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391522

Sigma-Aldrich

α-Methylhydrocinnamic acid

98%

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Linear Formula:
C6H5CH2CH(CH3)CO2H
CAS Number:
Molecular Weight:
164.20
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

solid

bp

167-168 °C/23 mmHg (lit.)

mp

39-41 °C (lit.)

density

1.065 g/mL at 25 °C (lit.)

SMILES string

CC(Cc1ccccc1)C(O)=O

InChI

1S/C10H12O2/c1-8(10(11)12)7-9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,11,12)

InChI key

MCIIDRLDHRQKPH-UHFFFAOYSA-N

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1 of 4

This Item
433330163848164976
vibrant-m

391522

α-Methylhydrocinnamic acid

vibrant-m

433330

2-Methylhydrocinnamic acid

vibrant-m

163848

α-Fluorocinnamic acid

vibrant-m

164976

α-Hydroxyisobutyric acid

mp

39-41 °C (lit.)

mp

100-103 °C (lit.)

mp

156-159 °C (lit.)

mp

76-80 °C (lit.)

form

solid

form

-

form

-

form

solid

bp

167-168 °C/23 mmHg (lit.)

bp

-

bp

290 °C (lit.)

bp

84 °C/1.5 mmHg (lit.)

density

1.065 g/mL at 25 °C (lit.)

density

-

density

-

density

-

General description

α-Methylhydrocinnamic acid (2-methyl-3-phenylpropionic acid, 2-benzylpropionic acid) is a cinnamic acid derivative. Its synthesis by the asymmetric hydrogenation of α-methylcinnamic acid has been reported. α-Methylhydrocinnamic acid, a short chain fatty acid derivative (SCFAD), has been reported to correct the cystic fibrosis transmembrane conductance regulator (ΔF508-CFTR) defect. Conformational studies of 2-methyl-3-phenylpropionic acid has been investigated by NMR spectroscopy. The enantiomers of 2-benzylpropionic acid has been reported to be synthesized using a lipase-catalyzed resolution. (S) (+)-2-methyl-3-phenylpropionic acid participates in the synthesis of optically active (R)-5-methyl-6-phenylhexanoyl azide. L-2-Methyl-3.phenylpropionic acid has been reported to be an inhibitor of carboxypeptidase A. Polymer-supported “Evans” oxazolidinone mediated solid phase asymmetric has been employed in the synthesis of (S)-2-methyl-3-phenylpropionic acid.

Application

α-Methylhydrocinnamic acid is suitable for use in the comparative study to investigate the γ-globin inducibility of short-chain fatty acid derivatives (SCFADs) in mice. It may be used as a histone deacetylase (HDAC) inhibitor in the comparative study to investigate the EGFP-induction potency of a number of HDAC inhibitors. It may be used in the study to investigate the selectivity of the sensor based on imprinted poly(o-phenylenediamine) (iPoPD).

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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