2-Benzylbenzoic acid methyl ester

Base Information

• Chemical Name: 2-Benzylbenzoic acid methyl ester
• CAS No.: 6962-60-3
• Molecular Formula: C15H14 O2
• Molecular Weight: 226.275
• Hs Code.: 2916399090
• Mol file: 6962-60-3.mol

Synonyms:o-Toluicacid, a-phenyl-, methyl ester (8CI);Methyl 2-(phenylmethyl)benzoate; Methyl 2-benzylbenzoate; NSC 37434

Chemical Property of 2-Benzylbenzoic acid methyl ester

Chemical Property:

• Vapor Pressure: 5.37E-05mmHg at 25°C
• Boiling Point: 347.5°Cat760mmHg
• Flash Point: 156.5°C
• PSA: 26.30000
• Density: 1.094g/cm³
• LogP: 3.06400

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Benzylbenzoic acid methyl ester

There total 21 articles about 2-Benzylbenzoic 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) + benzaldehyde p-toluenesulfonylhydrazone (1666-17-7) + ortho-bromobenzaldehyde (6630-33-7) → 2-benzyl-benzoic acid methyl ester (6962-60-3)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; potassium carbonate; at 100 ℃; for 3h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00579

Reference yield: 89.0%

2-bromobenzoic acid methyl ester (610-94-6) + potassium benzyltrifluoroborate → 2-benzyl-benzoic acid methyl ester (6962-60-3)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); lithium perchlorate; potassium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In N,N-dimethyl-formamide; at 20 ℃; Electrochemical reaction; Inert atmosphere; Glovebox;

DOI:10.1002/anie.202014244

Reference yield: 80.0%

2-bromobenzoic acid methyl ester (610-94-6) + benzyl(bromo)zinc (62673-31-8) → 2-benzyl-benzoic acid methyl ester (6962-60-3)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; N,N-dimethyl-formamide; at 60 ℃; for 0.333333h; under 2625.26 - 3000.3 Torr; Irradiation; Flow reactor;

DOI:10.1002/anie.201802656

upstream raw materials:

diazomethane

2-Benzylbenzoic acid

methanol

methyl o-benzoylbenzoate

Downstream raw materials:

2-benzyl-N-methoxybenzamide

2-Benzylbenzoic acid

2-benzylbenzaldehyde

10,10-Dimethyl-9,10-dihydroanthracene-9-carboxamide

Refernces

• 1、 Luo, Jian,Hu, Bo,Wu, Wenda,Hu, Maowei,Liu, T. Leo. "Nickel-Catalyzed Electrochemical C(sp3)?C(sp2) Cross-Coupling Reactions of Benzyl Trifluoroborate and Organic Halides**". . p. 6107 - 6116. Retrieved 2021/02/01.
• 2、 Zhu, Lei,Ren, Xiaojian,Yu, Yinghua,Ou, Pengcheng,Wang, Zhi-Xiang,Huang, Xueliang. "Palladium-Catalyzed Three-Component Coupling Reaction of o-Bromobenzaldehyde, N-Tosylhydrazone, and Methanol". . p. 2087 - 2092. Retrieved 2020/03/04.