Ethyl 4-chlorobenzoylformate

Base Information

• Chemical Name: Ethyl 4-chlorobenzoylformate
• CAS No.: 34966-48-8
• Molecular Formula: C10H9ClO3
• Molecular Weight: 212.633
• Hs Code.: 2915390090
• European Community (EC) Number: 675-587-5
• DSSTox Substance ID: DTXSID40374499
• Nikkaji Number: J836.791D
• Wikidata: Q72473555
• Mol file: 34966-48-8.mol

Synonyms:Ethyl 4-chlorobenzoylformate;34966-48-8;ethyl 2-(4-chlorophenyl)-2-oxoacetate;ETHYL 4-CHLOROPHENYLGLYOXYLATE;(4-chlorophenyl)glyoxylic acid ethyl ester;MFCD01319615;ethyl 2-(4-chlorophenyl)-2-oxo-acetate;ethyl (4-chlorophenyl)(oxo)acetate;Benzeneacetic acid, 4-chloro-a-oxo-, ethyl ester;SCHEMBL1525403;DTXSID40374499;BIELZWDKOJZMOG-UHFFFAOYSA-N;BBL103573;STL557383;AKOS009157649;AC-5768;CS-W004977;ethyl 2-oxo-2-(4-chlorophenyl)acetate;ethyl 4-chlorobenzoylformate, AldrichCPR;DS-14619;SY002704;(4-chlorophenyl)oxoacetic acid ethyl ester;4-Chloro-oxo-benzeneacetic acid ethyl ester;AM20040251;FT-0602476;EN300-65590;(4-chloro-phenyl)-oxo-acetic acid ethyl ester;A24544;alpha-Oxo-4-chlorobenzeneacetic acid ethyl ester;F2167-7139;Z838170334;Ethyl (4-chlorophenyl)(oxo)acetate;Ethyl 2-(2,4-dichlorophenyl)-2-oxoacetate

Chemical Property of Ethyl 4-chlorobenzoylformate

Chemical Property:

• Vapor Pressure: 0.000837mmHg at 25°C
• Refractive Index: 1.528
• Boiling Point: 305.1 °C at 760 mmHg
• Flash Point: 129 °C
• PSA: 43.37000
• Density: 1.255 g/cm³
• LogP: 2.08580
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 212.0240218
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

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

Ethyl2-(4-Chlorophenyl)-2-oxoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 4-chlorobenzoylformate

There total 33 articles about Ethyl 4-chlorobenzoylformate 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: 98.0%

(4-chlorphenyl)magnesium bromide (873-77-8) + oxalic acid diethyl ester (95-92-1) → ethyl 2-(4-chlorophenyl)-2-oxoacetate (34966-48-8)

Guidance literature:

oxalic acid diethyl ester; With tert-butyl methyl ether; In tetrahydrofuran; at -78 ℃; Cooling with acetone-dry ice;

(4-chlorphenyl)magnesium bromide; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/acs.orglett.5b02838

Reference yield: 91.0%

3-hydroxy-2-(4-chlorophenyl)acrylic acid ethyl ester (4383-55-5) → ethyl 2-(4-chlorophenyl)-2-oxoacetate (34966-48-8)

Guidance literature:

With ozone; In methanol; at -78 ℃; for 0.25h;

DOI:10.1080/00397919908086470

Reference yield: 90.0%

ethanol (64-17-5) + p-chlorobenzoylacetonitrile (4640-66-8) → ethyl 2-(4-chlorophenyl)-2-oxoacetate (34966-48-8)

Guidance literature:

With oxygen; In tetrahydrofuran; at 20 ℃; for 24h; Irradiation;

DOI:10.1055/s-0036-1591943

upstream raw materials:

4-chlorobenzoyl cyanide

4-chlorophenylglyoxylic acid

ethanol

bromochlorobenzene

Downstream raw materials:

dichloro-(4-chloro-phenyl)-acetic acid ethyl ester

(R)-(-)-2-(4-chloro-phenyl)-2-hydroxy-3-nitro-propionic acid ethyl ester

2-(4-chlorophenyl)-3-methylcrotonic acid

(E)-4-Bromo-2-(4-chloro-phenyl)-3-methyl-but-2-enoic 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、 Chu, Changhu,Dong, Wenwen,Lin, Jia,Teng, Jiangge,Wang, Zhiwei,Zhao, Rong. "Copper on charcoal: Cu0nanoparticle catalysed aerobic oxidation of α-diazo esters". . p. 6120 - 6126. Retrieved 2021/07/21.