Ethyl 2-(3-chlorophenyl)-2-oxoacetate

Base Information

• Chemical Name: Ethyl 2-(3-chlorophenyl)-2-oxoacetate
• CAS No.: 62123-73-3
• Molecular Formula: C10H9 Cl O3
• Molecular Weight: 212.633
• Hs Code.: 2918300090
• European Community (EC) Number: 675-319-7
• DSSTox Substance ID: DTXSID80374498
• Nikkaji Number: J836.792B
• Wikidata: Q72473558
• Mol file: 62123-73-3.mol

Synonyms:62123-73-3;ethyl 2-(3-chlorophenyl)-2-oxoacetate;Ethyl 3-chlorobenzoylformate;(3-chlorophenyl)glyoxylic acid ethyl ester;ethyl (3-chlorophenyl)(oxo)acetate;3-Chloro-oxo-benzeneacetic acid ethyl ester;SCHEMBL3018743;DTXSID80374498;AORWOAPLLYVOEU-UHFFFAOYSA-N;ethyl-(3-chlorophenyl)(oxo)acetate;MFCD01319616;AKOS015891082;DS-18184;(3-chlorophenyl)oxoacetic acid ethyl ester;CS-0315756;FT-0630347;(3-Chloro-phenyl)-oxo-acetic acid ethyl ester;D87682;alpha-Oxo-3-chlorobenzeneacetic acid ethyl ester;A833591;(3-chlorophenyl)glyoxylic acid ethyl ester, AldrichCPR

Chemical Property of Ethyl 2-(3-chlorophenyl)-2-oxoacetate

Chemical Property:

• Vapor Pressure: 0.000761mmHg at 25°C
• Boiling Point: 88°C 0,1mm
• Flash Point: 129.9°C
• PSA: 43.37000
• Density: 1.255g/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: 227

Purity/Quality:

98%min ^*data from raw suppliers

(3-Chlorophenyl)oxoaceticacidethylester ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2-(3-chlorophenyl)-2-oxoacetate

There total 12 articles about Ethyl 2-(3-chlorophenyl)-2-oxoacetate 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: 90.0%

3-chlorophenylglyoxal (27700-54-5) → ethyl 2‐(3‐chlorophenyl)‐2‐oxoacetate (62123-73-3)

Guidance literature:

With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In water; at 60 ℃; for 2h; Sealed tube;

DOI:10.1080/00397911.2019.1600193

Reference yield: 86.0%

potassium ethyl xanthogenate (140-89-6) + 3'-Chloroacetophenone (99-02-5) → ethyl 2‐(3‐chlorophenyl)‐2‐oxoacetate (62123-73-3)

Guidance literature:

With iodine; dimethyl sulfoxide; In water; at 80 ℃; for 12h; Schlenk technique;

DOI:10.1021/acs.joc.9b03272

Reference yield: 81.0%

3-chlorophenylboronic acid (63503-60-6) + ethyl cyanoformate (623-49-4) → ethyl 2‐(3‐chlorophenyl)‐2‐oxoacetate (62123-73-3)

Guidance literature:

With boric acid; [Rh(OH)(cod)]2; In 1,4-dioxane; at 60 ℃; for 3h;

DOI:10.1039/b704105e

upstream raw materials:

oxalic acid diethyl ester

(3-chlorophenyl)magnesium bromide

3-chlorophenylboronic acid

ethyl cyanoformate

Downstream raw materials:

N-benzyl-2-(3-chlorophenyl)-2-oxoacetamide

ethyl 2-(3-chlorophenyl)-2-hydroxyacetate

ethyl 2-(3-chlorophenyl)-4-oxo-3,4-dihydro-2H-pyran-2-carboxylate

(R)-tert-butyl 3-(1-(3-chlorophenyl)-2-ethoxy-1-hydroxy-2-oxoethyl)-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

Refernces

• 1、 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.
• 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.