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641359

Sigma-Aldrich

5-Bromo-2-pyridinecarbonitrile

97%

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About This Item

Empirical Formula (Hill Notation):
C6H3BrN2
CAS Number:
Molecular Weight:
183.01
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

bp

100-110 °C/3 mmHg (lit.)

mp

128-132 °C (lit.)

SMILES string

Brc1ccc(nc1)C#N

InChI

1S/C6H3BrN2/c7-5-1-2-6(3-8)9-4-5/h1-2,4H

InChI key

DMSHUVBQFSNBBL-UHFFFAOYSA-N

Application

5-Bromo-2-pyridinecarbonitrile can be used in the synthesis of aza-terphenyl diamidine analogs, which exhibits potent antiprotozoal activity. It can also be used in the synthesis of pyridine-diketopyrrolopyrrole(PyDPP), a building block for preparing low band-gap copolymers for use as electron donor in polymer solar cells.

pictograms

CorrosionSkull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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’.

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"Synthesis and activity of azaterphenyl diamidines against Trypanosoma brucei rhodesiense and Plasmodium falciparum"
Hu L, et al.
Bioorganic & Medicinal Chemistry, 17(18), 6651-6658 (2009)
"Synthesis of pyridine-capped diketopyrrolopyrrole and its use as a building block of low band-gap polymers for efficient polymer solar cells"
Jung WJ, et al.
Chemical Communications (Cambridge, England), 49(76), 8495-8497 (2013)

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