391522

Sigma-Aldrich

α-Methylhydrocinnamic acid

98%

Linear Formula:
C6H5CH2CH(CH3)CO2H
CAS Number:
Molecular Weight:
164.20
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

assay

98%

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

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).

Packaging

5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Conformational studies of 2-methyl-3-phenylpropionic acid, 2-phenylbutyric acid and their methyl esters by NMR spectroscopy.
Spassov SL and Stefanova R.
Journal of Molecular Structure, 53, 219-224 (1979)
Stereochemical Studies. V. Intramolecular CH Bond Insertion Reaction of Acyl Nitrene generated from optically Active Acyl Azide.
Shiro T, et al.
Chemical & Pharmaceutical Bulletin, 18(6), 1124-1136 (1970)
M T Tsamis et al.
Journal of chromatography, 277, 61-69 (1983-10-14)
Two chromatographic methods which allow the measurement of 2-phenylbutyric acid in serum are described: a gas chromatographic, after silylation, and a reversed-phase high-performance liquid chromatographic. The liquid chromatography with a fluorescent detection, after derivatization by 4-bromomethyl-7-methoxycoumarin, is ten times more...
Synthesis of chiral building blocks for selective adenosine receptor agents. Lipase-catalyzed resolution of 2-benzylpropanol and 2-benzylpropionic acid.
Delinck DL and Margolin AL.
Tetrahedron Letters, 31(47), 6797-6798 (1990)
Jörgen Samuelsson et al.
Journal of chromatography. A, 1163(1-2), 177-189 (2007-07-07)
A systematic study was made to explain the large improvements in separation performance and capacity of basic compounds at alkaline conditions. The adsorption of three probe components was investigated on four alkaline-stable silica-based C18 columns at three different pH-levels: 3...

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