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Merck

391522

Sigma-Aldrich

α-Methylhydrocinnamic acid

98%

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About This Item

Fórmula lineal:
C6H5CH2CH(CH3)CO2H
Número de CAS:
Peso molecular:
164.20
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22

Análisis

98%

formulario

solid

bp

167-168 °C/23 mmHg (lit.)

mp

39-41 °C (lit.)

densidad

1.065 g/mL at 25 °C (lit.)

cadena SMILES

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)

Clave InChI

MCIIDRLDHRQKPH-UHFFFAOYSA-N

Categorías relacionadas

Descripción general

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.

Aplicación

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).

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

235.4 °F - closed cup

Punto de inflamabilidad (°C)

113 °C - closed cup

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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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)
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
Yishan Liu et al.
Journal of hazardous materials, 192(3), 1633-1640 (2011-07-29)
Microbial degradation of the chiral 2-phenylbutyric acid (2-PBA), a metabolite of surfactant linear alkylbenzene sulfonates (LAS), was investigated using both racemic and enantiomer-pure compounds together with quantitative stereoselective analyses. A pure culture of bacteria, identified as Xanthobacter flavus strain PA1
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)

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