Skip to Content
MilliporeSigma
All Photos(2)

Documents

187070

Sigma-Aldrich

2-Bromobenzyl bromide

98%

Synonym(s):

α,2-Dibromotoluene

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
BrC6H4CH2Br
CAS Number:
3433-80-5
Molecular Weight:
249.93
Beilstein/REAXYS Number:
971015
EC Number:
222-334-8
MDL number:
MFCD00000173
UNSPSC Code:
12352100
PubChem Substance ID:
24851250
NACRES:
NA.22

assay

98%

form

solid

refractive index

n20/D 1.619 (lit.)

bp

129 °C/19 mmHg (lit.)

mp

29-32 °C (lit.)

solubility

dioxane: soluble 1 g/10 mL, clear, colorless

SMILES string

BrCc1ccccc1Br

InChI

1S/C7H6Br2/c8-5-6-3-1-2-4-7(6)9/h1-4H,5H2

InChI key

LZSYGJNFCREHMD-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

2-Bromobenzyl bromide is a reagent used to protect ketones and aldehydes in their less reactive alcohol oxidation states and as a coupling component in various reactions.

Application

2-Bromobenzyl bromide was used in the synthesis of:
  • substituted quinazolines and 1,2,3,4-tetrahydroquinazolines
  • 2- and 3-substituted indenes
  • tris-2-bromotribenzylamine

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis and structural studies of tris-2-chlorobenzylamine and tris-2-bromobenzylamine.
Chen Q, , et al.
Journal of Chemical Crystallography, 35(3), 177-181 (2005)
Efficient synthesis of 2-and 3-substituted indenes from 2-bromobenzyl bromide through an enolate alkylation/Cr (II)/Ni (II)-mediated carbonyl addition sequence.
Halterman RLand Zhu C.
Tetrahedron Letters, 40(42), 7445-7448 (1999)
2-Bromobenzyl Bromide
Pfeifer LA
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Xuesen Fan et al.
Chemistry, an Asian journal, 9(3), 739-743 (2014-01-01)
An efficient synthesis of diversely substituted quinazolines and 1,2,3,4-tetrahydroquinazolines through copper-catalyzed tandem reactions of the readily available 2-bromobenzyl bromides, aldehydes, and aqueous ammonia or amines has been developed. By using ammonia and simple aliphatic amines as the nitrogen source, the
Prachi Singh et al.
SLAS discovery : advancing life sciences R & D, 22(4), 440-446 (2017-03-23)
Analysis of interactions between molecules is of fundamental importance in life science research. In this study, we applied weak affinity chromatography, based on high-performance liquid chromatography and mass spectrometry, as a powerful tool for direct analysis of the components of
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service