2,3'-Dichloroacetophenone

Base Information

• Chemical Name: 2,3'-Dichloroacetophenone
• CAS No.: 21886-56-6
• Molecular Formula: C8H6Cl2O
• Molecular Weight: 189.041
• Hs Code.: 2914700090
• Mol file: 21886-56-6.mol

Synonyms:Acetophenone,2,3'-dichloro- (7CI,8CI);2-Chloro-1-(3-chlorophenyl)-1-ethanone;m-Chlorophenacylchloride;2-Chloro-1-(3-chlorophenyl)ethanone;2'-Chloro-3-chloroacetophenone;3-Chlorophenacyl chloride;

Chemical Property of 2,3'-Dichloroacetophenone

Chemical Property:

• Boiling Point: 283.7 °C at 760 mmHg
• Flash Point: 118.2 °C
• PSA: 17.07000
• Density: 1.31 g/cm³
• LogP: 2.76150
• Storage Temp.: 2-8°C

Purity/Quality:

99.5% ^*data from raw suppliers

2,3''-Dichloroacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,3''-Dichloroacetophenone is used as a reagent in the synthesis of benzothiazepinones (BTZs) as novel non-ATP competitive inhibitors of glycogen synthase kinase-3β (GSK-3β). Also used as a reagent in the synthesis of benzimidazolyl pyridinones as insulin-like growth factor I (IGF-1R) kinase inhibitors.

Technology Process of 2,3'-Dichloroacetophenone

There total 12 articles about 2,3'-Dichloroacetophenone 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: 89.0%

3-Chlorostyrene (2039-85-2,26100-04-9) → 3-chlorophenacyl chloride (21886-56-6)

Guidance literature:

With magnesium(II) chloride hexahydrate; oxygen; lithium perchlorate; manganese(ll) chloride; In dichloromethane; acetone; at 40 ℃; for 40h; Electrochemical reaction;

DOI:10.1039/c9cc06746a

Reference yield: 86.0%

m-(2-Chlorethinyl)-chlorbenzol (84553-19-5) → 3-chlorophenacyl chloride (21886-56-6)

Guidance literature:

With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]gold bis(trifluoromethanesulfonyl)imidate; isopropyl alcohol; In 2-methyltetrahydrofuran; water; at 40 ℃; for 16h;

DOI:10.1021/acscatal.1c05216

Reference yield: 60.0%

1-bromo-3-chlorobenzene (108-37-2) + chloroacetyl chloride (79-04-9) → 3-chlorophenacyl chloride (21886-56-6)

Guidance literature:

1-bromo-3-chlorobenzene; With n-hexyllithium; In tetrahydrofuran; hexane; at -60 ℃; for 1h;

With zinc(II) chloride; In tetrahydrofuran; hexane; at -60 - -10 ℃;

chloroacetyl chloride; copper(l) chloride; In tetrahydrofuran; hexane; at -10 - 20 ℃; Further stages.;

DOI:10.1021/ol0629667

upstream raw materials:

3-Chlorostyrene

m-chlorophenylacetylene

acetic acid

3'-Chloroacetophenone

Downstream raw materials:

C₁₇H₁₈ClNO

1-(3-chlorophenyl)-2-hydroxyethanone

1-(3-chlorophenyl)-2-methoxyethan-1-one

1-(3-chlorophenyl)-4-phenylbutane-1,4-dione

Refernces

• 1、 González-Granda, Sergio,Escot, Lorena,Lavandera, Iván,Gotor-Fernández, Vicente. "Unmasking the Hidden Carbonyl Group Using Gold(I) Catalysts and Alcohol Dehydrogenases: Design of a Thermodynamically-Driven Cascade toward Optically Active Halohydrins". . p. 2552 - 2560. Retrieved 2022/02/16.
• 2、 Tian, Siyu,Jia, Xiaofei,Wang, Ling,Li, Baoying,Liu, Siyuan,Ma, Li,Gao, Wei,Wei, Yingqin,Chen, Jianbin. "The Mn-catalyzed paired electrochemical facile oxychlorination of styrenes: Via the oxygen reduction reaction". supporting information. p. 12104 - 12107. Retrieved 2019/10/14.