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Ethyl cinnamate

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Ethyl cinnamate
Skeletal formula
Ball-and-stick model
Names
IUPAC name Ethyl 3-phenylprop-2-enoate
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.002.822 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8+Key: KBEBGUQPQBELIU-CMDGGOBGSA-N
  • InChI=1/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8+Key: KBEBGUQPQBELIU-CMDGGOBGBD
SMILES
  • CCOC(=O)/C=C/c1ccccc1
Properties
Chemical formula C11H12O2
Molar mass 176.21 g/mol
Density 1.046 g/cm
Melting point 6.5-8 °C
Boiling point 271 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Ethyl cinnamate is the ester of cinnamic acid and ethanol. It is present in the essential oil of cinnamon ; pure ethyl cinnamate has a "fruity and balsamic odor, reminiscent of cinnamon with an amber note" .
The p-methoxy substitute is reported to be a monoamine oxidase inhibitor.

List of plants that contain the chemical

Toxicology

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Notes and references

This article has an unclear citation style. The references used may be made clearer with a different or consistent style of citation and footnoting. (September 2007) (Learn how and when to remove this message)
  1. Budavari, Susan (2001). "Merck Index 13th Ed". Merck & co., Inc.
  2. Noro T, Miyase T, Kuroyanagi M, Ueno A, Fukushima S. (1983). "Monoamine oxidase inhibitor from the rhizomes of Kaempferia galanga L.". Chem Pharm Bull (Tokyo). 31 (8): 2708–11. PMID 6652816.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  3. Wong, K. C.; Ong, K. S.; Lim, C. L.; et al. (2006). "Compositon of the essential oil of rhizomes of kaempferia galanga L.". Flavour and Fragrance Journal. 7 (5): 263–266. doi:10.1002/ffj.2730070506. {{cite journal}}: |access-date= requires |url= (help); Cite has empty unknown parameter: |coauthors= (help); Explicit use of et al. in: |first= (help)
  4. Othman, R.; Ibrahim, H; Mohd, MA; Mustafa, MR; Awang, K; et al. (2006). "Bioassay-guided isolation of a vasorelaxant active compound from Kaempferia galanga L.". Phytomedicine. 13 (1–2): 61–66. doi:10.1016/j.phymed.2004.07.004. PMID 16360934. {{cite journal}}: |access-date= requires |url= (help); Cite has empty unknown parameter: |coauthors= (help); Explicit use of et al. in: |first= (help)


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