5157-57-3

Usage

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

• 99-91-2 para-chloroacetophenone 
• 67-56-1 methanol 
• 27704-37-6 2,2,2-trichloro-1-(4-chlorophenyl)ethanone 
• 1073-67-2 4-vinylbenzyl chloride 
• 873-73-4 4-n-chlorophenylacetylene 
• 64-19-7 acetic acid 
• 937-20-2 p-chlorophenacyl chloride 
• 58369-59-8 2-methoxy-α-(trichloromethyl)benzyl alcohol 
• 135-02-4 ortho-anisaldehyde 
• 104-88-1 4-chlorobenzaldehyde 
• 5333-82-4 2,2,2-trichloro-1-(4-chloro-phenyl)-ethanol 
• 4640-66-8 p-chlorobenzoylacetonitrile 
• 7335-27-5 ethyl 4-chlorobenzoate 
• 74-11-3 para-chlorobenzoic acid 

Downstream Products

• 41521-04-4 2,2-dichloro-1-(4-chlorophenyl)ethanol 
• 27704-37-6 2,2,2-trichloro-1-(4-chlorophenyl)ethanone 
• 74-11-3 para-chlorobenzoic acid 
• 3567-18-8 4-chloro-α-(4-chlorophenyl)-α-dichloromethylbenzenemethanol 
• 71338-18-6 Bis-(2-methoxyethyl)-1-(4-chlorphenyl)-2-chlorvinylphosphat 
• 64654-41-7 Methyl-phosphonic acid (Z)-2-chloro-1-(4-chloro-phenyl)-vinyl ester ethyl ester 
• 4998-15-6 4-chlorophenylglyoxal 
• 87271-92-9 Phosphoric acid (Z)-2-chloro-1-(4-chloro-phenyl)-vinyl ester dimethyl ester 
• 99-91-2 para-chloroacetophenone 
• 87198-52-5 [2-Chloro-1-(4-chloro-phenyl)-1-hydroxy-ethyl]-phosphonic acid dimethyl ester 
• 58518-37-9 C₁₂H₁₇Cl₂N₂O₂P 
• 201206-11-3 1-(4-chlorophenyl)-2,2-dichloroethanone oxime 
• 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 

Relevant academic research and scientific papers

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.

Method for preparing alpha,alpha-dichloroketone under solvent-free condition

The invention provides a method for synthesizing an alpha,alpha-dichloroketone compound by taking methyl ketone and sulfonyl chloride as raw materials. The method comprises the following steps: heating a reaction mixture of methyl ketone and sulfonyl chloride to 80 DEG C under a dry air condition, stirring for 4-8 hours, after the reaction is finished, removing sulfonyl chloride from the obtained mixture, and carrying out silica gel column chromatography separation by taking ethyl acetate-hexane as an eluent to obtain the alpha,alpha-dichloroketone compound. The synthesis method provided by the invention has the advantages of extremely high chemical reactivity and selectivity, simple and easily available raw materials, low price, simple operation, no need of any catalyst and solvent, reduction of the synthesis cost and the pollution of organic solvents to the environment, greenness, economy and the like.

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.

Method for preparing alpha,alpha-dihalogenated acetophenone compound

The invention belongs to the technical field of organic synthesis and in particular relates to a method for preparing an alpha,alpha-dihalogenated acetophenone compound. The preparation method provided by the invention comprises the following steps: in an alcohol solvent, enabling nitroalkenes, electrophilic halogen reagents and sodium hydride to react at 55-65 DEG C under a heating condition for5-10 hours, cooling the components to the room temperature, adding a diluted acid solution, and performing continue stirring for 2-5 hours, so as to obtain a target compound, namely alpha,alpha-dihalogenated acetophenone. The method for preparing the alpha,alpha-dihalogenated acetophenone compound, which is provided by the invention, is simple and efficient, mild in condition, easy in raw materialobtaining, green and environment-friendly and simple and convenient to operate, and as a synthesis intermediate, the obtained alpha,alpha-dihalogenated acetophenone compound has the potential of being widely used in fields such as medicine chemical engineering.

Switchable Synthesis of α,α-Dihalomethyl and α,α,α-Trihalomethyl Ketones by Metal-Free Decomposition of Enaminone C=C Double Bond

The novel free radical-based cleavage of the enaminone C=C double bond is realized by using N-halosuccinimides (NXS) in the presence of benzoyl peroxide (BPO) with mild heating, enabling the tunable synthesis of α,α-dihalomethyl ketones and α,α,α-trihalomethyl ketones under different reaction conditions. The formation of these divergent products involving featured C=C double bond cleavage requires no any metal reagent, and represents one more practical example on the synthesis of poly halogenated methyl ketones via the functionalization of carbon?carbon bond. (Figure presented.).

Electrochemical synthesis of α,α-dihaloacetophenones from terminal alkyne derivatives

By virtue of electrochemistry, a series of α,α-dihaloacetophenones were easily obtained with good to excellent yields. This electrochemical procedure was taken in a divided cell with constant current in aqueous media. The reaction can be carried out smoothly at room temperature under metal and oxidant free condition, which provides an eco-friendly synthesis for the α,α-dihaloacetophenone derivatives.

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.

Preparation method of alpha, alpha-dichloroacetophenone compound

The invention discloses a preparation method of an alpha, alpha-dichloroacetophenone compound. The preparation method comprises the step of preparing the alpha, alpha-dichloroacetophenone compound ina microchannel reactor by taking an acetophenone compoun

Iodine-DMSO-promoted divergent reactivities of arylacetylenes

An unprecedented set of efficient, economical, atom-economic and exceedingly selective I2-DMSO-promoted methods is described for the generation of different structures. The reaction represents the first of its kind, involving the use of different iodine concentrations, temperatures, acids and salt to adjust the selectivity for the synthesis of different alkenes, α-functionalized ketones and α-ketomethylthioesters.

Visible-light-promoted oxidative halogenation of alkynes

In nature, halogenation promotes the biological activity of secondary metabolites, especially geminal dihalogenation. Related natural molecules have been studied for decades. In recent years, their diversified vital activities have been explored for treating various diseases, which call for efficient and divergent synthetic strategies to facilitate drug discovery. Here we report a catalyst-free oxidative halogenation achieved under ambient conditions (halide ion, air, water, visible light, room temperature, and normal pressure). Constitutionally, electron transfer between the oxygen and halide ion is shuttled via simple conjugated molecules, in which phenylacetylene works as both reactant and catalyst. Synthetically, it provides a highly compatible late-stage transformation strategy to build up dihaloacetophenones (DHAPs).