[ CAS No. 492-37-5 ] {[proInfo.proName]}

Name: 492-37-5|2-Phenylpropionic acid|97%
Brand: Ambeed
SKU: A270985
Price: 5.0 USD
Availability: InStock
Rating: 97 (25 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

DV 2D 3D

3d Animation Molecule Structure of 492-37-5

Structure of 492-37-5 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 492-37-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 492-37-5 ]

SDS Specification

Alternatived Products of [ 492-37-5 ]

Product Details of [ 492-37-5 ]

CAS No. :	492-37-5	MDL No. :	MFCD00002650
Formula :	C₉H₁₀O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	YPGCWEMNNLXISK-UHFFFAOYSA-N
M.W :	150.17	Pubchem ID :	10296
Synonyms :

Calculated chemistry of [ 492-37-5 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.22
Num. rotatable bonds :	2
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	42.79
TPSA :	37.3 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.85 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.4
Log Po/w (XLOGP3) :	1.93
Log Po/w (WLOGP) :	1.87
Log Po/w (MLOGP) :	1.98
Log Po/w (SILICOS-IT) :	1.71
Consensus Log Po/w :	1.78

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-2.26
Solubility :	0.828 mg/ml ; 0.00551 mol/l
Class :	Soluble
Log S (Ali) :	-2.34
Solubility :	0.691 mg/ml ; 0.0046 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.19
Solubility :	0.974 mg/ml ; 0.00649 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.46

Safety of [ 492-37-5 ]

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 [ 492-37-5 ]

* 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 [ 492-37-5 ]
Downstream synthetic route of [ 492-37-5 ]

[ 492-37-5 ] Synthesis Path-Upstream 1~8

1
[ 15687-27-1 ]
[ 123-07-9 ]
[ 492-37-5 ]
[ 38861-78-8 ]
[ 4167-74-2 ]
[ 38861-88-0 ]
[ 53949-53-4 ]
[ 100319-40-2 ]
[ 40150-92-3 ]
[ 67381-50-4 ]
[ 144-62-7 ]
[ 4748-78-1 ]

Reference： [1] Ultrasonics Sonochemistry, 2016, vol. 29, p. 485 - 494

2
[ 492-37-5 ]
[ 19910-33-9 ]
[ 77656-96-3 ]
[ 21762-10-7 ]

Reference： [1] Journal of Organic Chemistry, 1998, vol. 63, # 4, p. 952 - 958

3
[ 492-37-5 ]
[ 19910-33-9 ]

Reference： [1] Justus Liebigs Annalen der Chemie, 1885, vol. 227, p. 274

4
[ 22071-15-4 ]
[ 492-37-5 ]
[ 121-71-1 ]
[ 56911-50-3 ]

Reference： [1] RSC Advances, 2018, vol. 8, # 19, p. 10541 - 10548

5
[ 67-56-1 ]
[ 492-37-5 ]
[ 57486-68-7 ]

Reference： [1] Synlett, 2015, vol. 26, # 13, p. 1880 - 1884

6
[ 50-00-0 ]
[ 492-37-5 ]
[ 111128-12-2 ]

Yield	Reaction Conditions	Operation in experiment
99%	at 35 - 70℃; for 11 h;	To the bromomethylation reactor was charged the above 2-phenylpropionic acid:Hydrobromic acid:Paraformaldehyde is 1: 2: 0.27 weight ratio, open stirring, then slowly added dropwise 2 parts by weight of sulfuric acid,Temperature controlled at 35 ; to be finished dropping sulfuric acid, heated to 70 , the reaction was kept for 11 hours and washed with acid water points to lower material to the aqueous phase was neutral,2- (4-bromomethyl-phenyl) propionate The crude product; was added to the reaction vessel 1.1 parts by weight of xylene was repeated 5 times purified by crystallization, centrifugation, washing, Drying to obtain 2- (4-bromomethylphenyl) propionic acid product. The purity of 2- (4-bromomethylphenyl) propionic acid was 98.5percent and the yield was up to 99percent.
96%	at 35 - 90℃; for 11.5 h;	Into the bromomethylation reactor was put the 10g of the above 2-phenylpropionic acid, 19.2 g of hydrobromic acid, 3.4g of paraformaldehyde. Start stirring. Then slowly add dropwise 25g sulfuric acid. The reaction temperature is controlled at 35 deg.C; Wait for the completion of the dropping of sulfuric acid. Heat to 90 deg.C. Maintain the temperature and react for 11.5 hours. points to lower acidic water and the aqueous phase was washed material to a pH of 7 to give 2- (4-bromo-methylphenyl) propionic acid crude; reaction 25g of xylene was added to the kettle was purified four times by repeated crystallization, centrifugation, washed and dried to give 2- (4-bromo-methylphenyl) propanoic acid products. After testing, 2- (4-bromo-methylphenyl) propionic acid purity of the finished product up to 99percent, a yield of up to 96percent.
96%	Stage #1: at 55 - 65℃; Stage #2: at 20 - 65℃;	To equipped with a condenser, thermometer,Magnetic 1000ml three-necked flask was added 55g (0.25mol) intermediate,14 g (0.25 mol) of potassium hydroxide and 200 ml of toluene were added and 44.3 g (0.3 mol) of 5-chloro-2,3-difluoropyridine was added dropwise under the protection of nitrogen. The dropwise addition time was 1 h, Then at 70 ~ 75 for 9h. The reaction was completed, cooled to room temperature filtration, the organic phase was added 100 mL of water was stirred for 0.5 h, the aqueous phase was separated, the organic phase was added activated carbon 5 g, heated to reflux bleaching 2 h, cooled to room temperature filtration, the filter cake was washed with a small amount of toluene, Toluene was removed from the rotary vacuum pump to give 74 g of clodinafop propargyl alcohol in 96percent yield.

87%

With 1-dodecyl-3-methylimidazol-1-ium bromide; hydrogen bromide In water at 60℃; for 6 h;

Step 1) Place 150 g of 2-phenylpropionic acid, 185 g of aqueous hydrobromic acid, and 36 g of paraformaldehyde on the reaction flask100 g of 1-dodecyl-3-methylimidazolium bromide was added thereto, and then the temperature was raised to 60 degrees for 6 hours; GC was used to control the 2-phenylpropionic acid reaction to be complete.Step 2) Cool the reaction solution to room temperature, add 500 ml of ethyl acetate, stir for 10 minutes, and stand still;The ionic liquid layer is extracted once more with 100 ml of ethyl acetate; the ethyl acetate layers are combined twice and then washed with deionized water to neutrality; the ethyl acetate is concentrated to give the crude p-bromophenylpropionic acid; the crude product is Recrystallization of acetone followed by drying yielded 209 g of bromomethyl phenylpropionic acid; yield 86percent, HPLC purity greater than 99percent.Step 3) Isolation of 1-dodecyl-3-methylimidazolium bromide ionic liquid layer above, warming to 50 degrees, vacuumThe residual organic solvent and part of the water were distilled off and then applied directly to the next batch of reaction; the reaction activity was basically unchanged; By using a bromine-based ionic liquid as a reaction solvent for bromomethylation, not only is the reaction itself improvedChemically selective, but also avoid the formation of a large number of acid waste, reduce production costs while also avoiding the environmental pollution, but also eliminates the treatment of a large number of waste acid waste liquid.Through a series of experiments, the present inventors examined the effects of different reaction solvents on the yield and selectivity of the bromomethylation reaction, which are not repeated here. The experimental data is shown in the following table:

Reference： [1] Patent: CN104744237, 2016, B, . Location in patent: Paragraph 0027; 0042; 0048; 0049
[2] Patent: CN105753685, 2016, A, . Location in patent: Paragraph 0104; 0105
[3] Patent: CN106866404, 2017, A, . Location in patent: Paragraph 0013
[4] Patent: CN107573230, 2018, A, . Location in patent: Paragraph 0024; 0025; 0026; 0027; 0028; 0029; 0030; 0031

7
[ 188680-60-6 ]
[ 492-37-5 ]
[ 57-09-0 ]
[ 111128-12-2 ]

Reference： [1] Patent: US6013832, 2000, A,
[2] Patent: EP889020, 1999, A1,

8
[ 492-37-5 ]
[ 108-45-2 ]
[ 1105698-15-4 ]

Reference： [1] Journal of Medicinal Chemistry, 2012, vol. 55, # 24, p. 10937 - 10947

[ 492-37-5 ] Synthesis Path-Downstream 1~33

1
[ 492-37-5 ]
[ 19910-33-9 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1885,vol. 227,p. 274

2
[ 492-37-5 ]
[ 6051-13-4 ]

Reference： [1]Journal of Medicinal Chemistry,2008,vol. 51,p. 7193 - 7204
[2]Journal of the American Chemical Society,1945,vol. 67,p. 272,273
[3]Bulletin de la Societe Chimique de France,1970,p. 1115 - 1121

3
[ 100-41-4 ]
[ 917-58-8 ]
[ 492-37-5 ]
[ 619-64-7 ]
[ 619-20-5 ]

Reference： [1]Journal of the Chemical Society,1954,p. 1079,1080, 1084

4
[ 873-73-4 ]
[ 201230-82-2 ]
[ 492-37-5 ]
[ 938-95-4 ]
[ 67381-50-4 ]

Reference： [1]Tetrahedron Letters,1991,vol. 32,p. 1769 - 1770

5
[ 492-37-5 ]
[ 27854-88-2 ]
[ 492-37-5 ]
[ 492-37-5 ]
2-Phenyl-propionic acid (R)-1-pyridin-4-yl-ethyl ester [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,1992,vol. 3,p. 1455 - 1466

6
[ 492-37-5 ]
[ 19910-33-9 ]
[ 77656-96-3 ]
[ 21762-10-7 ]

Reference： [1]Journal of Organic Chemistry,1998,vol. 63,p. 952 - 958

7
[ 186581-53-3 ]
[ 492-37-5 ]
[ 28645-07-0 ]
[ 2328-26-9 ]

Reference： [1]Chemical Communications,1999,p. 611 - 612
[2]Chemical Communications,2010,vol. 46,p. 156 - 158

8
[ 47004-02-4 ]
aq. barium hydroxide solution [ No CAS ]
[ 492-37-5 ]
[ 538-09-0 ]

Reference： [1]Gazzetta Chimica Italiana,1882,vol. 12,p. 287

9
[ 492-37-5 ]
[ 64-19-7 ]
platinum [ No CAS ]
[ 6051-13-4 ]

Reference： [1]Journal of the American Chemical Society,1945,vol. 67,p. 272,273

10
[ 186581-53-3 ]
[ 492-37-5 ]
[ 2328-26-9 ]

Reference： [1]Organic letters,2002,vol. 4,p. 371 - 373

11
[ 492-37-5 ]
[ 2328-26-9 ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 7234 - 7242
[2]Journal of the American Chemical Society,2000,vol. 122,p. 4602 - 4607

12
[ 492-37-5 ]
[ 37675-18-6 ]
[ 310454-88-7 ]

Yield	Reaction Conditions	Operation in experiment
	With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;	EXAMPLE 58 Preparation of (S)+-Ethyl 1-(2-Phenylpropionyl)-3-piperidinecarboxylate This reaction was run in the same manner as ethyl 1-(3-thiophenecarbonyl)-3-piperidinecarboxylate, starting with commercially available 2-phenylpropionic acid (265 mul; 1.94 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (371.3 mg; 1.94 mmol) and (S)-ethyl nipecotate (300 mul; 1.94 mmol).. Crude product was purified by chromatography on silica eluding with 25% ethyl acetate/75% hexane, giving (S)+-ethyl 1-(2-phenylpropionyl)-3-piperidinecarboxylate (268.9 mg) as a colorless oil. MS m/z (positive ion) 290 (MH+; 100), 142 (55), 115 (50).

Reference： [1]Patent: US6664271,2003,B1 .Location in patent: Page column 21

13
[ 1647-23-0 ]
[ 492-37-5 ]
[ 847444-67-1 ]

Yield	Reaction Conditions	Operation in experiment
96%		Lithium bis (trimethylsilyl) amide (32.3 g, 193 mmol) was added to 80 ML of tetrahydrofuran and the resulting solution was cooled in an ice bath. Addition of a solution of 2-phenyl-propionic acid (11.6 g, 77.3 mmol) in 10 ML of tetrahydrofuran to the reaction solution was followed by ADDITION OF L-BROMO-3, 3-dimethyl-butane (20.4 g, 124 mmol). The reaction vessel was removed from the cooling bath, placed in a 50 C oil bath, and the reaction solution was stirred for 17 hours. After concentration, the resulting residue was dissolved in 250 mL of 1 N NAOH, washed with 250 mL of 2: 1 hexane/iso-propyl acetate, acidified to pH 1 with 6 N HCl, and extracted with ethyl acetate (3 X 300 ML). The combined organic layers were dried over NA2SO4 AND concentrated to give 17.3 G (96%) of clear OIL. H NMR (300 MHz, CDC13) : 8 ppm 0.86 (s, 9 H) 1.09 (M, 2 H) 1.56 (s, 3 H) 1.99 (M, 2 H) 7.33 (M, 5 H).

Reference： [1]Patent: WO2005/19191,2005,A2 .Location in patent: Page/Page column 207

14
[ 188680-60-6 ]
[ 492-37-5 ]
[ 57-09-0 ]
[ 111128-12-2 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen bromide; acetic acid;	Example 6 2-phenylpropionic acid (8.2 g) was added to a mixture of acetic acid (7 ml) and hydrobromic acid (40 ml), followed by trioxane (4.5 g) and hexadecyltrimethylammonium bromide (0.5 g). The mixture was then heated to 120 C. and stirred well at the same temperature for 19 hours. After cooling to room temperature, the mixture was extracted with ethylacetic acid and then concentrated to give oil residue. The oil residue was distilled and refined under vacuum to give the target product, 2-{(4-bromomethyl) phenyl} propionic acid (1.5 g). The result of measurement by NMR(CDCl3, ppm) was 1.5(3H, d), 3.7(1H, q), 4.5(2H, s), 7.3(4H, dd).
	With hydrogen bromide; acetic acid;	EXAMPLE 5 EXAMPLE 6 2-phenylpropionic acid (8.2g) was added to a mixture of acetic acid(7ml) and hydrobromic acid(40ml), followed by trioxane (4.5g) and hexadecyltrimethylammonium bromide (0.5g). The mixture was then heated to 120C and stirred well at the same temperature for 19 hours. After cooling to room temperature, the mixture was extracted with ethylacetic acid and then concentrated to give oil residue. The oil residue was distiilated and refined under vacumm to give the target product, 2-[(4-bromomethyl) phenyl] propionic acid (1.5g). Result of measurement by NMR(CDCl3, ppm) was 1.5(3H, d), 3.7(1H, q), 4.5(2H, s), 7.3(4H, dd).

Reference： [1]Patent: US6013832,2000,A
[2]Patent: EP889020,1999,A1

15
[ 188680-60-6 ]
[ 492-37-5 ]
[ 5197-95-5 ]
2-[(p-chloromethyl)phenyl]propionic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; formic acid;	Example 4 2-phenylpropionic acid (7.5) was added to a mixture of formic acid (7 ml) and hydrochloric acid (20 ml), followed by trioxane (4.5 g) and <strong>[5197-95-5]benzyltriethylammonium bromide</strong> (0.5 g). The mixture was then heated to 120 C. and stirred well at the same temperature for 30 hours. After cooling to room temperature, the mixture was extracted with ethylacetic acid and then concentrated to give oil residue. The oil residue was distilled and refined under vacuum to give the target product, 2-{(4-chloromethyl)phenyl} propionic acid (2.3 g). Result of measurement by NMR(CDCl3, ppm) was 1.5(3H, d), 3.7(1H, q), 4.5(2H, s), 7.3(4H, dd).
	With hydrogenchloride; formic acid;	EXAMPLE 4 2-phenylpropionic acid (7.5) was added to a mixture of formic acid(7ml) and hydrochloric acid(20ml), followed by trioxane (4.5g) and <strong>[5197-95-5]benzyltriethylammonium bromide</strong>(0.5g). The mixture was then heated to 120C and stirred well at the same temperature for 30 hours. After cooling to room temperature, the mixture was extracted with ethylacetic acid and then concentrated to give oil residue. The oil residue was distillated and refined under vacumm to give the target product, 2-[(4-chloromethyl)phenyl] propionic acid (2.3g). Result of measurement by NMR(CDCl3, ppm) was 1.5(3H, d), 3.7(1H, q), 4.5(2H, s), 7.3(4H, dd).

Reference： [1]Patent: US6013832,2000,A
[2]Patent: EP889020,1999,A1

16
[ 492-37-5 ]
[ 62784-66-1 ]
[ 1116086-42-0 ]
[ 7782-24-3 ]
[ 7782-26-5 ]

Yield	Reaction Conditions	Operation in experiment
36%	With p-Methoxybenzoic anhydride; N-ethyl-N,N-diisopropylamine;(R)-(+)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; In dichloromethane; at 20℃; for 12h;Resolution of racemate;	Entry 16To a dichloromethane solution (1.5 mL) containing p-methoxybenzoic anhydride (103.0 mg, 0.360 mmol) and racemic 2-phenylpropionic acid (45.1 mg, 0.300 mmol); diisopropylethylamine (94.0 muL, 0.540 mmol), benzotetramisole (3.8 mg, 0.015 mmol), and 1,1-di(1-naphthyl)methanol (42.8 mg, 0.151 mmol) were added in order at room temperature. After stirring the reaction mixture solution at room temperature for 12 hr, the reaction was stopped with saturated ammonium chloride water. After fractionating the organic layer, the aqueous layer was extracted 4 times with diethyl ether. After combining the organic layers, they were dried with anhydrous sodium sulfate. After filtering the solution, it was vacuum concentrated, and the obtained mixture was fractionated by thin layer silica gel chromatography to obtain the corresponding optically active ester (45.0 mg, 36%, 91% ee) and a part of the unreacted optically active carboxylic acid. Then 1 M hydrochloric acid was added to the water layer, and after adjusting the pH to 2, extraction was carried out 4 times with diethyl ether. After-treatment was carried out in the same way as above, and unreacted optically active carboxylic acid was further recovered, and added to the previously obtained optically active carboxylic acid (17.5 mg, 39%, 52% ee).; di-(1-naphthyl)methyl (R)-2-phenylpropanoateHPLC (CHIRALPAK AD-H, i-PrOH/hexane=1/50, flow rate=1.0 mL/min): tR=13.8 min (4.4%), tR=18.3 min (95.6%);Mp: 128 C. (i-PrOH/hexane);IR (KBr): 3067, 1728, 1600, 1509, 776, 699 cm-1;1H NMR (CDCl3): delta8.29(s, 1H, 1'-H), 7.99-7.94 (m, 1H, Ph), 7.84-7.79 (m, 1H, Ph), 7.74 (t, J=7.0 Hz, 2H, Ph), 7.68 (d, J=8.0 Hz, 1H, Ph), 7.63 (d, J=8.5 Hz, 1H, Ph), 7.45-7.38 (m, 2H, Ph), 7.35-7.31 (m, 1H, Ph), 7.23-7.14 (m, 7H, Ph), 7.11 (t, J=7.5 Hz, 1H, Ph), 7.06 (d, J=7.5 Hz, 1H, Ph), 6.90 (d, J=7.0 Hz, 1H, Ph), 3.77 (q, J=7.0 Hz, 1H, 2-H), 1.45 (d, J=7.0 Hz, 3H, 3-H);13C NMR (CDCl3): delta173.5, 140.0, 134.8, 134.6, 133.8, 133.7, 131.2, 130.8, 129.1, 128.9, 128.7, 128.64, 128.57, 127.8, 127.2, 126.7, 126.4, 126.3, 125.9, 125.6, 125.2, 125.0, 123.5, 123.3, 71.1, 45.6, 18.2;HR MS: calculated for C30H24O2Na (M+Na+)=439.1669; found 439.1668.(S)-2-phenylpropionic acidHPLC (CHIRALPAK AD-H, i-PrOH/hexane/TFA=1/50/0.05 flow rate=0.5 mL/min): tR=39.6 min (24.1%), tR=43.4 min (75.9%);1H NMR (CDCl3): delta10.95 (br s, 1H, COOH), 7.30-7.16 (m, 5H, Ph), 3.67 (q, J=7.2 Hz, 1H, 2-H), 1.45 (d, J=7.2 Hz, 3H, 3-H).

Reference： [1]European Journal of Organic Chemistry,2008,p. 5887 - 5890
[2]Patent: US2010/234610,2010,A1 .Location in patent: Page/Page column 6-7

17
[ 492-37-5 ]
[ 110282-71-8 ]
[ 7782-24-3 ]
[ 1187669-91-5 ]
[ 7782-26-5 ]

Yield	Reaction Conditions	Operation in experiment
42%	With p-Methoxybenzoic anhydride; N-ethyl-N,N-diisopropylamine;(R)-(+)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; In dichloromethane; at 20℃; for 12h;Resolution of racemate;	Entry 28To a dichloromethane solution (2.0 mL) containing p-methoxybenzoic anhydride (68.7 mg, 0.240 mmol) and racemic 2-phenylpropionic acid (30.0 mg, 0.200 mmol); diisopropylethylamine (62.7 muL, 0.360 mmol), benzotetramisole (2.5 mg, 0.010 mmol), and 1,1-di(9-phenanthryl)methanol (38.4 mg, 0.100 mmol) were added in order at room temperature. After stirring the reaction mixture solution at room temperature for 12 hr, the reaction was stopped with saturated ammonium chloride water. After fractionating the organic layer, the aqueous layer was extracted 4 times with dichloromethane. After mixing the organic layers, they were dried with anhydrous sodium sulfate. After filtering the solution, it was vacuum concentrated, and the obtained mixture was fractionated by thin layer silica gel chromatography to obtain the corresponding optically active ester (43.3 mg, 42%, 91% ee) and a part of the unreacted optically active carboxylic acid. Then 1 M hydrochloric acid was added to the water layer, and after adjusting the pH to 2, extraction was carried out 4 times with dichloromethane. After-treatment was carried out in the same way as above, and unreacted optically active carboxylic acid was further recovered, and added to the previously obtained optically active carboxylic acid (12.4 mg, 42%, 52% ee).di-(9-phenanthryl)methyl (R)-2-phenylpropanoateHPLC (CHIRALPAK AD-H, i-PrOH/hexane=1/50, flow rate=0.5 mL/ml): tR=30.0 min (95.6%), tR=34.2 min (4.4%);IR (KBr): 3064, 1731, 1495, 1451, 1163, 749, 726 cm-1;1H NMR (CDCl3): delta8.82-8.59 (m, 4H, Ph), 8.42 (s, 1H, 1'-H), 8.20-8.11 (m, 1H, Ph), 7.84-7.25 (m, 18H, Ph), 3.91 (q, J=7.2 Hz, 1H, 2-H), 1.56 (d, J=7.2 Hz, 3H, 3-H);13C NMR (CDCl3): delta173.5, 140.1, 132.9, 132.7, 131.1, 130.9, 130.7, 130.6, 130.5, 130.2, 129.8, 129.1, 128.8, 127.9, 127.4, 127.3, 127.2, 127.0, 126.9, 126.7, 126.5, 126.4, 126.2, 124.2, 123.9, 123.4, 123.1, 122.4, 122.4, 71.0, 45.7, 18.1.

Reference： [1]Patent: US2010/234610,2010,A1 .Location in patent: Page/Page column 8-9

18
[ 492-37-5 ]
[ 149739-65-1 ]
[ 1268613-68-8 ]

Reference： [1]Journal of Molecular Catalysis B: Enzymatic,2010,vol. 66,p. 113 - 119

19
[ 13808-64-5 ]
[ 492-37-5 ]
[ 1268613-69-9 ]

Reference： [1]Journal of Molecular Catalysis B: Enzymatic,2010,vol. 66,p. 113 - 119

20
[ 492-37-5 ]
[ 17985-72-7 ]
C₁₉H₂₆O₂Si₂ [ No CAS ]

Reference： [1]Chemistry Letters,2012,vol. 41,p. 229 - 231

21
[ 124-38-9 ]
[ 1746-23-2 ]
[ 103-63-9 ]
[ 492-37-5 ]
[ 40150-91-2 ]
[ 1208-64-6 ]

Reference： [1]Journal of the American Chemical Society,2012,vol. 134,p. 11900 - 11903

22
[ 492-37-5 ]
[ 349609-85-4 ]
[ 1434517-67-5 ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 4028 - 4043

23
[ 492-37-5 ]
[ 76456-06-9 ]
[ 1548754-55-7 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 968 - 971

24
[ 492-37-5 ]
[ 76456-06-9 ]
[ 1548753-32-7 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 968 - 971

25
[ 67-56-1 ]
[ 492-37-5 ]
[ 57486-68-7 ]

Yield	Reaction Conditions	Operation in experiment
	With sulfuric acid; for 5h;Reflux;	General procedure: (Step 1) A mixture of 4-bromophenylacetic acid (1.08 g, 5.0 mmol) and 95 wt.% sulfonic acid (0.28 mL) inmethanol (5.0 mL) was refluxed for 5 h. The resulting mixture was cooled to room temperature and diluted withsaturated aqueous sodium hydrogen carbonate. The mixture was extracted with ethyl acetate and the combinedextracts were washed with brine, dried over sodium sulfate, and concentrated to obtain methyl (4-bromophenyl)acetate (38) (1.13 g, 99% yield) as a colorless oil. The crude product was used without purification. (Step 2)10 A solution of 38 (1.12 g, 4.89 mmol) and p-toluenesulfonyl azide11 (1.16 g, 5.88 mmol) in acetonitrile(9.8 mL) was treated with DBU (1.10 mL, 7.36 mmol) at 0 C and the mixture was stirred for overnight at roomtemperature. The resulting mixture was quenched with saturated aqueous ammonium chloride and extracted withethyl acetate. The combined extracts were washed with brine, dried over sodium sulfate, and concentrated. Theresidue was purified by chromatography on silica gel (n-hexane/ethyl acetate = 10/1 as the eluent) to afford 2a(1.22 g, 98% yield) as an orange solid.

Reference： [1]Synlett,2015,vol. 26,p. 1880 - 1884

26
[ 492-37-5 ]
[ 16290-26-9 ]
C₁₆H₁₇NO₃ [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 4097 - 4103

27
[ 50-00-0 ]
[ 492-37-5 ]
[ 111128-12-2 ]

Yield	Reaction Conditions	Operation in experiment
99%	With sulfuric acid; hydrogen bromide; at 35 - 70℃; for 11h;	To the bromomethylation reactor was charged the above 2-phenylpropionic acid:Hydrobromic acid:Paraformaldehyde is 1: 2: 0.27 weight ratio, open stirring, then slowly added dropwise 2 parts by weight of sulfuric acid,Temperature controlled at 35 ; to be finished dropping sulfuric acid, heated to 70 , the reaction was kept for 11 hours and washed with acid water points to lower material to the aqueous phase was neutral,2- (4-bromomethyl-phenyl) propionate The crude product; was added to the reaction vessel 1.1 parts by weight of xylene was repeated 5 times purified by crystallization, centrifugation, washing, Drying to obtain 2- (4-bromomethylphenyl) propionic acid product. The purity of 2- (4-bromomethylphenyl) propionic acid was 98.5% and the yield was up to 99%.
96%	With sulfuric acid; hydrogen bromide; at 35 - 90℃; for 11.5h;	Into the bromomethylation reactor was put the 10g of the above 2-phenylpropionic acid, 19.2 g of hydrobromic acid, 3.4g of paraformaldehyde. Start stirring. Then slowly add dropwise 25g sulfuric acid. The reaction temperature is controlled at 35 deg.C; Wait for the completion of the dropping of sulfuric acid. Heat to 90 deg.C. Maintain the temperature and react for 11.5 hours. points to lower acidic water and the aqueous phase was washed material to a pH of 7 to give 2- (4-bromo-methylphenyl) propionic acid crude; reaction 25g of xylene was added to the kettle was purified four times by repeated crystallization, centrifugation, washed and dried to give 2- (4-bromo-methylphenyl) propanoic acid products. After testing, 2- (4-bromo-methylphenyl) propionic acid purity of the finished product up to 99%, a yield of up to 96%.
96%		To equipped with a condenser, thermometer,Magnetic 1000ml three-necked flask was added 55g (0.25mol) intermediate,14 g (0.25 mol) of potassium hydroxide and 200 ml of toluene were added and 44.3 g (0.3 mol) of 5-chloro-2,3-difluoropyridine was added dropwise under the protection of nitrogen. The dropwise addition time was 1 h, Then at 70 ~ 75 for 9h. The reaction was completed, cooled to room temperature filtration, the organic phase was added 100 mL of water was stirred for 0.5 h, the aqueous phase was separated, the organic phase was added activated carbon 5 g, heated to reflux bleaching 2 h, cooled to room temperature filtration, the filter cake was washed with a small amount of toluene, Toluene was removed from the rotary vacuum pump to give 74 g of clodinafop propargyl alcohol in 96% yield.

87%	With 1-dodecyl-3-methylimidazol-1-ium bromide; hydrogen bromide; In water; at 60℃; for 6h;	Step 1) Place 150 g of 2-phenylpropionic acid, 185 g of aqueous hydrobromic acid, and 36 g of paraformaldehyde on the reaction flask100 g of 1-dodecyl-3-methylimidazolium bromide was added thereto, and then the temperature was raised to 60 degrees for 6 hours; GC was used to control the 2-phenylpropionic acid reaction to be complete.Step 2) Cool the reaction solution to room temperature, add 500 ml of ethyl acetate, stir for 10 minutes, and stand still;The ionic liquid layer is extracted once more with 100 ml of ethyl acetate; the ethyl acetate layers are combined twice and then washed with deionized water to neutrality; the ethyl acetate is concentrated to give the crude p-bromophenylpropionic acid; the crude product is Recrystallization of acetone followed by drying yielded 209 g of bromomethyl phenylpropionic acid; yield 86%, HPLC purity greater than 99%.Step 3) Isolation of 1-dodecyl-3-methylimidazolium bromide ionic liquid layer above, warming to 50 degrees, vacuumThe residual organic solvent and part of the water were distilled off and then applied directly to the next batch of reaction; the reaction activity was basically unchanged; By using a bromine-based ionic liquid as a reaction solvent for bromomethylation, not only is the reaction itself improvedChemically selective, but also avoid the formation of a large number of acid waste, reduce production costs while also avoiding the environmental pollution, but also eliminates the treatment of a large number of waste acid waste liquid.Through a series of experiments, the present inventors examined the effects of different reaction solvents on the yield and selectivity of the bromomethylation reaction, which are not repeated here. The experimental data is shown in the following table:
86%	With hydrogen bromide; phosphorus tribromide; zinc dibromide; In n-heptane; water; at 80 - 90℃; for 14h;	1), In the bromomethylation reactor 300 inputs in 48 wt % hydrobromic acid 168 g (113 ml, 1 muM HBr), paraformaldehyde 21.6 g (0.72 muM), 2-phenylpropionic acid 60 g (60 ml, 0.4 muM), the molar ratio of 2.5: 1.8: 1, by adding 150 ml heptane, 6 g (10 wt %) zinc bromide. 48 Wt % hydrobromic acid is saturated aqueous solution of hydrogen bromide. 2), In the hydrogen bromide gas generator 100 is added 18 g (1 muM) water, added to the constant-voltage dropping funnel 69.1 g (0.24 muM, 24 ml) phosphorus tribromide. Slow instillment bromide phosphorus, phosphorus [...] per hour 4 ml (i.e., dropping time is 6 hours), to maintain the reaction temperature is 90 C the left and right, of the hydrogen bromide gas through the buffer device 200 slowly and continuously into the bromomethylation reactor 300; thereby maintaining bromomethylation reactor 300 is in the aqueous phase of the saturated aqueous solution of hydrogen bromide.[...] gas generator 100 in after the hydrogen bromide gas is no longer generated, take out the hydrogen bromide gas generator 100 in [...] after the reaction.3), Bromomethylation reactor 300 up to 80 C, bromo methylation reactor 300 in the liquid phase and is connected with the body circulating pump 4, in order to 30 ml/min flow rate delivered to the sprayer 7, liquid phase circulation. Reaction 8 h. Bromomethylation reactor 300 in the filler 6 is four [...], filler 6 amount is 80 g.Note: phosphorus tribromide after dropping to the bromomethylation stopping reaction during this period of time, although the hydrogen bromide gas generator 100 to gradually reduce the bromination hydrogen experience no longer produce, but buffer device 200 stored within the hydrogen bromide gas, the liquid circulating pump 4 under the action of the, can still carry out a gas phase, the aqueous phase is hydrogen bromide can still maintain the saturated aqueous solution.4), After the reaction, the reactor bromomethylation 300 of the reaction liquid is hot and in layered, after separating out the lower aqueous phase, the upper organic phase by cooling crystallization (cooling crystallization temperature is -10 C -0 C, time is 6 h), filtering, obtaining filter cake and filtrate;The filter cake by adding 30 ml 1, 2 - dichloroethane to recrystallize, to obtain 2-(4-bromomethylphenyl)propionic acid 79.7 g, yield 82.0%, purity 98%.
86.7%	With hydrogen bromide; phosphorus tribromide; zinc dibromide; In water; at 80 - 90℃; for 10h;	1)In the bromination methylation reactor 300, 168 g (113 mL, 1 mol of HBr), 18 g (0.6 mol) ofparaformaldehyde, and 60 g (60 mL, 0.4 mol) of 2-phenylpropionic acid were added in a molar ratio of 48 wt%hydrobromic acid. For 2.5:1.5:1, 150 mL of n-heptane and 6 g (10 wt%) of zinc bromide were added.2) 18 g (1 mol) of water was added to the hydrogen bromide gas generator 100, and 54.2 g (0.20 mol, 19 mL) ofphosphorus tribromide was added to the constant pressure dropping funnel. Phosphorus tribromide was slowlyadded dropwise, 2.5 mL of phosphorus tribromide was added dropwise per hour (that is, the dropping time was7.6 hours), and the reaction temperature was maintained at about 90 C, and the generated hydrogen bromidegas entered the buffer device 200. After the hydrogen bromide gas is no longer generated in the hydrogen bromide gas generator 100, the reactionliquid obtained in the hydrogen bromide gas generator 100 is taken out.3)The bromination methylation reactor 300 is heated to 80 C, and the hydrogen bromide gas discharged fromthe buffer device 200 is mixed with the gas phase (which is hydrogen bromide gas) discharged from thecondenser 6 at the top of the bromination methylation reactor 300. The gas circulation pump 3 is supplied to thebottom of the bromination methylation reactor 300 at a flow rate of 40 ml/min, and is bubbled to carry out gasphase circulation to maintain the aqueous phase as a saturated aqueous solution of hydrogen bromide (hence,hydrogen bromide gas generation is achieved). The hydrogen bromide gas generated by the apparatus 100 isslowly and continuously introduced into the bromination methylation reactor 300 through the buffer unit 200;the reaction time of the bromination methylation reaction is 10 hours.4)After the reaction is completed, the reaction liquid in the bromination methylation reactor 300 is thermallylayered, and the lower aqueous phase is separated, and the upper organic phase is cooled and crystallized (thetemperature of the cooling crystallization is -10 C to 0 C, Time is 6h), suction filtration, to obtain filter cakeand filtrate;The filter cake was recrystallized by adding 30 mL of 1,2-dichloroethane to obtain 84.2 g of the product 2-(4-bromomethylphenyl)propanoic acid, the yield was 86.7%, and the purity was 98%.

Reference： [1]Patent: CN104744237,2016,B .Location in patent: Paragraph 0027; 0042; 0048; 0049
[2]Patent: CN105753685,2016,A .Location in patent: Paragraph 0104; 0105
[3]Patent: CN106866404,2017,A .Location in patent: Paragraph 0013
[4]Patent: CN107573230,2018,A .Location in patent: Paragraph 0024; 0025; 0026; 0027; 0028; 0029; 0030; 0031
[5]Patent: CN109180470,2019,A .Location in patent: Paragraph 0063-0075; 0077; 0089-0095; 0097-0099; 0101-0103
[6]Patent: CN109180464,2019,A .Location in patent: Page/Page column 8-12

28
[ 492-37-5 ]
[ 28645-07-0 ]
[ 2328-26-9 ]

Reference： [1]Journal of the American Chemical Society,2017,vol. 139,p. 11313 - 11316

29
[ 694-32-6 ]
[ 492-37-5 ]
C₁₃H₁₆N₂O₂ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2017,vol. 15,p. 7572 - 7579

30
[ 492-37-5 ]
[ 2618-96-4 ]
N-(1-phenylethyl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Reference： [1]Chemistry - A European Journal,2018,vol. 24,p. 9254 - 9258

31
[ 15687-27-1 ]
[ 492-37-5 ]
[ 1553-60-2 ]
[ 4748-78-1 ]

Reference： [1]Molecules,2019,vol. 24

32
[ 492-37-5 ]
[ 1416881-52-1 ]
2,3,4,6-tetra(9H-carbazol-9-yl)-5-(1-phenylethyl)benzonitrile [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2019,vol. 141,p. 11393 - 11397

33
[ 492-37-5 ]
[ 590-67-0 ]
C₁₅H₂₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
52%	With 2,4,6-trimethyl-pyridine; silver(I) hexafluorophosphate; tert-butylammonium hexafluorophosphate(V); In dichloromethane; at 20℃; for 3h;Electrolysis; Molecular sieve;	General procedure: With no precautions to exclude air or moisture, the ElectraSyn vial (5 ml) with a stir bar was charged with carboxylic acid (0.2 mmol, 1.0 equiv.), alcohol (0.6 mmol, 3.0 equiv.), 2,4,6-collidine (0.6 mmol, 3.0 equiv.), nBu4NPF6 (0.3 mmol, 1.5 equiv.), 3 A molecular sieves (150 mg), AgPF6 (0.3 mmol, 1.5 equiv.) and CH2Cl2 (3.0 ml). The ElectraSyn vial cap equipped with anode (graphite) and cathode (graphite) were inserted into the mixture. After pre-stirring for 15 min, the reaction mixture was electrolysed at a constant current of 10 mA for 3 h. The ElectraSyn vial cap was removed, and electrodes were rinsed with Et2O (2 ml), which was combined with the crude mixture. Then, the crude mixture was further diluted with Et2O (30 ml). The resulting mixture was washed with 2 M HCl (20 ml) and NaHCO3 (aq.) (20 ml), dried over Na2SO4 and concentrated in vacuo. The crude material was purified by preparative thin-layer chromatography to furnish the desired product. Full experimental details and characterization of new compounds can be found in the Supplementary Information.

Reference： [1]Nature,2019,vol. 573,p. 398 - 402

Same Skeleton Products

Related Products

Historical Records

Related Functional Groups of
[ 492-37-5 ]

Aryls

[ 13491-13-9 ]

(R)-3-Methyl-2-phenylbutanoic acid

Similarity: 0.97

[ 3508-94-9 ]

alpha-Isopropylphenylacetic Acid

Similarity: 0.97

[ 635-51-8 ]

Phenylsuccinic acid

Similarity: 0.97

[ 826-55-1 ]

2-Methyl-2-phenylpropanoic acid

Similarity: 0.97

[ 13490-69-2 ]

(S)-3-Methyl-2-phenylbutanoic acid

Similarity: 0.97

Carboxylic Acids

[ 13491-13-9 ]

(R)-3-Methyl-2-phenylbutanoic acid

Similarity: 0.97

[ 3508-94-9 ]

alpha-Isopropylphenylacetic Acid

Similarity: 0.97

[ 635-51-8 ]

Phenylsuccinic acid

Similarity: 0.97

[ 826-55-1 ]

2-Methyl-2-phenylpropanoic acid

Similarity: 0.97

[ 13490-69-2 ]

(S)-3-Methyl-2-phenylbutanoic acid

Similarity: 0.97

Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
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

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

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

[ CAS No. 492-37-5 ] {[proInfo.proName]}

Quality Control of [ 492-37-5 ]

Related Doc. of [ 492-37-5 ]

Product Details of [ 492-37-5 ]

Calculated chemistry of [ 492-37-5 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 492-37-5 ]

Application In Synthesis of [ 492-37-5 ]

[ 492-37-5 ] Synthesis Path-Upstream 1~8

[ 492-37-5 ] Synthesis Path-Downstream 1~33

Related Functional Groups of [ 492-37-5 ]

Aryls

Carboxylic Acids

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 492-37-5 ]