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Merck
CN

279897

(R)-(−)-2-Phenylpropionic acid

97%

Synonym(s):

(R)-(−)-Hydratropic acid, (R)-HTA

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About This Item

Linear Formula:
CH3CH(C6H5)CO2H
CAS Number:
7782-26-5
Molecular Weight:
150.17
Beilstein:
2207688
MDL number:
MFCD00063140
UNSPSC Code:
12352002
PubChem Substance ID:
24856914
NACRES:
NA.22

Key Documents

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Assay

97%

form

solid

optical activity

[α]20/D −72°, c = 1.6 in chloroform

optical purity

ee: 98% (HPLC)

refractive index

n20/D 1.523 (lit.)

bp

115 °C/1 mmHg (lit.)

mp

29-30 °C (lit.)

density

1.1 g/mL at 25 °C (lit.)

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-/m1/s1

InChI key

YPGCWEMNNLXISK-SSDOTTSWSA-N

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Application

Chiral building block. Resolving agent

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCB9548
BCBQ6071V
BCBM3753V
BCBG6524V
1386968V

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Christiane Kiske et al.
Journal of agricultural and food chemistry, 67(4), 1187-1196 (2019-01-04)
The enantiomers of a homologous series (C6-C10) of 2-mercapto-4-alkanones were obtained by lipase-catalyzed kinetic resolution of the corresponding racemic 2-acetylthio-4-alkanones. Their configurations were assigned via vibrational circular dichroism and 1H NMR anisotropy based methods. Odor thresholds and odor qualities were
Y Nakamura et al.
Drug metabolism and disposition: the biological fate of chemicals, 15(4), 529-534 (1987-07-01)
Optical isomerization of 2-phenylpropionic acid (hydratropic acid, HTA) was studied in the organs of male rat in vitro. (R)-(-)-HTA was not isomerized by rat liver homogenate even after the addition of CoA, ATP, and Mg2+ to the incubation mixture; however
Chunze Li et al.
Drug metabolism and disposition: the biological fate of chemicals, 36(4), 682-687 (2008-01-12)
A series of studies were conducted to explore the inductive potential of different fibric acid derivatives on the two alternative metabolic activation pathways of 2-phenylpropionic acid (2-PPA) (a model substrate for profen drugs), namely acyl-CoA formation and acyl glucuronidation, in
Shengqiang Tong et al.
Journal of chromatography. A, 1281, 79-86 (2013-02-20)
High performance liquid chromatography (HPLC) and high speed counter-current chromatography (HSCCC) were applied and compared in enantioseparation of 2-phenylpropionic acid (2-PPA) when hydroxypropyl-β-cyclodextrin (HP-β-CD) was used as chiral mobile phase additive. For HPLC, the enantioseparation was achieved on ODS C(18)
Chunze Li et al.
The Journal of pharmacology and experimental therapeutics, 305(1), 250-256 (2003-03-22)
Two alternative metabolic pathways, acyl glucuronidation and acyl-CoA formation, are implicated in the generation of reactive acylating metabolites of carboxylic acids. Here, we describe studies that determine the relative importance of these two pathways in the metabolic activation of a
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