23386-17-6

Basic information

• Product Name: 1-BROMO-4-(2-CHLOROETHYL)BENZENE
• Synonyms: 1-BROMO-4-(2-CHLOROETHYL)BENZENE
• CAS NO: 23386-17-6
• Molecular Formula: C₈H₈BrCl
• Molecular Weight: 219.51
• Mol File: 23386-17-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-BROMO-4-(2-CHLOROETHYL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMO-4-(2-CHLOROETHYL)BENZENE(23386-17-6)
• EPA Substance Registry System: 1-BROMO-4-(2-CHLOROETHYL)BENZENE(23386-17-6)

Safety Data

• Hazardous Substances Data: 23386-17-6(Hazardous Substances Data)

Upstream product

• 4654-39-1 4-bromophenethanol 
• 98-07-7 Benzotrichlorid 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 104-10-9 2-(4'-aminophenyl)ethyl alcohol 

Downstream Products

• 1238799-75-1 2-(4-bromophenyl)ethyl-1-S-triisopropylsilylsulfide 
• 67595-65-7 1-(4'-Bromphenyl)-ethyl-kation 
• 64008-48-6 4-(4-Bromo-phenyl)-2-(2,4-dichloro-phenyl)-butyric acid methyl ester 

Relevant articles and documents

Organocatalytic Chlorination of Alcohols by P(III)/P(V) Redox Cycling

A catalytic system for the chlorination of alcohols under Appel conditions was developed. Benzotrichloride is used as a cheap and readily available chlorinating agent in combination with trioctylphosphane as the catalyst and phenylsilane as the terminal reductant. The reaction has several advantages over other variants of the Appel reaction, e.g., no additional solvent is required and the phosphane reagent is used only in catalytic amounts. In total, 27 different primary, secondary, and tertiary alkyl chlorides were synthesized in yields up to 95%. Under optimized conditions, it was also possible to convert epoxides and an oxetane to the dichlorinated products.

The direct anti-Markovnikov addition of mineral acids to styrenes

The direct anti-Markovnikov addition of strong Bronsted acids to alkenes remains an unsolved problem in synthetic chemistry. Here, we report an efficient organic photoredox catalyst system for the addition of HCl, HF and also phosphoric and sulfonic acids to alkenes, with complete regioselectivity. These transformations were developed using a photoredox catalyst in conjunction with a redox-active hydrogen atom donor. The nucleophile counterion plays a critical role by ensuring high reactivity, with 2,6-lutidinium salts typically furnishing the best results. The nature of the redox-active hydrogen atom donor is also consequential, with 4-methoxythiophenol providing the best reactivity when 2,6-lutidinium salts are used. A novel acridinium sensitizer provides enhanced reactivity within several of the more challenging reaction manifolds. This Article demonstrates how nucleophilic addition reactions mediated by photoredox catalysis can change the way electrophilic and homofugal precursors are constructed.

Lithiophenylalkyllithiums: New dilithium reagents having both sp2- and sp3-hybridised remote carbanionic centres

The reaction of chloro-(2-chloroethyl)benzenes (1), 4-chloro-(3-chloropropyl)benzene (3) or 4-chlorophenyl chloromethyl ether (5) with lithium power using naphthalene as the electron shuttle (8 mol%) in the presence of different carbonyl compounds [Busub