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558958

Sigma-Aldrich

4-Chlorobenzyl bromide

97%

Linear Formula:
ClC6H4CH2Br
CAS Number:
Molecular Weight:
205.48
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

mp

48-52 °C (lit.)

SMILES string

Clc1ccc(CBr)cc1

InChI

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

InChI key

KQNBRMUBPRGXSL-UHFFFAOYSA-N

General description

4-Chlorobenzyl bromide undergoes carbonylation in the presence of dimer of chloro(1,5-cyclooctadiene)rhodium(I) to yield the corresponding phenylacetic acid.[1] It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS)[2] It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.[3]

Application

4-Chlorobenzyl bromide may be used to synthesize 1-(4-chlorobenzyl)-2-(pyrrolidin-1-yl-methyl)-1H-benzimidazole dihydrochloride[4]

Packaging

25, 100 g in glass bottle
4-Chlorobenzyl bromide may be used to synthesize:
  • 1-[1-[2-[(4-chlorobenzyl)thio]phenyl]vinyl]-1H-imidazole[5]
  • 6-[4-(4-chlorobenzyl)piperazinyl]chromane[6]
  • N,N′-bis(4-chlorobenzyl)piperazine[7]
  • N-(4-chlorobenzyl)piperazine[7]

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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