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Safety Information

279900

Sigma-Aldrich

(S)-(+)-2-Phenylpropionic acid

97%

Synonym(s):

(S)-(+)-Hydratropic acid, (S)-HTA

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About This Item

Linear Formula:
CH3CH(C6H5)CO2H
CAS Number:
7782-24-3
Molecular Weight:
150.17
Beilstein:
2044507
MDL number:
MFCD00063139
UNSPSC Code:
12352002
PubChem Substance ID:
24856916
NACRES:
NA.22

Assay

97%

form

solid

optical activity

[α]20/D +72°, c = 1.6 in chloroform

optical purity

ee: 98% (HPLC)

refractive index

n20/D 1.522 (lit.)

bp

115 °C/1 mmHg (lit.)

mp

29-30 °C (lit.)

density

1.1 g/mL at 25 °C (lit.)

functional group

carboxylic acid
phenyl

SMILES string

C[C@H](C(O)=O)c1ccccc1

InChI

1S/C9H10O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7H,1H3,(H,10,11)/t7-/m0/s1

InChI key

YPGCWEMNNLXISK-ZETCQYMHSA-N

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Application

Chiral building block. Resolving agent

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

>235.4 °F - closed cup

Flash Point(C)

> 113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

279900-50MG:
279900-250MG:
279900-BULK:
279900-VAR:
279900-1G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBG5591V
S55595V
S55595
03222AJ
S45665

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T Yamaguchi et al.
Drug metabolism and disposition: the biological fate of chemicals, 15(4), 535-539 (1987-07-01)
The contribution of the liver and kidney to the optical isomerization of (R)-(-)-2-phenylpropionic acid (hydratropic acid (HTA] was examined by iv injection of racemic HTA (20 mg/kg) to nephrectomized and bile duct-ligated rats (NEBL-rats), eviscerated rats with nonfunctioning livers (EVIS-rats)
Chunze Li et al.
Chemical research in toxicology, 15(10), 1309-1317 (2002-10-22)
Chemically reactive species formed from the metabolism of carboxylic acid-containing compounds have been proposed as mediators of their toxic side-effects. Two alternative metabolic pathways known to be involved in the generation of reactive acylating metabolites of carboxylic acids are acyl
D Ahmad et al.
Chirality, 6(5), 365-371 (1994-01-01)
The significance of disturbances of lipid metabolism caused by xenobiotic acyl-CoAs as possible causes of peroxisomal proliferation has been studied with the enantiomers of 2-phenylpropionic acid (2-PPA), the (R)-enantiomer of which is converted to the acyl-CoA in rats while its
M Sajewicz et al.
Journal of chromatographic science, 43(10), 542-548 (2006-01-28)
The usefulness of thin-layer chromatography (TLC) as an efficient measuring technique in the studies of oscillatory trans-enantiomerization of profens from the S to the R configuration (and vice versa) during their storage as 70% ethanol solutions is demonstrated in the
M J Thomason et al.
Chirality, 9(3), 254-260 (1997-01-01)
Previous investigations have described the development of nongrowing suspensions of Verticillium lecanii as a microbial model of the mammalian chiral inversion of the 2-arylpropionic acids (2-APAs). Mechanistic studies in mammals have shown that inversion involves loss of the alpha-methine proton
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