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Merck

C80857

Sigma-Aldrich

trans-Cinnamic acid

≥99%

Sinónimos:

trans-3-Phenylacrylic acid, Cinnamic acid

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About This Item

Fórmula lineal:
C6H5CH=CHCOOH
Número de CAS:
Peso molecular:
148.16
Beilstein/REAXYS Number:
1905952
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99%

form

crystals

bp

300 °C (lit.)

mp

132-135 °C (lit.)

SMILES string

OC(=O)\C=C\c1ccccc1

InChI

1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+

InChI key

WBYWAXJHAXSJNI-VOTSOKGWSA-N

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Application

trans-Cinnamic acid can be used in the synthesis of:
  • A trans-cinnamic acid hydrazide derivative with potent anti-mycobacterial activity.
  • Cinnamate glycerides via homogeneous esterification reaction.
  • Styrene via biocatalytic decarboxylation by plant cell cultures.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 1

flash_point_f

320.0 °F - closed cup

flash_point_c

160 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Visite la Librería de documentos

Homogeneous catalytic esterification of glycerol with cinnamic and methoxycinnamic acids to cinnamate glycerides in solventless medium: Kinetic modeling.
Molinero L, et al.
Chemical Engineering Journal, 247(2), 174-182 (2014)
Synthesis and antimycobacterial evaluation of new trans-cinnamic acid hydrazide derivatives.
Carvalho SA, et al.
Bioorganic & Medicinal Chemistry, 18(2), 538-541 (2008)
M Takemoto et al.
Chemical & pharmaceutical bulletin, 49(5), 639-641 (2001-06-01)
A novel method for producing styrenes from trans-cinnamic acids was developed. When trans-cinnamic acid was incubated with plant cell cultures at room temperature, styrene was obtained. 4-Hydroxy-3-methoxystyrene (2a), 3-nitrostyrene (2f) and furan (2g) were synthesized quantitatively.
Stanislava Gorjanović et al.
Journal of agricultural and food chemistry, 60(38), 9573-9580 (2012-09-07)
Hydrogen peroxide scavenging (HPS) activity of unfermented (green, yellow, and white), partially fermented (oolong), and completely fermented (black) tea ( Camellia sinensis ), maté ( Ilex paraguariensis ), and various herbal infusions, as well as individual compounds (flavan-3-ols, flavonols, cinnamic
Marie S Prevost et al.
Journal of medicinal chemistry, 56(11), 4619-4630 (2013-05-21)
Pentameric ligand gated ion channels (pLGICs) mediate signal transduction. The binding of an extracellular ligand is coupled to the transmembrane channel opening. So far, all known agonists bind at the interface between subunits in a topologically conserved "orthosteric site" whose

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