109275-35-6

Basic information

• Product Name: Benzene, 1-(2-bromo-1-chloroethyl)-4-chloro-
• CAS NO: 109275-35-6
• Molecular Formula: C8H7BrCl2
• Molecular Weight: 253.954
• Mol File: 109275-35-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(2-bromo-1-chloroethyl)-4-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(2-bromo-1-chloroethyl)-4-chloro-(109275-35-6)
• EPA Substance Registry System: Benzene, 1-(2-bromo-1-chloroethyl)-4-chloro-(109275-35-6)

Safety Data

• Hazardous Substances Data: 109275-35-6(Hazardous Substances Data)

Upstream product

• 1073-67-2 4-vinylbenzyl chloride 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 64-19-7 acetic acid 

Downstream Products

• 51738-09-1 α,p-dichlorostyrene 

Relevant articles and documents

TEMPO-Regulated Regio- and Stereoselective Cross-Dihalogenation with Dual Electrophilic X+ Reagents

A TEMPO catalyzed cross-dihalogenation reaction was established via redox-regulation of the otherwise complex system of dual electrophilic X+ reagents. Formally, the ICl, BrCl, I2 and Br2 were generated in-situ, which enabled high regio- or stereoselective access to a myriad of iodochlorination, bromochlorination and homo-dihalogenation products with a wide spectrum of functionalities. With its mild conditions and operational simplicity, this method could enable wide applications in organic synthesis, which was exemplified by divergent synthesis of two pharmaceuticals. Detailed mechanistic investigations via radical clock reaction, pinacol ring expansion and Hammett experiments were conducted, which confirmed the intermediacy of halonium ion. In addition, a dynamic catalytic model based on the versatile catalytic role of TEMPO was proposed to explain the selective outcomes.

Direct conversion of carbonyl compounds into organic halides: Indium(III) hydroxide-catalyzed deoxygenative halogenation using chlorodimethylsilane

The reaction of carbonyls and chlorodimethylsilane was effectively catalyzed by indium(III) hydroxide and afforded the corresponding deoxygenative chlorination products, in which the carbonyl carbon accepted two nucleophiles (H and Cl) with releasing oxygen. Only In(OH)3 catalyzed the reaction, and typical Lewis acids such as TiCl4, AlCl3, and BF3·OEt2 showed no catalytic activity. The reaction mechanism of this deoxygenative chlorination includes initial hydrosilylation followed by chlorination. Other nucleophiles such as allyl or iodine were available for this methodology. The moderate Lewis acidity of indium catalyst enabled chemoselective reaction, and therefore ester, nitro, cyano, or halogen groups were not affected during the reaction course. Copyright