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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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

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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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