Skip to Content
Merck
All Photos(1)

Documents

B82006

Sigma-Aldrich

2-Bromotoluene

99%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3C6H4Br
CAS Number:
95-46-5
Molecular Weight:
171.03
Beilstein:
1904176
EC Number:
202-421-7
MDL number:
MFCD00000068
UNSPSC Code:
12352100
PubChem Substance ID:
24892059
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.555 (lit.)

bp

58-60 °C/10 mmHg (lit.)

mp

−27 °C (lit.)

density

1.422 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

Cc1ccccc1Br

InChI

1S/C7H7Br/c1-6-4-2-3-5-7(6)8/h2-5H,1H3

InChI key

QSSXJPIWXQTSIX-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

2-Bromotoluene is an an electron rich heteroaryl bromide. Heck reactions of 2-bromo toluene with cycloalkene (cyclododecene) and linear alkenes (dec-1-ene, allylbenzene) catalyzed by tedicyp (cis,cis,cis -1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane)-palladium complex has been studied. Vibrational spectral analysis of 2-bromobenzene by Raman and infrared spectroscopy at 50-4000cm-1 has been investigated. Suzuki cross-coupling of 2-bromobenzene with benzeneboronic acid catalyzed by the Tedicyp-palladium complex has been studied. Suzuki coupling of 2-bromotoluene with phenylboronic acid using palladium nanoparticles supported on alumina-based oxides as catalyst has been reported.

Application

2-Bromotoluene was used in the synthesis of (±)-isocomene.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H411

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

174.2 °F

Flash Point(C)

79 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

Tetraphosphine/palladium-catalysed Suzuki cross-coupling with sterically hindered aryl bromides and arylboronic acids.
Feuerstein M, et al.
Tetrahedron Letters, 42(38), 6667-6670 (2001)
Palladium nanoparticles supported on alumina-based oxides as heterogeneous catalysts of the Suzuki-Miyaura reaction.
Gniewek A, et al.
J. Catal., 254(1), 121-130 (2008)
Synthetic studies on arene-olefin cycloadditions. ii. total synthesis of (?)-isocomene.
Wender PA and Geoffrey BD.
Tetrahedron, 37(25), 4445-4450 (1981)
Sven Herbers et al.
Physical chemistry chemical physics : PCCP, 22(20), 11490-11497 (2020-05-12)
The internal rotation of methyl groups and nuclear quadrupole moments of the halogens Cl, Br, I in o-halotoluenes cause complex spectral fine and hyperfine structures in rotational spectra arising from angular momentum coupling. Building on the existing data regarding o-fluorotoluene
Heck reaction of aryl halides with linear or cyclic alkenes catalysed by a tetraphosphine/palladium catalyst.
Berthiol F, et al.
Tetrahedron Letters, 44(6), 1221-1225 (2003)
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