Methyl Cinnamate

Product Name:

Methyl cinnamate

Synonyms:

Methyl Cinamate;(Z)-3-phenyl-2-propenoic acid methyl ester;2-Propenoicacid,3-phenyl-,methylester;3-phenyl-2-propenoicacimethylester;3-phenyl-prop-2-enoicacidmethylester;Methyl 3-phenyl-2-propenoate;Methyl ester of Cinnamic acid;methyl3-phenyl-2-propenoate

CAS:

103-26-4

MF:

C10H10O2

MW:

162.19

EINECS:

203-093-8

Product Categories:

Cosmetics;Benzene derivatives;FINE Chemical & INTERMEDIATES;Cinnamic acid;Alphabetical Listings;Certified Natural ProductsFlavors and Fragrances;Flavors and Fragrances;M-N

Mol File:

103-26-4.mol

Melting point 

34-38 °C(lit.)

Boiling point 

260-262 °C(lit.)

density 

1.092

FEMA 

2698 | METHYL CINNAMATE

refractive index 

1.5771

Fp 

>230 °F

form 

Fused Crystalline Mass

Specific Gravity

1.092

color 

White to light yellow

Water Solubility 

insoluble

JECFA Number

658

Merck 

14,2299

BRN 

386468

InChIKey

CCRCUPLGCSFEDV-BQYQJAHWSA-N

CAS DataBase Reference

103-26-4(CAS DataBase Reference)

NIST Chemistry Reference

2-Propenoic acid, 3-phenyl-, methyl ester(103-26-4)

EPA Substance Registry System

Methyl cinnamate (103-26-4)

Safety Statements 

22-24/25

WGK Germany 

1

RTECS 

GE0190000

TSCA 

Yes

HS Code 

29163990

Toxicity

Moderately toxic by ingestion . The oral LD50 for rats is 2610 mg / kg . It is combustible as a liquid, and when heated to decomposition it emits acrid smoke and irritating fumes.

Chemical Properties

It appears as white to slightly yellow crystal with cherry and fragrant ester fragrant {gas. It has a melting point of 34 ° C, a boiling point of 260 ° C, a refractive index (nD20) of 1.5670 and relative density (d435) of 1.0700. It is soluble in ethanol, ether, glycerol, propylene glycol. It mostly exists in non-volatile oil and mineral oil, insoluble in water.
Natural products are contained in basil oil (up to 52%), galangal oil and cinnamon oil.

Preparative Methods

It is obtained by esterification of cinnamic acid with methanol. The mixture of cinnamic acid, methanol and sulfuric acid (or hydrochloric acid) was heated to reflux for 5 h, and the excess amount of methanol was added. Cool and spate the acid layer, washed with water and 10% sodium carbonate solution, and then washed with water to neutral. The crude product was subjected to recrystallization or vacuum distillation [collection of 132-134 ° C (2.0 kPa) fraction] to give methyl cinnamate with a yield of about 70%.

Chemical Properties

Methyl cinnamate has a fruity, balsamic odor similar to strawberry with a corresponding sweet taste. May be prepared by esterification of cinnamic acid with methanol using HCL as catalyst; or by adding HCL to a boiling solution of cinnamyl nitrile in methanol.

Chemical Properties

Methyl cinnamate has a fruity, balsamic odor similar to strawberry and a corresponding sweet taste.

Chemical Properties

White to light yellow fused crystalline mas

Uses

Methyl cinnamate is used as a fragrance ingredient in cosmetics and household products.

Uses

Perfumes, flavoring.

Preparation

By esterification of cinnamic acid with methanol using HCl as catalyst, or by adding HCl to a boiling solution of cinnamyl nitrile in methanol.

Safety Profile

Moderately toxic by ingestion. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

Raw materials

trans-Cinnamic acid