Contact us: +91 9550333722 040 - 40102781
Structured search
India
Choose your country
Different countries will display different contents
Try our best to find the right business for you.
My chemicalbook

Welcome back!

HomeProduct name listMethyl cinnamate

Methyl cinnamate

  • CAS NO.:103-26-4
  • Empirical Formula: C10H10O2
  • Molecular Weight: 162.19
  • MDL number: MFCD00008458
  • EINECS: 203-093-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-31 13:32:20
Methyl cinnamate Structural

What is Methyl cinnamate?

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 and a corresponding sweet taste.

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.

The Uses of Methyl cinnamate

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

The Uses of Methyl cinnamate

Methyl cinnamate was used to inhibit monophenolase and diphenolase activity of mushroom tyrosinase and it also has antimicrobial ability. It is mainly is used in the flavor and perfume industries. It is known to attract males of various orchid bees, such as Aglae caerulea.

Preparation

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

Definition

ChEBI: Methyl cinnamate is a methyl ester resulting from the formal condensation of methyl cinnamic acid with methanol. It is found naturally in the essential oils of Alpinia and Basil leaf oil, and widely used in the flavor and perfume industries. It has a role as a flavouring agent, a fragrance, an insect attractant, a volatile oil component and an anti-inflammatory agent. It is a methyl ester and an alkyl cinnamate.

Synthesis Reference(s)

Journal of the American Chemical Society, 96, p. 1133, 1974 DOI: 10.1021/ja00811a029
Tetrahedron Letters, 29, p. 6119, 1988 DOI: 10.1016/S0040-4039(00)82281-9

General Description

Methyl cinnamate is an important flavoring agent and fragrance ingredient. It is one of the main aroma components of basil oil, Japanese and Korean matsutake mushrooms.

Flammability and Explosibility

Non flammable

Safety Profile

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

Properties of Methyl cinnamate

Melting point: 33-38 °C (lit.)
Boiling point: 260-262 °C (lit.)
Density  1.092
vapor pressure  0.73Pa at 25℃
refractive index  1.5771
FEMA  2698 | METHYL CINNAMATE
Flash point: >230 °F
storage temp.  Sealed in dry,Room Temperature
solubility  Chloroform (Slightly), Methanol (Slightly)
form  Fused Crystalline Mass
color  White to light yellow
Specific Gravity 1.092
Odor at 100.00 %. sweet balsam strawberry cherry cinnamon
Water Solubility  insoluble
JECFA Number 658
Merck  14,2299
BRN  386468
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 information for Methyl cinnamate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H317:Sensitisation, Skin
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for Methyl cinnamate

InChIKey CCRCUPLGCSFEDV-BQYQJAHWSA-N

Related products of tetrahydrofuran

You may like

Statement: All products displayed on this website are only used for non medical purposes such as industrial applications or scientific research, and cannot be used for clinical diagnosis or treatment of humans or animals. They are not medicinal or edible.