2-PHENYL-ACRYLIC ACID METHYL ESTER

Base Information

• Chemical Name: 2-PHENYL-ACRYLIC ACID METHYL ESTER
• CAS No.: 1865-29-8
• Molecular Formula: C10H10 O2
• Molecular Weight: 162.188
• Hs Code.: 2916399090
• Mol file: 1865-29-8.mol

Synonyms:Atropicacid, methyl ester (7CI,8CI); 2-Phenylacrylic acid methyl ester; Methyl2-phenyl-2-propenoate; Methyl 2-phenylacrylate; Methyl 2-phenylpropenoate;Methyl atropate; Methyl a-phenylacrylate; a-Methylenebenzeneacetic acid methyl ester

Chemical Property of 2-PHENYL-ACRYLIC ACID METHYL ESTER

Chemical Property:

• Vapor Pressure: 0.0158mmHg at 25°C
• Boiling Point: 256°Cat760mmHg
• Flash Point: 145.4°C
• PSA: 26.30000
• Density: 1.044g/cm³
• LogP: 1.87280
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

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

Methyl2-Phenylacrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-PHENYL-ACRYLIC ACID METHYL ESTER

There total 74 articles about 2-PHENYL-ACRYLIC ACID METHYL ESTER 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: 97.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + phenylacetylene (536-74-3) → 2-phenyl-acrylic acid methyl ester (1865-29-8) + Methyl cinnamate (103-26-4,1754-62-7)

Guidance literature:

With palladium diacetate; toluene-4-sulfonic acid; 2-(diphenylphosphino)pyridine; at 60 ℃; under 41253.3 - 45003.6 Torr;

DOI:10.1039/b200401a

Reference yield: 90.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + phenylacetylene (536-74-3) → 2-phenyl-acrylic acid methyl ester (1865-29-8) + methyl cinnamate (103-26-4,1754-62-7)

Guidance literature:

With palladium(II) acetylacetonate; toluene-4-sulfonic acid; 1,2-bis[di(t-butyl)phosphinomethyl]benzene; at 120 ℃; for 20h; under 30003 Torr; regioselective reaction; Sealed tube;

DOI:10.1021/jacs.8b05852

Reference yield: 82.0%

bromobenzene (108-86-1,52753-63-6) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 2-phenyl-acrylic acid methyl ester (1865-29-8) + Methyl cinnamate (103-26-4,1754-62-7)

Guidance literature:

With tetrabutylammomium bromide; sodium carbonate; Pd-montmorillonite; In 1-methyl-pyrrolidin-2-one; at 150 ℃; for 3h;

DOI:10.1055/s-2006-951493

upstream raw materials:

diazomethane

2-phenylacrylic acid

methyl 2-hydroxy-2-phenylpropanoate

iodobenzene

Downstream raw materials:

3-phenyl-2-pentanone

2-phenyloxirane-2-carboxylic acid methyl ester

methyl (2R)-2-phenyl-3-(2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl)propanoate

dimethyl 2-phenylsuccinate

Refernces

• 1、 Clarke, Matthew L.. "Rhodium catalysed hydroformylation of unsaturated esters". . p. 4043 - 4045. Retrieved 2004.
• 2、 Barluenga, Jose,Ballesteros, Alfredo,De la Rua, Ramon Bernardo,Santamaria, Javier,Rubio, Eduardo,Tomas, Miguel. "Group 6 heteroatom- and non-heteroatom-stabilized carbene complexes. β,β′- and α,ββ′-Annulation reactions of cyclic enamines". . p. 1834 - 1842. Retrieved 2003.
• 3、 Ji, Xiaolei,Shen, Chaoren,Tian, Xinxin,Dong, Kaiwu. "Palladium-Catalyzed Asymmetric Hydroesterification of α-Aryl Acrylic Acids to Chiral Substituted Succinates". supporting information. p. 8645 - 8649. Retrieved 2021/10/25.
• 4、 Coles, Simon J.,Hareram, Mishra Deepak,Harnedy, James,Morrill, Louis C.,Tizzard, Graham J.. "Electrochemical oxidative: Z -selective C(sp2)-H chlorination of acrylamides". supporting information. p. 12643 - 12646. Retrieved 2021/12/07.