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Methyl cinnamate

Basic information Chemical Properties Preparative Methods Safety Related Supplier

Methyl cinnamate Basic information

Product Name:
Methyl cinnamate
CAS:
103-26-4
MF:
C10H10O2
MW:
162.19
EINECS:
203-093-8
Mol File:
103-26-4.mol
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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
Flash point:
>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)
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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.

MSDS

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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%.

Description

Methyl cinnamate is the methyl ester of cinnamic acid and is a white or transparent solid with a strong, aromatic odor. It is found naturally in a variety of plants, including in fruits, like strawberry, and some culinary spices, such as Sichuan pepper and some varieties of basil. Eucalyptus olida has the highest known concentrations of methyl cinnamate (98 %) with a 2 - 6 % fresh weight yield in the leaf and twigs.
Methyl cinnamate is used in the flavor and perfume industries. The flavor is fruity and strawberry-like; and the odor is sweet, balsamic with fruity odor, reminiscent of cinnamon and strawberry.
It is known to attract males of various orchid bees, such as Aglae caerulea.
Methyl cinnamate crystals extracted using steam distillation from Eucalyptus olida.

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

Occurrence

Reported found in the oil from rhizomes of Alpinia malaccensis, in the oil from leaves of Ocimum canum Sims.; in the oil of Narcissus jonquilla L.; in the oil from rhizomes of Gastrochilus panduratum Ridl.; two isomers (cis- and trans-) exist in natural. Also reported found in cranberry, guava, pineapple, strawberry fruit and jam, cinnamon leaf, Camembert cheeses, cocoa, avocado, plum, prune, cloudberry, starfruit, plum brandy, rhubarb, beli (Aegle marmelos Correa), loquat and Bourbon vanilla.

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

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Methyl cinnamateSupplierMore

Wuhan lenmaike Industrial Co., Ltd. Gold
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027-83916065-
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Taizhou DongBang Fine Chemical Co. Ltd. Gold
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0523-86235448-
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Wuhan Netcom Electronic Commerce Limited Gold
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18064670521
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J & K SCIENTIFIC LTD.
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010-82848833- ;010-82848833-
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel:
21-61259100-
Email:
sh@meryer.com
Basic information Chemical Properties Preparative Methods Safety Related Supplier