2,2-Dichloro-1,2-diphenylethanone

Base Information

• Chemical Name: 2,2-Dichloro-1,2-diphenylethanone
• CAS No.: 31315-51-2
• Molecular Formula: C₁₄H₁₀Cl₂O
• Molecular Weight: 265.139
• DSSTox Substance ID: DTXSID30447363
• Nikkaji Number: J88.715C
• Wikidata: Q82266224
• Mol file: 31315-51-2.mol

Synonyms:2,2-Dichloro-1,2-diphenylethanone;31315-51-2;2,2-Dichloro-1,2-diphenylethan-1-one;dichlorodeoxybenzoin;SCHEMBL2981609;DTXSID30447363;BS-52866;F77374

Chemical Property of 2,2-Dichloro-1,2-diphenylethanone

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 264.0108703
• Heavy Atom Count: 17
• Complexity: 263

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C(C2=CC=CC=C2)(Cl)Cl

Technology Process of 2,2-Dichloro-1,2-diphenylethanone

There total 24 articles about 2,2-Dichloro-1,2-diphenylethanone 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: 88.0%

diphenyl acetylene (501-65-5) → 2,2-dichloro-1,2-diphenylethanone (31315-51-2)

Guidance literature:

With trichloroisocyanuric acid; water; In acetonitrile; at 25 ℃; for 12h; Solvent;

DOI:10.1002/ejoc.201701640

Reference yield: 85.0%

phenyl benzyl ketone (451-40-1) → 2,2-dichloro-1,2-diphenylethanone (31315-51-2)

Guidance literature:

With tetrachlorosilane; urea hydrogen peroxide adduct; In dichloromethane; at 0 ℃; for 1.5h;

DOI:10.1080/00397911.2010.487173

Reference yield: 75.0%

phenyl benzyl ketone (451-40-1) → 2,2-dichloro-1,2-diphenylethanone (31315-51-2) + benzil (134-81-6) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With manganese triacetate; lithium chloride; In acetic acid; for 0.383333h; Product distribution; Mechanism; Heating;

DOI:10.1246/bcsj.58.142

upstream raw materials:

2-hydroxy-2-phenylacetophenone

benzil

2-diazo-1,2-diphenylethan-1-one

phenyl benzyl ketone

Downstream raw materials:

benzil

2,2-bis-(4-hydroxy-phenyl)-1,2-diphenyl-ethanone

benzil-mono-diphenylhydrazone

(α'-oxo-bibenzyl-α,α-diyldimercapto)-di-acetic acid

Refernces

• 1、 Cho, Eunjeong,Kim, Myungjin,Jayaraman, Aravindan,Kim, Jimin,Lee, Sunwoo. "Synthesis of α,α-Dichloroketones through Sequential Reaction of Decarboxylative Coupling and Chlorination". supporting information. p. 781 - 784. Retrieved 2018/02/21.
• 2、 El-Ahl, Abdel Aziz S.,Elbeheery, Akram H.,Amer, Fathy A.. "New, efficient synthesis of α-chloroketones using SiCl 4/urea-hydrogen peroxide or SiCl4/iodosylbenzene reagent systems". experimental part. p. 1508 - 1513. Retrieved 2011/06/17.