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Methyl cinnamate Basic information

Chemical Properties Preparative Methods

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

Methyl cinnamate Chemical Properties

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)

Methyl cinnamate Safety Information

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.

Methyl cinnamate Usage And Synthesis

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.

Methyl cinnamate Preparation Products And Raw materials

Raw materials

trans-Cinnamic acid

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