METHYL CINNAMATE

Base Information

• Chemical Name: METHYL CINNAMATE
• CAS No.: 1754-62-7
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.188
• Hs Code.: 2916399090
• Mol file: 1754-62-7.mol

Synonyms:2-Propenoicacid, 3-phenyl-, methyl ester, (E)-;Cinnamic acid, methyl ester, (E)- (8CI);(2E)-3-Phenyl-2-propenoic acid methyl ester;(E)-3-Phenyl-2-propenoic acidmethyl ester;(E)-3-Phenylacrylic acid methyl ester;(E)-Methyl3-phenylacrylate;Methyl (2E)-3-phenylpropenoate;Methyl(E)-3-phenyl-2-propenoate;Methyl (E)-3-phenylprop-2-enoate;Methyl(E)-3-phenylpropenoate;Methyl (E)-cinnamate;Methyltrans-3-phenyl-2-propenoate;trans-3-Phenyl-2-propenoicacid methyl ester;trans-Cinnamic acid methyl ester;trans-Methyl3-phenyl-2-propenoate;2-Propenoic acid,3-phenyl-, methyl ester, (2E)-;

Chemical Property of METHYL CINNAMATE

Chemical Property:

• Appearance/Colour: colorless or white crystal
• Vapor Pressure: 0.0112mmHg at 25°C
• Melting Point: 34-38 ºC
• Refractive Index: 1.558
• Boiling Point: 261.9 ºC at 760 mmHg
• Flash Point: 141.3 ºC
• PSA: 26.30000
• Density: 1.078 g/cm³
• LogP: 1.87280
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl trans-cinnamate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Methyl trans-cinnamate was used to inhibit monophenolase and diphenolase activity of mushroom tyrosinase.

Technology Process of METHYL CINNAMATE

There total 810 articles about METHYL CINNAMATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

chloranil (118-75-2) + ((1R,2R)-1-Methoxy-2-phenyl-cyclopropoxy)-trimethyl-silane → 2,3,5,6-tetrachlorobenzene-1,4-diol (87-87-6) + Methyl cinnamate (103-26-4,1754-62-7) + 3-Phenyl-3-(2,3,5,6-tetrachloro-4-hydroxy-phenoxy)-propionic acid methyl ester

Guidance literature:

In tetrahydrofuran; for 1h; Heating;

DOI:10.1016/S0040-4039(00)73235-7

Reference yield: 81.0%

((1R,2R)-1-Methoxy-2-phenyl-cyclopropoxy)-trimethyl-silane → 2,3,5,6-tetrachlorobenzene-1,4-diol (87-87-6) + Methyl cinnamate (103-26-4,1754-62-7) + 3-Phenyl-3-(2,3,5,6-tetrachloro-4-hydroxy-phenoxy)-propionic acid methyl ester

Guidance literature:

With chloranil; In tetrahydrofuran; for 1h; Heating;

DOI:10.1016/S0040-4039(00)73235-7

Reference yield: 79.0%

(E)-3-phenylacrylic acid (140-10-3) + methyl salicylate (119-36-8,8024-54-2) → Methyl cinnamate (103-26-4,1754-62-7) + salicylic acid (69-72-7,25496-36-0,8052-31-1)

Guidance literature:

(E)-3-phenylacrylic acid; With potassium carbonate; In N,N-dimethyl acetamide; at 110 ℃; for 0.5h;

methyl salicylate; at 110 ℃; for 24h;

DOI:10.1055/s-0033-1340285

upstream raw materials:

methanol

cinnamonitrile

(E)-3-phenylacrylic acid

ethyl (E)-2-acetyl-3-oxo-5-phenylpent-4-enoate

Downstream raw materials:

3,3-dimethyl-5-phenyl-2,3,5,6-tetrahydro-oxazolo[3,2-a]pyrimidin-7-one

3-Mercapto-3-phenyl-propionic acid methyl ester

diethyl (2S,3S)-3-phenyl-2-pyrrolidinylphosphonate

diethyl (2R,3R)-3-phenyl-2-pyrrolidinylphosphonate

Refernces

• 1、 Mizuno, Kazuhiko,Maeda, Hajime,Inoue, Yohtaro,Sugimoto, Akira,Vo, Luc P.,Caldwell, Richard A.. "Stereospecific (2π+2π) photocycloaddition of arylalkenes to pyrene via exciplex: Formation of 1:1- and 2:1-cycloadducts". . p. 4913 - 4916. Retrieved 2000.
• 2、 Bottin-Strzalko. "". . p. 4199,4203. Retrieved 1973.
• 3、 Janicki, Ignacy,Kie?basiński, Piotr. "A Straightforward, Purification-Free Procedure for the Synthesis of Ando and Still-Gennari Type Phosphonates". . p. 378 - 382. Retrieved 2021/10/21.
• 4、 Valiente, Alejandro,Martínez-Pardo, Pablo,Kaur, Gurpreet,Johansson, Magnus J.,Martín-Matute, Belén. "Electrochemical Proton Reduction over Nickel Foam for Z-Stereoselective Semihydrogenation/deuteration of Functionalized Alkynes". . . Retrieved 2021/12/22.