5157-57-3

Basic information

• Product Name: 2,2-Dichloro-1-(4-chlorophenyl)ethanone
• Synonyms: 2,2-Dichloro-1-(4-chlorophenyl)ethanone;Acetophenone, 2,2-dichloro-4'-chloro-
• CAS NO: 5157-57-3
• Molecular Formula: C₈H₅Cl₃O
• Molecular Weight: 223.4837
• Mol File: 5157-57-3.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 907.6°C at 760 mmHg
• Flash Point: 502.7°C
• Appearance: /
• Density: 1.35g/cm³
• Vapor Pressure: 1.59E-35mmHg at 25°C
• Refractive Index: 1.634
• CAS DataBase Reference: 2,2-Dichloro-1-(4-chlorophenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dichloro-1-(4-chlorophenyl)ethanone(5157-57-3)
• EPA Substance Registry System: 2,2-Dichloro-1-(4-chlorophenyl)ethanone(5157-57-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 5157-57-3(Hazardous Substances Data)

Usage

Description

2,2-Dichloro-1-(4-chlorophenyl)ethanone is a chlorine-substituted derivative of acetophenone, a chemical compound that is frequently utilized in the production of pharmaceuticals and as a reagent in organic synthesis. This white crystalline solid at room temperature is known for its reactivity and versatility, making it a valuable building block in the synthesis of a variety of pharmaceutical drugs.

Uses

Used in Pharmaceutical Production:
2,2-Dichloro-1-(4-chlorophenyl)ethanone is used as a key intermediate in the synthesis of pharmaceutical drugs due to its ability to readily react and form a wide range of chemical compounds, contributing to the development of new medications.
Used in Organic Synthesis:
In the field of organic synthesis, 2,2-Dichloro-1-(4-chlorophenyl)ethanone is employed as a reagent for its capacity to participate in various chemical reactions, aiding in the creation of a diverse array of organic compounds.
Used in Laboratory Research:
2,2-Dichloro-1-(4-chlorophenyl)ethanone is primarily used in laboratory settings where its properties can be harnessed for scientific exploration and experimentation, furthering the understanding of chemical reactions and the development of novel chemical entities.
It is crucial to handle 2,2-Dichloro-1-(4-chlorophenyl)ethanone with care due to its potential hazards if not properly managed and disposed of, emphasizing the importance of safety protocols in its application.

InChI:InChI=1/C42H56N2O13/c1-20-11-10-12-21(2)41(52)43-32-27(19-44-14-17-54-18-15-44)36(49)29-30(37(32)50)35(48)25(6)39-31(29)40(51)42(8,57-39)55-16-13-28(53-9)22(3)38(56-26(7)45)24(5)34(47)23(4)33(20)46/h10-13,16,20,22-24,28,33-34,38,46-50H,14-15,17-19H2,1-9H3,(H,43,52)

Upstream product

• 27704-37-6 2,2,2-trichloro-1-(4-chlorophenyl)ethanone 
• 67-56-1 methanol 
• 1073-67-2 4-vinylbenzyl chloride 
• 873-73-4 4-n-chlorophenylacetylene 
• 64-19-7 acetic acid 
• 79-36-7 dichloroacethyl chloride 
• 108-90-7 chlorobenzene 
• 706-07-0 1-chloro-4-(2-nitrovinyl)benzene 
• 28587-05-5 3-dimethylamino-1(4-chloro-phenyl)-2-propen-1-one 
• 18931-60-7 1-(4-chlorophenyl)-4,4,4-trifluorobutane-1,3-dione 
• 74-11-3 para-chlorobenzoic acid 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 4640-66-8 p-chlorobenzoylacetonitrile 
• 5333-82-4 2,2,2-trichloro-1-(4-chloro-phenyl)-ethanol 

Downstream Products

• 41521-04-4 2,2-dichloro-1-(4-chlorophenyl)ethanol 
• 1588767-03-6 (S)-2,2-dichloro-1-(4-chlorophenyl)ethanol 
• 1588766-97-5 (R)-2,2-dichloro-1-(4-chlorophenyl)ethanol 
• 183430-89-9 2,2-dichloro-1,1-bis(4-chloro-3-nitrophenyl)ethane 
• 72-54-8 1,1-Dichloro-2,2-bis(p-chlorophenyl)ethane 
• 1022-22-6 1-chloro-2,2-bis(p-chlorophenyl)ethylene 
• 72-55-9 1,1-bis(4-chlorophenyl)-2,2-dichloroethylene 
• 907563-65-9 N-[2,2-dichloro-1-(4-chlorophenyl)ethylidene]isopropylamine 
• 24314-35-0 1,4-bis(4-chlorophenyl)butane-1,4-dione 
• 120312-68-7 1-(4'-chlorophenyl)-4-(4''-methylphenyl)-butane-1,4-dione 
• 13145-56-7 1,4-bis(4-tolyl)butane-1,4-dione 
• 201206-11-3 1-(4-chlorophenyl)-2,2-dichloroethanone oxime 
• 58518-37-9 C₁₂H₁₇Cl₂N₂O₂P 

Relevant articles and documents

Access to α,α-dihaloacetophenones through anodic C[dbnd]C bond cleavage in enaminones

We have developed a method to synthesize α,α-dihaloketones under electrochemical conditions. In this reaction, the Cl- or Br- is oxidized to Cl2 or Br2 at the anode, which undergoes two-step addition reactions with the N,N-dimethyl enaminone, and finally breaks C[dbnd]C of the N,N-dimethyl enaminone to generate α,α-dihaloketones. The electrosynthesis reaction can be conveniently carried out in an undivided electrolytic cell at room temperature. In addition, various functional groups are compatible with this green protocol which can be applied simultaneously to the gram scale without significantly lower yield.

Solvent-free preparation of α,α-dichloroketones with sulfuryl chloride

An efficient and facile method is reported for the synthesis of a series of α,α-dichloroketones. The direct dichlorination of methyl ketones and 1,3-dicarbonyls using an excess amount of sulfuryl chloride affords the corresponding gem-dichloro compounds in moderate to excellent yields. Moreover, the protocol features high yields, broad substrate scope, and simple reaction conditions without using any catalysts and solvents.

Electrochemical Oxidative Oxydihalogenation of Alkynes for the Synthesis of α,α-Dihaloketones

An electrochemical oxydihalogenation of alkynes has been developed for the first time. Using this sustainable protocol, a variety of α,α-dihaloketones can be prepared with readily available CHCl3, CH2Cl2, ClCH2CH2Cl, and CH2Br2 as the halogen source under electrochemical conditions at room temperature.