Ethyl cinnamate

Ethyl cinnamate
Names
	Preferred IUPAC name Ethyl (2E)-3-phenylprop-2-enoate
	Other names Ethyl cinnamate
Identifiers
CAS Number	103-36-6 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL318196 ;
ChemSpider	553344 ;
ECHA InfoCard	100.002.822
PubChem CID	637758;
UNII	C023P3M5JJ ;
CompTox Dashboard (EPA)	DTXSID9022520 ;
	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/cm3
Melting point	6.5 to 8 °C (43.7 to 46.4 °F; 279.6 to 281.1 K)
Boiling point	271 °C (520 °F; 544 K)
Magnetic susceptibility (χ)	-107.5·10−6 cm3/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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".[1]

The p-methoxy derivative is reported to be a monoamine oxidase inhibitor.[2] It can be synthesized by the esterification reaction involving ethanol and cinnamic acid in the presence of sulfuric acid.

List of plants that contain the chemical

Kaempferia galanga[3][4]

References

Budavari, Susan (2001). "Merck Index 13th Ed". Merck & Co., Inc.
Noro T, Miyase T, Kuroyanagi M, Ueno A, Fukushima S (1983). "Monoamine oxidase inhibitor from the rhizomes of Kaempferia galanga L". Chem Pharm Bull. 31 (8): 2708–11. doi:10.1248/cpb.31.2708. PMID 6652816.
Wong, K. C.; et al. (2006). "Composition of the essential oil of rhizomes of kaempferia galanga L". Flavour and Fragrance Journal. 7 (5): 263–266. doi:10.1002/ffj.2730070506.
Othman, R.; 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.

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[Merck-Index-1] Budavari, Susan (2001). "Merck Index 13th Ed". Merck & Co., Inc.

[Monoamine-oxidase-Noro-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. 31 (8): 2708–11. doi:10.1248/cpb.31.2708. PMID 6652816.

[ceor-3] Wong, K. C.; et al. (2006). "Composition of the essential oil of rhizomes of kaempferia galanga L". Flavour and Fragrance Journal. 7 (5): 263–266. doi:10.1002/ffj.2730070506.

[biva-4] Othman, R.; 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.