Skip to Content
MilliporeSigma
All Photos(2)

Documents

167215

Sigma-Aldrich

3-Bromotoluene

98%

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

About This Item

Linear Formula:
CH3C6H4Br
CAS Number:
591-17-3
Molecular Weight:
171.03
Beilstein/REAXYS Number:
1903633
EC Number:
209-702-3
MDL number:
MFCD00000085
UNSPSC Code:
12352100
eCl@ss:
39060138
PubChem Substance ID:
24850201
NACRES:
NA.22

Quality Level

100

assay

98%

form

liquid

refractive index

n20/D 1.552 (lit.)

bp

183.7 °C (lit.)

mp

−40 °C (lit.)

density

1.41 g/mL at 25 °C (lit.)

SMILES string

Cc1cccc(Br)c1

InChI

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

InChI key

WJIFKOVZNJTSGO-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

3-Bromotoluene is an electron-rich aryl bromide. It participates in the Heck reaction. 3-Bromotoluene undergoes palladium-catalyzed cyanation reaction in the presence of K4[Fe(CN)6] as the cyanide surrogate. It undergoes palladium-catalysed reaction with alkynyltriarylborates to yield trisubstituted alkenylboranes.

Application

3-Bromotoluene was used in the precise determination of bromine isotope ratio in organic compounds by MC-ICPMS ( Multicollector-Inductively Coupled Plasma Mass Spectrometer).

pictograms

FlameSkull and crossbones
GHS02,GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

140.0 °F

flash_point_c

60 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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

Customers Also Viewed

Slide 1 of 6

1 of 6

1-Bromo-4-tert-butylbenzene 97%

Sigma-Aldrich

253928

1-Bromo-4-tert-butylbenzene

3-Bromobenzotrifluoride 99%

Sigma-Aldrich

B59004

3-Bromobenzotrifluoride

3-Methylbenzoic acid for synthesis

Sigma-Aldrich

8.21902

3-Methylbenzoic acid

4-Methylbenzoic acid for synthesis

Sigma-Aldrich

8.21903

4-Methylbenzoic acid

1-Bromo-3,5-dimethylbenzene 97%

Sigma-Aldrich

276316

1-Bromo-3,5-dimethylbenzene

2-Iodotoluene 98%

Sigma-Aldrich

I11704

2-Iodotoluene

Heck reaction with an alkenylidenecyclopropane: the formation of arylallylidenecyclopropanes.
Fall Y, et al.
Tetrahedron Letters, 48(20), 3579-3581 (2007)
Efficient cyanation of aryl bromides with K4[Fe(CN)6] catalyzed by a palladium-indolylphosphine complex.
Yeung PY, et al.
Tetrahedron Letters, 52(52), 7038-7041 (2011)
Naoki Ishida et al.
Chemical communications (Cambridge, England), (42)(42), 4381-4383 (2007-10-25)
The palladium-catalysed reaction of alkynyltriarylborates with aryl halides afforded trisubstituted alkenylboranes, in which two different aryl groups were installed across the carbon-carbon double bond in a cis arrangement.
High precision determination of bromine isotope ratio by GC-MC-ICPMS.
Gelman F and Halicz L.
International Journal of Mass Spectrometry, 289(2), 167-169 (2010)
Naoyuki Yasaka et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 34(10), 1183-1188 (2018-10-12)
Aryl halides are a very important category of compounds that include many vital drugs and key industrial additives, such as clofibrate and bromobenzene, respectively. Due to their importance, our research group previously developed a novel fluorescence labeling approach for their

Articles

Heck Reaction Applications & Products

The Heck reaction is the palladium catalyzed cross-coupling reaction between alkenes and aryl or vinyl halides (or triflates) to afford substituted alkenes.

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