Chemical Properties Preparative Methods
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Methyl cinnamate

Chemical Properties Preparative Methods
Methyl cinnamate Structure
Methyl cinnamate
  • CAS No.103-26-4
  • Chemical Name:Methyl cinnamate
  • CBNumber:CB5206328
  • Molecular Formula:C10H10O2
  • Formula Weight:162.19
  • MOL File:103-26-4.mol
Methyl cinnamate Property
Safety
  • 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.
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H303
  • Precautionary statements P280
Methyl cinnamate Price More Price(40)
  • Brand: Sigma-Aldrich
  • Product number: W269816
  • Product name : Methyl cinnamate
  • Purity: natural,≥98%,FCC,FG
  • Packaging: 1 SAMPLE-K
  • Price: $50
  • Updated: 2021/12/16
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 96410
  • Product name : Methyl cinnamate
  • Purity: ≥99.0% (GC)
  • Packaging: 100g
  • Price: $28.5
  • Updated: 2021/12/16
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 80835
  • Product name : Methyl cinnamate
  • Purity: analytical standard
  • Packaging: 250mg
  • Price: $72.5
  • Updated: 2021/12/16
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: W269816
  • Product name : Methyl cinnamate
  • Purity: natural, ≥98%, FCC, FG
  • Packaging: 100 g
  • Price: $158
  • Updated: 2021/12/16
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: W269816
  • Product name : Methyl cinnamate
  • Purity: natural, ≥98%, FCC, FG
  • Packaging: 1 kg
  • Price: $834
  • Updated: 2021/12/16
  • Buy: Buy

Methyl cinnamate Chemical Properties,Usage,Production

  • 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.
  • Uses 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 By esterification of cinnamic acid with methanol using HCl as catalyst, or by adding HCl to a boiling solution of cinnamyl nitrile in methanol.
  • 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.
  • 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
Preparation Products
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  • C10H10O1
  • C6H5CHCHCOOCH3
  • C6H5C2H2COOCH3
  • Carbonyl Compounds
  • C10 to C11
  • Esters
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