Ethyl cinnamate

Names
Preferred IUPAC name

Ethyl (2E)-3-phenylprop-2-enoate

Other names

Ethyl cinnamate

Identifiers

CAS Number

* 103-36-6 Y

3D model (JSmol)

* Interactive image

ChEMBL |

* ChEMBL318196 Y

ChemSpider |

* 553344 Y

PubChem CID

* 637758

UNII |

* C023P3M5JJ Y

InChI

* InChI=1S/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8+ Y

Key: KBEBGUQPQBELIU-CMDGGOBGSA-N Y

* 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).

Y verify (what is YN ?)
Infobox references

Tracking categories (test):

* SizeSet

Ethyl cinnamate is the ester of cinnamic acid and ethanol. It is present in the essential oil of cinnamon.[citation needed] 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

1. ↑ Budavari, Susan (2001). "Merck Index 13th Ed.". Merck & Co., Inc.
2. ↑ "Monoamine oxidase inhibitor from the rhizomes of Kaempferia galanga L". Chem Pharm Bull 31 (8): 2708–11. 1983. doi:10.1248/cpb.31.2708. PMID 6652816.
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.
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.

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*[CID]: Compound ID