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135232

Sigma-Aldrich

Hydrocinnamic acid

99%

Synonym(s):

3-Phenylpropionic acid, Benzylacetic acid

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About This Item

Linear Formula:
C6H5CH2CH2COOH
CAS Number:
Molecular Weight:
150.17
Beilstein:
907515
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

solid

bp

280 °C (lit.)

mp

45-48 °C (lit.)

solubility

ethanol: soluble 50 mg/mL, clear, colorless to faintly yellow

density

1.071 g/mL at 25 °C (lit.)

functional group

carboxylic acid
phenyl

SMILES string

OC(=O)CCc1ccccc1

InChI

1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)

InChI key

XMIIGOLPHOKFCH-UHFFFAOYSA-N

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General description

Hydrocinnamic acid forms complexes with uranium(VI) and has been investigated in aqueous solution by attenuated total reflection fourier transform infrared spectroscopy. Hydrocinnamic acids are the major rhizospheric compounds with known growth regulatory activity.

Application

Hydrocinnamic acid was used in the synthesis of three medium-chain acyl-Coenzyme A′s i.e. 3-phenylpropionyl-CoA from mixed anhydrides of fatty acids.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

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

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Hany F Sobhi et al.
Analytical biochemistry, 401(1), 114-124 (2010-02-27)
The measurement of acyl-CoA dehydrogenase activities is an essential part of the investigation of patients with suspected defects in fatty acid oxidation. Multiple methods are available for the synthesis of the substrates used for measuring acyl-CoA dehydrogenase activities; however, the
Marion Sander et al.
Planta, 233(6), 1157-1171 (2011-02-15)
cDNAs and genes encoding a hydroxycinnamoyl-CoA:hydroxyphenyllactate hydroxycinnamoyltransferase (CbRAS; rosmarinic acid synthase) and a hydroxycinnamoyl-CoA:shikimate hydroxycinnamoyltransferase (CbHST) were isolated from Coleus blumei Benth. (syn. Solenostemon scutellarioides (L.) Codd; Lamiaceae). The proteins were expressed in E. coli and the substrate specificity of
Nuria Mateo Anson et al.
Journal of agricultural and food chemistry, 57(14), 6148-6155 (2009-06-23)
Ferulic acid (FA) is the most abundant phenolic compound in wheat grain, mainly located in the bran. However, its bioaccessibility from the bran matrix is extremely low. Different bioprocessing techniques involving fermentation or enzymatic and fermentation treatments of wheat bran
Ling Cheng et al.
American journal of physiology. Gastrointestinal and liver physiology, 290(6), G1307-G1317 (2006-01-28)
Platelet-activating factor (PAF) and interleukin-6 (IL-6) are produced in the esophagus in response to HCl and affect ACh release, causing changes in esophageal motor function similar to esophagitis (Cheng L, Cao W, Fiocchi C, Behar J, Biancani P, and Harnett
Directed functionalization of C-H bonds: now also meta selective.
Thanh Truong et al.
Angewandte Chemie (International ed. in English), 51(47), 11677-11679 (2012-10-12)

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