33489-96-2

Basic information

• Product Name: Benzene, 1-chloro-4-(2,2-dichlorocyclopropyl)-
• Synonyms: Benzene, 1-chloro-4-(2,2-dichlorocyclopropyl)-
• CAS NO: 33489-96-2
• Molecular Formula: C₉H₇Cl₃
• Molecular Weight: 221.51088
• Mol File: 33489-96-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzene, 1-chloro-4-(2,2-dichlorocyclopropyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-chloro-4-(2,2-dichlorocyclopropyl)-(33489-96-2)
• EPA Substance Registry System: Benzene, 1-chloro-4-(2,2-dichlorocyclopropyl)-(33489-96-2)

Safety Data

• Hazardous Substances Data: 33489-96-2(Hazardous Substances Data)

Upstream product

• 1073-67-2 4-vinylbenzyl chloride 
• 67-66-3 chloroform 

Downstream Products

• 54836-54-3 2-(4-chlorophenyl)cyclopropanone dimethyl acetal 
• 51726-07-9 3-(4-chlorophenyl)-5-chloroisoxazole 
• 1615-02-7 p-chlorocinnamic acid 
• 1427282-25-4 1-(4-chlorophenyl)-3,3-dichloroprop-2-en-1-one oxime 
• 1427282-26-5 1,1,5,5-tetrachloro-3-(4-chlorophenyl)penta-1,4-diene 

Relevant articles and documents

Synthesis of gem-Dichlorocyclopropanes Using Liquid–Liquid Slug Flow

By analyzing the causes of precipitation and clogging in continuous flow dichlorocyclopropanation, we established that the flow reaction can be performed only with T-junctions and microtubes. Unlike tertiary amines, when quaternary ammonium salts were used as PTCs, precipitation and clogging in microchannels did not occur, and an excellent yield of up to 99% was obtained after optimizing the reaction temperature, reactant concentration, and retention time. In the scale-up experiment, the reaction yields slightly decreased as the inner diameter (ID) of the microchannel was increased, but the calculated throughput increased from 2.41 g/h (ID: 1.5 mm) to 3.46 g/h (ID: 1.9 mm) and 5.13 g/h (ID: 2.4 mm).

Spectroscopic analysis of the products of the cycloaddition reaction of 1-Aryl-2-chlorocyclopropenes and cyclopentadiene

The treatment of a series of 1-aryl-2,2-dihalocyclopropanes with t-BuOK at -10 °C produces the corresponding 1-aryl-2-halocyclopropenes, which react with cyclopentadiene to produce fairly good yield of [4+2]-cycloaddition products with more than 90% of the endo-isomer. The higher yield obtained from hexane medium then from methanol and ionic liquid demonstrates that the reaction is a nonpolar process. The treatment of a series of 1-aryl-2,2- dihalocyclopropanes with t-BuOK at -10 °C produces the corresponding 1-aryl-2-halocyclopropenes, which react with cyclopentadiene to produce fairly good yield of [4+2]-cycloaddition products with more than 90% of the endo-isomer. The higher yield obtained from hexane medium then from methanol and ionic liquid demonstrates that the reaction is a nonpolar process. Copyright

Ionic liquids accelerating cycloaddition between 1-aryl-2-halocyclopropenes and furan

Treatment of a series of 1-aryl-2,2-dihalocyclopropanes with t-BuOK at-10 °C gave the corresponding 1-aryl-2-halocyclopropenes, which react with furan in a RTIL to give a fair good yield of the [4+2]-cycloadducts with more than 90% of the exo-isomer. The imidazolium type ionic liquids are able to accelerate this cycloaddition process with high steric selectivity. Neither pyrrole nor thiophene undergoes the cycloaddition with cyclopropene to form the [4+2]-cycloadduct. 1-Aryl-3,3-difluoro-2-halocyclopropenes are inert towards furan even at a temperature higher than 100 °C.