 with hydrochloric acid, and heat up to At 60 C, 200 ml of 3-chloro-1,2-propylene oxide was added dropwise within 30 minutes, and the reaction was stirred for 10 hours. When the system became a homogeneous system, the reaction was completed, cooled to room temperature, washed with absolute ethanol, and crystallized. A white solid was precipitated. The solid was recrystallized several times with deionized water, suction filtered, and dried under vacuum to obtain white pure sodium 3-chloro-2-hydroxypropanesulfonate, which was stored under seal.

References: [1]Asian Journal of Chemistry,2014,vol. 26,p. 4449 - 4451.
[2]Patent: US5208369,1993,A .
[3]Patent: US4499272,1985,A .
[4]Patent: US4187245,1980,A .
[5]Patent: WO2003/82811,2003,A1 .Location in patent: Page/Page column 22.
[6]Journal of Surfactants and Detergents,2013,vol. 16,p. 523 - 529.
[7]New Journal of Chemistry,2015,vol. 39,p. 7805 - 7814.
[8]Patent: CN105585513,2016,A .Location in patent: Paragraph 0031; 0032.
[9]Patent: CN105218410,2016,A .Location in patent: Paragraph 0011.
[10]Patent: CN107382794,2017,A .Location in patent: Paragraph 0061; 0065; 0066.
[11]Patent: CN107903194,2018,A .Location in patent: Paragraph 0053; 0056; 0066; 0075; 0083.
[12]Patent: CN108047269,2019,B .Location in patent: Paragraph 0111-0113; 0117.
[13]Patent: CN110776528,2020,A .Location in patent: Paragraph 0039-0040; 0051; 0052-0053; 0065-0066.

16
[ 110-89-4 ]
[ 126-83-0 ]
2-hydroxy-3-piperidin-1-ylpropane-1-sulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%		Preparation of 2-hydroxy-3-piperidin-1-ylpropane-1-sulfonic acid (Compound KA); A solution of 3-chloro-2-hydroxy-1-propanesulfonic acid, sodium salt (4 g, 20 mmol) in water (13.35 mL total volume) was added over 5 hours to a solution of piperidine (8 mL g, 80 mmol), in water (15 mL) at 70 C. The mixture was stirred at 80 C. for 2 hours. The reaction was completed. The mixture was stirred at room temperature for the night. The mixture was diluted with water (10 mL) and was extracted with chloroform (3×30 mL). It was then concentrated to a thick oil. The solution was applied on a Dowex 50 W 8 column (100 g). The fractions containing the product were concentrated to dryness then recrystallized in a mixture of ethanol (30 mL) and water (2.1 mL). The mixture was cooled slowly at room temperature. The solid was collected by suction filtration, rinsed with ethanol (2×5 mL) air dried 5 minutes, then 18 hours at 60 C. in the vacuum oven. The desired material was obtained as a fine white solid (3.06 g, 13.7 mmol, 68%). The 1H and 13C NMR and MS were consistent with the structure.

References: [1]Patent: US2006/223855,2006,A1 .Location in patent: Page/Page column 145.

17
[ 126-83-0 ]
[ 100-46-9 ]
1-(N-benzylamino)-2-hydroxy-1-propanesulfonic acid sodium salt [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
50%	In 1,4-dioxane; water; at 80℃; for 4.5h;	Preparation of 1-(N-benzylamino)-2-hydroxy-1-propanesulfonic acid, sodium salt (Compound JY); A solution of 3-chloro-2-hydroxy-1-propanesulfonic acid, sodium salt (4 g, 20 mmol) in water (12.5 mL total volume) was added over 2 hours to a mixture of benzylamine (4.28 g, 40 mmol), water (10 mL) and 1,4-dioxane (5 mL) at 80 C. The mixture was stirred at this temperature for another 2.5 hours after the end of the addition. The reaction mixture was extracted with chloroform (2×40 mL). It was then concentrated to dryness. The crude solid was recrystallized in a mixture of ethanol (30 mL) and water (4 mL). The mixture was left to cool to room temperature for the night. The solid was collected by suction-filtration, rinsed with ethanol (10 mL) and dried in the vacuum oven at 60 C. The desired material was obtained as a white solid (2.67 g, 10 mmol, 50%). The 1H and 13C NMR and MS were consistent with the structure.

References: [1]Patent: US2006/223855,2006,A1 .Location in patent: Page/Page column 145.

18
[ 126-83-0 ]
[ 124-40-3 ]
3-(dimethylamino)-2-hydroxy-1-propanesulfonic acid sodium salt [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
100%	In water; at 2.8 - 20℃;	Preparation of 3-(dimethylamino)-2-hydroxy-1-propane sulfonic acid, sodium salt (Compound JT); A solution of 3-chloro-2-hydroxy-1-propanesulfonic acid, sodium salt (10 g, 48.3 mmol) in water (40 mL total volume) was added via a syringe pump over 4 hours to a cold (2.8-3.1 C.) solution of dimethylamine (40% wt in water, 300 mL) with stirring. The mixture was slowly warmed to room temperature overnight. The mixture was then co-evaporated with absolute ethanol (20 mL) and concentrated to dryness. The solid was dried overnight at 60 C. in the vacuum oven. The solid was suspended in ethanol (40 mL) stirred at reflux for 2 hours. The suspension was cooled to 5 C. and the solid was collected by suction-filtration, aspirator-dried 5 minutes, then dried for the weekend at 60 C. in the vacuum oven (wet cake: 13.74 g). The desired material was obtained as an off-white solid (11.65 g, quantitative).

References: [1]Patent: US2006/223855,2006,A1 .Location in patent: Page/Page column 144.

19
[ 126-83-0 ]
[ 768-94-5 ]
3-(adamantan-1-ylamino)-2-hydroxy-1-propanesulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In 1,4-dioxane; water; at 80℃;	Preparation of 4-(adamantan-1-ylamino)-2-hydroxy-1-propanesulfonic acid (Compound KB); 1-adamantaneamine hydrochloride (2.67 g, 14.2 mmol) was treated with 1N NaOH (20 mL) and CH2Cl2 (3×20 mL). The organic extracts were combined, dried with Na2SO4, filtered, evaporated under reduced pressure and dried in vacuo. To an 80 C. solution of 1-adamantanamine(2.15 g, 14.2 mmol) in 1,4-dioxane (10 mL) and water (5 mL) was added via syringe pump (1 h addition) a solution of 3-chloro-2-hydroxy-propanesulfonic acid, sodium salt (1.93 g, 9.7 mmol) in 1,4-dioxane (0.5 mL) and water (10 mL). The solution was stirred at reflux overnight. The reaction was cooled to room temperature. The solvent was evaporated under reduced pressure. The solid was suspended in 25% acetone/EtOH. The mixture was heated to reflux for 1 minute. The solid was collected by filtration. The pure product crystallized in the filtrate. The product was filtered, washed with EtOH (2×10 mL), dissolved in water and lyophilized. Yield: 15%. 1H NMR (D2O, 500 MHz) delta ppm 4.18 (m, 1H), 3.22 (m, 1H), 3.01 (m, 2H), 2.94 (m, 1H), 2.06 (s, 3H), 1.77 (m, 7H), 1.61 (d, 3H), 1.53 (m, 3H). 13C (D2O, 125 MHz) delta ppm 64.23, 57.99, 55.05, 44.10, 38.10, 35.07, 29.03. ES-MS 288 (M-Na (23)).

References: [1]Patent: US2006/223855,2006,A1 .Location in patent: Page/Page column 146.

20
[ 126-83-0 ]
[ 107-85-7 ]
2-hydroxy-3-[(3-methylbutyl)amino]-1-propanesulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
27%		Preparation of 2-hydroxy-3-[(3-methylbutyl)amino]-1-propane sulfonic acid (Compound KK); To a 80 C. solution of isoamylamine (2.0 g, 22.9 mmol) in 1,4-dioxane (9 mL) and water (3 mL) was added via syringe pump (1 h addition) a solution of 3-chloro-2-hydroxy-propane sulfonic acid, sodium salt (3.04 g, 15.3 mmol) in 1,4-dioxane (9.5 mL) and water (0.5 mL). The solution was stirred overnight at 80 C. The solvent was evaporated. The product was passed through an ion exchange column (Dowex 50×8, 1 00 g, solvent: water). It was recrystallized in absolute EtOH and lyophilized. Yield: 27%. 1H NMR (H2O, 500 MHz) delta ppm 4.24 (m, 1H), 3.22 (m, 1H), 3.02 (m, 5H), 1.49 (m, 3H), 0.79 (d, 3H, J=6.3 Hz). 13C (H2O, 125 MHz) delta ppm 63.54, 54.89, 51.53, 46.48, 34.12, 25.46, 21.56, 21.46. ES-MS 226 (M+1).

References: [1]Patent: US2006/223855,2006,A1 .Location in patent: Page/Page column 147.

21
[ 126-83-0 ]
[ 75-04-7 ]
[ 73463-36-2 ]

Yield	Reaction Conditions	Operation in experiment
		Preparation of 3-(ethylamino)-2-hydroxy-1-propanesulfonic acid (Compound JU); A solution of <strong>[126-83-0]3-chloro-2-hydroxy-1-propanesulfonic acid sodium salt</strong> (10 g, 50.9 mmol) in water (total volume: 40 mL) was added over 5 hours, via a syringe pump, to a cold (4.7 C.) solutionsolution of ethyl amine in water. The mixture was stirred for an additional 2 hours at 4.7 C. then for 18 hours at room temperature. NMR: quantitative yield. The mixture was concentrated. A solid could not be obtained: the sodium salt was too hygroscopic. The solution was treated with Amberlite IR-120 Plus, acid form, ion-exchange resin to give the free acid. It was still too hygroscopic to be obtained as a solid form. Submitted as a solution: d=1.314 g/mL, 62.5% w/w of the free acid in water. The 1H and 13C NMR and MS were consistent with the structure.

References: [1]Patent: US2006/223855,2006,A1 .Location in patent: Page/Page column 144.

22
[ 126-83-0 ]
[ 75-64-9 ]
3-(tert-butylamino)-2-hydroxy-1-propanesulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%		Preparation of 3-(tert-butylamino)-2-hydroxy-1-propanesulfonic acid (Compound JV); A solution of 3-chloro-2-hydroxy-1-propanesulfonic acid, sodium salt (15 g, 25 mmol) in water (12 mL total volume) was added over 5 minutes to a mixture of tert-butylamine (12.5 mL), water (6 mL) and methanol (3 mL). The mixture was heated at 35 C. for 1 h, 40 C. for 1 h, 45 C. for 1.5 hours. The mixture was the concentrated to a thick oil. The crude reaction mixture was passed over a column of Dowex 50×8 (125 g). The fractions containing the product were concentrated to dryness. The solid was dried overnight at 60 C. in the vacuum oven. The solid was recrystallized in a mixture of methanol (25 mL) and water (7 mL). The mixture was cooled slowly to room temperature, then to 5 C. The solid was collected by suction-filtration, rinsed with ethanol (1×10 mL). The solid was then dried for 18 hours at 60 C. in the vacuum oven. The desired material was obtained as an off-white solid (3.11 g, 14.7 mmol, 59%). The 1H and 13C NMR and MS were consistent with the structure.

References: [1]Patent: US2006/223855,2006,A1 .Location in patent: Page/Page column 144-145.

23
[ 126-83-0 ]
[ 111-86-4 ]
1-(N-octylamino)-2-hydroxy-1-propanesulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
3%		Preparation of 1-(N-octylamino)-2-hydroxy-1-propanesulfonic acid (Compound JW); A solution of 3-chloro-2-hydroxy-1-propanesulfonic acid, sodium salt (4 g, 20 mmol) in water (17.5 mL total volume) was added over 2 hours to a mixture of octylamine (8 mL), water (20 mL) and 1,4-dioxane (11 mL) at 70-75 C. The mixture was stirred at this temperature for another 2 hours after the end of the addition. The 1,4-dioxane was removed under reduced pressure and the mixture was diluted with water (10 mL). The mixture was extracted with 40% ethyl acetate/hexane (3×40 mL). The aqueous layer was concentrated then the mixture was passed over a column of Dowex 50×8 (125 g). The fractions containing the pure product were concentrated to a thick oil then freeze-dried. The desired material was obtained as a white fluffy solid (150 mg, 0.56 mmol, 3%). The 1H and 13C NMR and MS were consistent with the structure.

References: [1]Patent: US2006/223855,2006,A1 .Location in patent: Page/Page column 145.

24
[ 126-83-0 ]
[ 2217-40-5 ]
2-hydroxy-3-(1,2,3,4-tetrahydronaphthalen-1-ylamino)propane-1-sulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
30%		Preparation of 2-hydroxy-3-(1,2,3,4-tetrahydronaphthalen-1-ylamino)propane-1-sulfonic acid (Compound JZ); A solution of 3-chloro-2-hydroxy-1-propanesulfonic acid, sodium salt (2 g, 10 mmol) in water (9.75 mL total volume) was added over 8 hours to a mixture of 1,2,3,4-tetrahydro-1-nahtylamine (2 g, 13.6 mmol), water (10 mL) and 1,4-dioxane (4 mL) at 40 C. The mixture was stirred at this temperature for another 18 hours after the end of the addition. The reaction was not completed. The mixture was heated for 2 hours at reflux. The mixture was diluted with water (10 mL) and 50% w/w NaOH (0.25 mL) was added. The reaction mixture was extracted with chloroform (2×25 mL). It was then concentrated to a thick oil. The solution was applied on a Dowex 50 W 8 column (100 g). The fractions containing the product were concentrated, treated with activated charcoal (no effect) and freeze-dried. The desired material was obtained as a glassy solid (0.85 g, 3 mmol, 30%). The 1H and 13C NMR and MS were consistent with the structure.

References: [1]Patent: US2006/223855,2006,A1 .Location in patent: Page/Page column 145.

25
[ 100-76-5 ]
[ 126-83-0 ]
1-(3-sulfo-2-hydroxypropyl)quinuclidinium inner salt [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%		Preparation of 1-(3-sulfo-2-hydroxypropyl) quinuclidinium, inner salt (Compound JX); A solution of 3-chloro-2-hydroxy-1-propanesulfonic acid, sodium salt (2 g, 10 mmol) in water (12 mL total volume) was added over 1 hour to a mixture of quinuclidine (1.63 g, 4.7 mmol), water (10 mL) and 1,4-dioxane (10 mL) at 80 C. The mixture was stirred at this temperature for another 2 hours after the end of the addition. The reaction mixture was concentrated then the mixture was passed over a column of Dowex 50×8 (125 g). The fractions containing the pure product were concentrated to a white solid. The solid was dried for 18 hours at 60 C. in the vacuum oven. The desired material was obtained as a white solid (1.92 g, 7.7 mmol, 77%). The 1H and 13C NMR and MS were consistent with the structure.

References: [1]Patent: US2006/223855,2006,A1 .Location in patent: Page/Page column 145.

26
[ 126-83-0 ]
[ 4146-04-7 ]
3-[(DL)-1-hydroxy-2-pentyl]amino-1-propane sulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
27%		Preparation of 3-[(dl)-1-Hydroxy-2-pentyl]amino-1-propane sulfonic acid (Compound KL); To a 80 C. solution of DL-2-amino-1-pentanol (1.0 g, 9.7 mmol) in 1,4-dioxane (5 mL) and water (3 mL) was added via syringe pump (1 hour addition) a solution of 3-chloro-2-hydroxy-propane sulfonic acid, sodium salt (1.84 g, 9.2 mmol) in 1,4-dioxane (6 mL) and water (0.5 mL). The solution was stirred overnight at 80 C. The solvent was evaporated. The product was passed through an ion exchange column (Dowex 50×8, 100 g, solvent: water). The product was dissolved. It was recrystallized in absolute EtOH and lyophilized. Yield: 27%. 1H NMR (H2O, 500 MHz) delta ppm 4.26 (m, 1H), 3.77 (m, 1H), 3.32 (m, 1H), 3.24 (m, 1H), 3.03 (m, 3H), 1.54 (m, 2H), 1.29 (m, 2H), 0.81 (t, 3H, J=7.3 Hz). 13C (H2O, 125 MHz) delta ppm 63.69, 63.60, 59.49, 59.38, 58.81, 58.36, 54.98, 48.68, 48.27, 29.32, 28.85, 18.40, 18.38, 13.12. ES-MS 242 (M+1).

References: [1]Patent: US2006/223855,2006,A1 .Location in patent: Page/Page column 147.

27
[ 126-83-0 ]
[ 822-98-0 ]
3-(bicyclo[2.2.1]hept-2-ylamino)-2-hydroxy-1-propanesulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
17%		Preparation of 3-(bicyclo[2.2.1]hept-2-ylamino)-2-hydroxy-1-propanesulfonic acid (Compound KI); To an 80 C. solution of exo-2-aminonorbornane (910 mg, 8.2 mmol) and sodium hydroxide (242 mg, 6.1 mmol) in 1,4-dioxane (4 mL) and water (4 mL) was added via syringe pump (1 hour addition) a solution of 3-chloro-2-hydroxy-propane sulfonic acid, sodium salt (1.09 g, 5.5 mmol) in 1,4-dioxane (0.5 mL) and water (5.5 mL). The solution was stirred at 80 C. for an additional 5 hours. The reaction was cooled to room temperature. The solvent was evaporated under reduced pressure. The solid was suspended in EtOH (25 mL). The mixture was heated to reflux for 1 minute. The solid was recovered by filtration and it was passed through an ion exchange column (Dowex 50×8, 100 g, solvent: water). The product was recrystallized in EtOH/water (99/1). Yield: 17%. 1H NMR (D2O, 500 MHz) delta ppm 4.25 (m, 1H), 3.25 (m, 2H), 3.01 (m, 4H), 2.39 (m, 1H), 2.27 (m, 1H), 1.69 (m, 1H), 1.51 (m, 1H), 1.38 (m, 3H), 1.19 (m, 1H), 1.07 (m, 2H). 13C (D2O, 125 MHz) delta ppm 63.66, 63.50, 62.21, 61.98, 54.94, 50.11, 50.04, 39.26, 39.21, 36.02, 35.97, 35.91, 35.80, 34.70, 34.61, 27.11, 27.08, 26.50, 26.45. ES-MS 250 (M-1).

References: [1]Patent: US2006/223855,2006,A1 .Location in patent: Page/Page column 146-147.

28
[ 126-83-0 ]
[ 10523-68-9 ]
3-(2-adamantylamino)-2-hydroxy-1-propanesulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
30%	With sodium hydroxide; In 1,4-dioxane; water; at 80℃; for 5h;	Preparation of 3-(2-adamantylamino)-2-hydroxy-1-propanesulfonic acid (Compound KJ); To an 80 C. solution of 2-adamantanamine hydrochloride (2.50 g, 13.3 mmol) and sodium hydroxide (586 mg, 14.6 mmol) in 1,4-dioxane (7 mL) and water (7 mL) was added via syringe pump (1 hour addition) a solution of 3-chloro-2-hydroxy-propane sulfonic acid, sodium salt (1.76 g, 8.9 mmol) in 1,4-dioxane (1 mL) and water (9 mL). The solution was stirred at 80 C. for an additional 4 hours. The reaction was cooled to room temperature. The solvent was evaporated under reduced pressure. The solid was suspended in EtOH (25 mL). The mixture was heated to reflux for 1 minute. The solid was removed by filtration. The pure product crystallized in the filtrate. The product was filtered, washed with EtOH (1×10 mL) and dried in vacuo. Yield: 30%. 1H NMR (D2O, 500 MHz) delta ppm 4.30 (m, 1H), 3.35 (m, 2H), 3.03 (m, 3H), 2.07 (m, 2H), 1.84 (m, 2H), 1.75 (m, 4H), 1.65 (d, 6H). 13C (D2O, 125 MHz) delta ppm 63.31, 55.03, 49.51, 36.51, 36.33, 36.26, 29.78, 29.23, 28.81, 26.63, 26.38. ES-MS 289 (M+1).

References: [1]Patent: US2006/223855,2006,A1 .Location in patent: Page/Page column 146.

29
sodium metabisulfite [ No CAS ]
[ 106-89-8 ]
[ 126-83-0 ]

Yield	Reaction Conditions	Operation in experiment
50%	In sodium hydroxide; water;	Part B. Alkylation with Sodium-3-Chloro2-Hydroxypropane Sulfonate The title alkylating agent was made by reacting sodium metabisulfite (104.5g) with epichlorohydrin (101.8g) in water (481g). To this solution of alkylating agent at 50-60 C. was added the product from Part A (157g). This mixture was stirred and heated to 85-90 C. Reaction was continued with the pH maintained in the range 8 to 9 by the incremental addition of 50% aqueous NaOH. Reaction was continued until the pH had stabilized and the ratio of ionic chloride to total chloride exceeded 0.99. Vacuum was applied to remove water until sufficient water had been removed to give a 50% solids product which was a clear, yellow liquid.
50%	In sodium hydroxide; water;	Part B. Alkylation with Sodium-3-Chloro-2-Hydroxypropane Sulfonate The title alkylating agent was made by reacting sodium metabisulfite (104.5g) with epichlorohydrin (101.8g) in water (481g). To this solution of alkylating agent at 50-60C was added the product from Part A (157g). This mixture was stirred and heated to 85-90C. Reaction was continued with the pH maintained in the range 8 to 9 by the incremental addition of 50% aqueous NaOH. Reaction was continued until the pH had stabilized and the ratio of ionic chloride to total chloride exceeded 0.99. Vacuum was applied to remove water until sufficient water had been removed to give a 50% solids product which was a clear, yellow liquid.

References: [1]Patent: US4978781,1990,A .
[2]Patent: EP263911,1991,B1 .

30
[ 110-91-8 ]
[ 126-83-0 ]
[ 68399-77-9 ]

Yield	Reaction Conditions	Operation in experiment
	In water;	EXAMPLE 6 3-(N-morpholino)-2-hydroxypropyl sulfonic acid A mixture of 174.24 gms (2 moles) of morpholine, 300 cc. of water and 196.5 gms (1 mole) of sodium-3-chloro-2-hydroxypropyl sulfonate is charged to a 1-liter, 2-neck flask equipped with stirrer and condenser. The suspension is stirred vigorously and refluxed for 3 hours. After cooling to about 25 C., the solution is passed through a column of Dowex 50 in order to remove sodium cations and form the free acid. The elude from the column, containing the product, is evaporated to a thick oil under vacuum. Upon diluting with alcohol, the product, in the form of a zwitterion, crystallizes readily. The product is filtered, washed with alcohol and dried. The yield is 160 gms of a white material melting at 280 C. with decomposition. Analysis of the product indicates a carbon content of 37.38%, a hydrogen content of 6.74%, and a nitrogen content of 6.24%. The calculated values are carbon, 37.3%; hydrogen, 6.7%; and nitrogen, 6.2%. The pKa of this product at 20 C. is 6.95.

References: [1]Patent: US4169950,1979,A .

31
[ 126-83-0 ]
[ 111-42-2 ]
3-[N-(bis-hydroxyethyl)-amino]-2-hydroxypropyl sulfonic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In water;	EXAMPLE 1 3-[N-(bis-hydroxyethyl)-amino]-2-hydroxypropyl sulfonic acid A mixture of 210.3 gms. (2 moles) of diethanol amine, 500 cc of water, 196.5 gms (1 mole) of sodium-3-chloro 2-hydroxypropyl sulfonate is charged to a 1-liter, 2-neck flask equipped with a stirrer and a condenser. The mixture is stirred vigorously and heated at the reflux temperature for 3 hours. After cooling to 25 C., the solution is passed through a column of Dowex 50, hydrogen form, cation exchange resin to remove sodium cations and to form the free acid. The elude from the column is evaporated to a thick oil under vacuum. Upon diluting with alcohol, the product crystallizes from the solution, is filtered and washed with alcohol and dried. About 150 gms of lustrous white plates melting at 189-190 C. are obtained. Analysis of the product indicated a carbon content of 32.97%, hydrogen content of 7.15% and a nitrogen content of 6.07%. The calculated values are carbon, 34.5%; hydrogen, 7.0%; and nigrogen, 5.8%. The pKa of the product at 20 C. is 7.6.

References: [1]Patent: US4169950,1979,A .

32
[ 126-83-0 ]
[ 175897-85-5 ]
[ 71-36-3 ]
tris(4-aza-2,6-dihydroxy-4-octyl-7-sulfoheptyl)amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88.2%	In ethanol;	Example 5 In a reaction vessel, 28.6 g (0.05 mole) of tris(4-aza-2-hydroxydodecyl)amine and 50 ml of ethanol were charged, followed by heating to 70C. To the resulting mixture, an aqueous solution of 32.8 g (0.15 mole) of sodium 3-chloro-2-hydroxypropanesulfonate was added dropwise, followed by the reaction at 70C for 20 hours while adjusting the pH at 9-10 with sodium hydroxide. During the reaction, 43.7 g (0.2 mole) of sodium 3-chloro-2-hydroxypropanesulfonate were added in several portions. The reaction mixture was concentrated under reduced pressure. To the residue, n-butanol was added, followed by washing with water. The n-butanol layer was brought into dryness, whereby 43.5 g of tris(4-aza-2,6-dihydroxy-4-octyl-7-sulfoheptyl)amine were obtained (yield: 88.2%). As a result of the mass analysis (FAB ionization method) of the compound so obtained, it showed a peak of m/z = 987 (M+H).

References: [1]Patent: EP770593,1997,A1 .

33
[ 126-83-0 ]
[ 556-52-5 ]
1-hydroxy-2-sulfoethyl-N,N-dimethyl-N-(2,3-dihydroxypropyl)-N-methaneaminium hydroxide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With dimethyl amine; In nitrogen; water;	EXAMPLE 48 Production of 1-hydroxy-2-sulfoethyl-N,N-dimethyl-N-(2,3-dihydroxypropyl)-N-methaneaminium hydroxide inner salt A one liter capacity four neck flask was charged with 81 g (pure content, 0.9 mol) of 50 % aqueous solution of N,N-dimethylamine, and 32 g (0.4 mol) of glycidol was added thereto in a dropwise manner over 30 minutes. The resulting mixture was stirred for 1 hour at room temperature and then heated to 50C to remove remaining dimethylamine in a stream of nitrogen. After adding 100 g of water and elevating the temperature to 60C, and a mixture of 164 g (0.8 mol) of sodium 3-chloro-2-hydroxy-1-propane sulfonate and 400 g of water was added to the thus resulting mixture in a dropwise manner over about 1 hour. The mixture was then stirred for 5 hours at the same temperature. After cooling down to room temperature, the resulting reaction solution was directly subjected to purification by an ion exchange chromatography (ion exchange resin: AG-501-X8 manufactured by Bio-Rad Laboratories, Inc.), followed by distillation removal of the solvent under reduced pressure to obtain 67 g (0.26 mol) of the title compound with a yield of 65 %.

References: [1]Patent: EP649834,1995,A1 .

34
[ 126-83-0 ]
[ 1137-42-4 ]
[ 115010-26-9 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; sodium hydroxide; In ethanol; water;	EXAMPLE 2 Sodium 2-hydroxy-3-(4-benzoylphenoxy)propane sulphonate A solution of sodium hydroxide (3.3g) in water (5 mls) was added to a solution of sodium 3-chloro-2-hydroxypropane sulphonate (14.73g) in water (30 mls) and the resultant solution added to a solution of 4-hydroxybenzophenone (9.9g) in ethanol (50 mls). After stirring under reflux for 18 hours, the pH of the pale yellow solution was brought to 4 via the addition of 4N. hydrochloric acid and after cooling in an ice bath for several hours the crude title compound was filtered and twice washed with ethanol (20 ml portions) and dried at 50C. giving a pale brown sandy solid (11.58g) of melting point equal to 320-323C. Recrystallisation with charcoaling from a mixture of ethanol (50 mls) and water (15 mls) followed by filtration, washing and drying gave sodium 2-hydroxy-3-(4-benzoylphenoxy) propane sulphonate (9.84g; yield = 55%) as a pale brown sandy solid of melting point equal to 316-318C. Analysis:- Calcd for C16H15NaO6S C 53.63; H 4.22; S 8.95; Na 6.42 Found: C 53.57; H 4.24; S 8.75; Na 6.69 An aqueous solution of this compound has an absorption maximum at 294 nm with an extinction coefficient (1%, 1cm) of 467.

References: [1]Patent: EP279475,1988,A2 .

35
[ 126-83-0 ]
[ 106-89-8 ]
[ 107-57-3 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydrogensulfite; In water;	Example 2 Preparation of 3-amino-2-butanoyloxypropanesulfonic acid hydrochloride (ST 477). 10.3 g (0.054 moles) of sodium bisulfite were added to a solution of epichlorohydrin (10 g; 0.108 moles) in 30 milliliters of water. The reaction mixture was refluxed under mechanical stirring for 3 hours. Upon cooling, a precipitate formed that was shown to be the sodium salt of 3-chloro-2-hydroxypropanesulfonic acid (8.8 g; yield: about 46%). The product was chromatographed on IRC 50 resin (H+ form) by eluding with H2O (column diameter: 2.5 cm). The ratio 1:14 (g/ml) was maintained. 7 g of 3-chloro2-hydroxypropanesulfonic acid, m.p. 250-251C, were obtained.

References: [1]Patent: EP309421,1989,A2 .

Historical Records

Technical Information

• Alkyl Halide Occurrence • Appel Reaction • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chugaev Reaction • Corey-Kim Oxidation • Dess-Martin Oxidation • General Reactivity • Grignard Reaction • Heat of Combustion • Hiyama Cross-Coupling Reaction • Hydride Reductions • Jones Oxidation • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Martin's Sulfurane Dehydrating Reagent • Mitsunobu Reaction • Moffatt Oxidation • Oxidation of Alcohols by DMSO • Preparation of Alcohols • Preparation of Amines • Reactions of Alcohols • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions with Organometallic Reagents • Ritter Reaction • Sharpless Olefin Synthesis • Stille Coupling • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Swern Oxidation

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[ 126-83-0 ]

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P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 126-83-0

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