Ethyl 2-(chlorocarbonyl)benzoate

Base Information

• Chemical Name: Ethyl 2-(chlorocarbonyl)benzoate
• CAS No.: 22103-82-8
• Molecular Formula: C10H9ClO3
• Molecular Weight: 212.633
• DSSTox Substance ID: DTXSID50519177
• Wikidata: Q82382183
• Mol file: 22103-82-8.mol

Synonyms:22103-82-8;Ethyl 2-(chlorocarbonyl)benzoate;ethyl 2-carbonochloridoylbenzoate;Benzoic acid, 2-(chlorocarbonyl)-, ethyl ester;carbethoxybenzoylchloride;SCHEMBL3360968;DTXSID50519177

Chemical Property of Ethyl 2-(chlorocarbonyl)benzoate

Chemical Property:

• PSA: 43.37000
• LogP: 2.24230
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 212.0240218
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Ethyl 2-(chlorocarbonyl)benzoate

There total 6 articles about Ethyl 2-(chlorocarbonyl)benzoate 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: 100.0%

monoethyl phthalate (2306-33-4) → phthalic monoacid monoethyl ester chloride (22103-82-8)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/acs.orglett.9b03196

Reference yield:

benzoic acid (65-85-0,8013-63-6) → phthalic monoacid monoethyl ester chloride (22103-82-8)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; copper(II) acetate monohydrate; 1,4-diaza-bicyclo[2.2.2]octane / 24 h / 100 °C / Sealed tube

2: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 4 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; oxalyl dichloride; palladium diacetate; copper(II) acetate monohydrate; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1021/acs.orglett.9b03196

Reference yield:

phthalic anhydride (85-44-9) → phthalic monoacid monoethyl ester chloride (22103-82-8)

Guidance literature:

With thionyl chloride; thionyl chloride; Multistep reaction; 2.) 50 deg C;

DOI:10.1016/S0040-4039(00)88098-3

upstream raw materials:

monoethyl phthalate

phthalic anhydride

thionyl chloride

phosphorus trichloride

Downstream raw materials:

diethyl 2--1,2-dihydro-1-isoquinolylphosphonate

3-Butyl-2-[2-(2-[1,3]dithian-2-yl-4,5-dimethoxy-phenyl)-ethyl]-3-hydroxy-2,3-dihydro-isoindol-1-one

N-<2-(1,3-dithian-2-yl)-4,5-dimethoxyphenethyl>phthalimide S-oxide

N-[2-(2-[1,3]Dithian-2-yl-4,5-dimethoxy-phenyl)-ethyl]-2-pentanoyl-benzamide