578-51-8

Basic information

• Product Name: 2-BROMOBENZYL CHLORIDE
• Synonyms: 2-BROMOBENZYL CHLORIDE;AKOS BBS-00003988;O-BROMOBENZYL CHLORIDE;1-Bromo-2-(chloromethyl)benzene;Benzene,1-bromo-2-(chloromethyl)-;2-Bromo-alpha-chlorotoluene;2-bromo-à-chlorotoluene;2-BROMOBENZYL CHLORIDE / 2-BROMO-ALPHA-CHLOROTOLUENE
• CAS NO: 578-51-8
• Molecular Formula: C₇H₆BrCl
• Molecular Weight: 205.48
• Mol File: 578-51-8.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 110-111 °C (15 mmHg)
• Flash Point: 110-111°C/15mm
• Appearance: Clear colorless to pale yellow liquid
• Density: 1.541 g/cm³
• Vapor Pressure: 0.0596mmHg at 25°C
• Refractive Index: 1.586
• Water Solubility: Not miscible or difficult to mix with water.
• BRN: 471701
• CAS DataBase Reference: 2-BROMOBENZYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMOBENZYL CHLORIDE(578-51-8)
• EPA Substance Registry System: 2-BROMOBENZYL CHLORIDE(578-51-8)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39-26
• RIDADR: 3265
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 578-51-8(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to pale yellow liquid

Uses

2-Bromobenzyl chloride is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

InChI:InChI=1/C7H6BrCl/c8-7-4-2-1-3-6(7)5-9/h1-4H,5H2

Upstream product

• 50-00-0 formaldehyd 
• 108-86-1 bromobenzene 
• 18982-54-2 o-bromobenzyl alcohol 
• 7647-01-0 hydrogenchloride 
• 7646-78-8 tin(IV) chloride 
• 7791-25-5 sulfuryl dichloride 
• 95-46-5 2-methylphenyl bromide 
• 94-36-0 dibenzoyl peroxide 

Downstream Products

• 101884-75-7 10-(2-bromobenzyl)-10H-phenothiazine 
• 13006-53-6 (2?bromobenzyl)phenyl sulfide 
• 92022-50-9 1-bromo-2-((phenylsulfonyl)methyl)benzene 
• 253309-48-7 1-(2′-bromophenyl)-2-methylpropan-1-ol 
• 94191-73-8 1-bromo-2-(phenoxymethyl)benzene 
• 208035-01-2 4-(2-bromobenzyl)phenol 
• 208035-00-1 2-(2-bromo-benzyl)-phenol 
• 90725-40-9 3-(2-bromophenyl)propanoyl chloride 
• 15115-58-9 3-(2-bromophenyl)propionic acid 
• 796071-14-2 (2R)-methyl-3-(2-bromobenzylsulfanyl)-2-tert-butoxycarbonylamino-propionate 
• 438624-06-7 1-(2-bromobenzyl)-2-methyl-4-methoxy-1,6,7,8-tetrahydrocyclopent[g]indole 
• 31926-67-7 1-bromo-2-(3-thienylmethyl)benzene 
• 356531-16-3 2-bromo-N-(α-naphthyl)benzylamine 
• 1127955-67-2 2-(2-bromophenyl)-1-(4-chlorophenyl)ethanone 

Relevant articles and documents

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Halogenation through Deoxygenation of Alcohols and Aldehydes

An efficient reagent system, Ph3P/XCH2CH2X (X = Cl, Br, or I), was very effective for the deoxygenative halogenation (including fluorination) of alcohols (including tertiary alcohols) and aldehydes. The easily available 1,2-dihaloethanes were used as key reagents and halogen sources. The use of (EtO)3P instead of Ph3P could also realize deoxy-halogenation, allowing for a convenient purification process, as the byproduct (EtO)3Pa?O could be removed by aqueous washing. The mild reaction conditions, wide substrate scope, and wide availability of 1,2-dihaloethanes make this protocol attractive for the synthesis of halogenated compounds.

Cu-Catalyzed Suzuki-Miyaura reactions of primary and secondary benzyl halides with arylboronates

A copper-catalyzed Suzuki-Miyaura coupling of benzyl halides with arylboronates is described. Varieties of primary benzyl halides as well as more challenging secondary benzyl halides with β hydrogens or steric hindrance could be successfully converted into the corresponding products. Thus it provides access to diarylmethanes, diarylethanes and triarylmethanes. This journal is the Partner Organisations 2014.