Ethyl 2-methylbenzoylformate

Base Information

• Chemical Name: Ethyl 2-methylbenzoylformate
• CAS No.: 66644-67-5
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID50469582
• Nikkaji Number: J1.834.079H
• Wikidata: Q82297368
• Mol file: 66644-67-5.mol

Synonyms:ETHYL 2-METHYLBENZOYLFORMATE;66644-67-5;ethyl 2-(2-methylphenyl)-2-oxoacetate;MFCD01311167;2-Methyl-oxo-benzeneacetic acid ethyl ester;ETHYL2-METHYLBENZOYLFORMATE;SCHEMBL1190834;DTXSID50469582;Ethyl 2-oxo-2-(o-tolyl)acetate;JDAUJYBYAJXLIU-UHFFFAOYSA-N;AKOS006277881;ethyl 2-(methyl-phenyl)-2-oxoacetate;ethyl 2-(2-methyl-phenyl)-2-oxoacetate;ethyl 2-methylbenzoylformate, AldrichCPR;CS-0312087;F79858

Chemical Property of Ethyl 2-methylbenzoylformate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Boiling Point: 289.745°C at 760 mmHg
• Flash Point: 127.236°C
• PSA: 43.37000
• Density: 1.106g/cm³
• LogP: 1.74080
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

95% ^*data from raw suppliers

2-Methyl-oxo-benzeneaceticAcidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C1=CC=CC=C1C

Technology Process of Ethyl 2-methylbenzoylformate

There total 27 articles about Ethyl 2-methylbenzoylformate 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: 92.0%

ethanol (64-17-5) + 2-Methylacetophenone (577-16-2,122382-54-1) → ethyl 2-methylbenzoylformate (66644-67-5)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; 4-nitro-phenol; oxygen; potassium iodide; for 11.5h; Electrochemical reaction;

DOI:10.1002/chem.201302307

Reference yield: 91.0%

2-methylchlorobenzene (95-49-8) + Ethyl oxalyl chloride (4755-77-5) → ethyl 2-methylbenzoylformate (66644-67-5)

Guidance literature:

2-methylchlorobenzene; With lithium; In diethyl ether; at 3 - 6 ℃;

With copper(l) cyanide; In tetrahydrofuran; diethyl ether; at 3 - 6 ℃; for 0.416667h; Cooling with ice;

Ethyl oxalyl chloride; In tetrahydrofuran; diethyl ether; at 3 - 20 ℃; for 1.25h;

DOI:10.1021/ol302672n

Reference yield: 87.0%

ortho-tolylmagnesium bromide (932-31-0) + oxalic acid diethyl ester (95-92-1) → ethyl 2-methylbenzoylformate (66644-67-5)

Guidance literature:

In diethyl ether; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201102913

upstream raw materials:

ethanol

2-methylbenzoyl cyanide

ortho-tolylmagnesium bromide

oxalic acid diethyl ester

Downstream raw materials:

ethyl hydroxy(2-methylphenyl)acetate

(Dibutyl-ethyl-silanyloxy)-o-tolyl-acetic acid ethyl ester

Refernces

• 1、 Chen, Liang,Gao, Meng,Lu, Cuifen,Ma, Chao,Ruan, Mengyao,Wen, Ziyang,Yang, Fan,Yang, Guichun. "Electrochemical two-electron oxygen reduction reaction (ORR) induced aerobic oxidation of α-diazoesters". . p. 2168 - 2171. Retrieved 2022/02/17.
• 2、 Luo, Xianglin,He, Runfa,Liu, Qiang,Gao, Yanping,Li, Jingqing,Chen, Xiuwen,Zhu, Zhongzhi,Huang, Yubing,Li, Yibiao. "Metal-Free Oxidative Esterification of Ketones and Potassium Xanthates: Selective Synthesis of α-Ketoesters and Esters". . p. 5220 - 5230. Retrieved 2020/05/18.