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144061

Sigma-Aldrich

4-(Bromomethyl)benzonitrile

99%

Synonym(s):

α-Bromo-p-tolunitrile, 4-Cyanobenzyl bromide

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About This Item

Linear Formula:
BrCH2C6H4CN
CAS Number:
17201-43-3
Molecular Weight:
196.04
Beilstein/REAXYS Number:
636717
EC Number:
241-246-0
MDL number:
MFCD00001829
UNSPSC Code:
12352100
PubChem Substance ID:
24848627
NACRES:
NA.22

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Quality Level

200

assay

99%

form

solid

mp

115-117 °C (lit.)

functional group

bromo
nitrile

SMILES string

BrCc1ccc(cc1)C#N

InChI

1S/C8H6BrN/c9-5-7-1-3-8(6-10)4-2-7/h1-4H,5H2

InChI key

UMLFTCYAQPPZER-UHFFFAOYSA-N

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1 of 4

This Item
144711196681527750
4-(Bromomethyl)benzonitrile 99%

Sigma-Aldrich

144061

4-(Bromomethyl)benzonitrile

2-(Bromomethyl)benzonitrile ≥97%

Sigma-Aldrich

144711

2-(Bromomethyl)benzonitrile

4-(Trifluoromethyl)benzonitrile 99%

Sigma-Aldrich

196681

4-(Trifluoromethyl)benzonitrile

4-(Hydroxymethyl)benzonitrile 95%

Sigma-Aldrich

527750

4-(Hydroxymethyl)benzonitrile

assay

99%

assay

≥97%

assay

99%

assay

95%

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

-

form

solid

form

solid

form

solid

form

-

mp

115-117 °C (lit.)

mp

72-74 °C (lit.)

mp

39-41 °C (lit.)

mp

39-43 °C (lit.)

functional group

bromo

functional group

bromo, nitrile

functional group

fluoro, nitrile

functional group

hydroxyl, nitrile

General description

4-(Bromomethyl)benzonitrile reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile[1].

Application

4-(Bromomethyl)benzonitrile may be used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile[2].

pictograms

Health hazardCorrosion
GHS08,GHS05

signalword

Danger

hcodes

H314,H334

Hazard Classifications

Resp. Sens. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBH7821
STBH5272
STBG8679
STBG3958V
STBG1584V

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Hazel Fenton et al.
Dalton transactions (Cambridge, England : 2003), 39(16), 3805-3815 (2010-04-08)
Two ligands L(1) and L(2) have been prepared which contain a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile (in L(1), a benzonitrile; in L(2), a naphthonitrile). These ligands react with Ag(I) salts to give a range of infinite coordination
Zheng Xing et al.
Acta crystallographica. Section E, Structure reports online, 64(Pt 2), o445-o445 (2008-01-01)
The title compound, C(9)H(7)N(5), was synthesized by reaction of 4-(bromomethyl)benzonitrile and 2H-tetrazole in the presence of KOH. The relative orientation of the planar tetra-zole ring and the methyl-benzonitrile moiety is (-)-anti-clinal. The crystal packing is dominated by van der Waals

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