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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:
501-52-0
Molecular Weight:
150.17
Beilstein/REAXYS Number:
907515
EC Number:
207-924-5
MDL number:
MFCD00002771
UNSPSC Code:
12352100
PubChem Substance ID:
24848071
NACRES:
NA.22

Quality Level

100

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

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN6018
SHBL3533
MKCF5896
STBG8449
MKCC6453

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C S Tang et al.
Plant physiology, 69(1), 155-160 (1982-01-01)
Collection of allelopathic chemicals from the undisturbed plant root system is difficult because of their low concentrations and the high level of contaminants in growth media such as soil. A new approach for the continuous trapping of quantities of extracellular
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
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)
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
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