Cinnamic acid

Cinnamic acid is an organic compound with the formula C6H5-CH=CH-COOH. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Classified as an unsaturated carboxylic acid, it occurs naturally in a number of plants. It exists as both a cis and a trans isomer, although the latter is more common.

Cinnamic acid
Names
Preferred IUPAC name
(2E)-3-Phenylprop-2-enoic acid
Systematic IUPAC name
Cinnamic acid
Other names
trans-Cinnamic acid
Phenylacrylic acid
Cinnamylic acid
3-Phenylacrylic acid
(E)-Cinnamic acid
Benzenepropenoic acid
Isocinnamic acid
Identifiers
3D model (JSmol)
3DMet
1905952
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.908
EC Number
  • 205-398-1
3731
KEGG
UNII
  • InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+ Y
    Key: WBYWAXJHAXSJNI-VOTSOKGWSA-N Y
  • InChI=1/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
    Key: WBYWAXJHAXSJNI-VOTSOKGWBT
  • O=C(O)\C=C\c1ccccc1
Properties
C9H8O2
Molar mass 148.161 g·mol−1
Appearance White monoclinic crystals
Odor Honey-like
Density 1.2475 g/cm3
Melting point 133 °C (271 °F; 406 K)
Boiling point 300 °C (572 °F; 573 K)
500 mg/L
Acidity (pKa) 4.44
−7.836×10−5 cm3/mol
Hazards
GHS labelling:
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
NFPA 704 (fire diamond)
1
1
0
Flash point > 100 °C (212 °F; 373 K)
Related compounds
Related compounds
Benzoic acid, Phenylacetic acid, Phenylpropanoic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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