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510734

Sigma-Aldrich

6-Chloro-3-pyridinecarbonitrile

97%

Synonym(s):

2-Chloro-5-cyanopyridine, 2-Chloropyridine-5-carbonitrile

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About This Item

Empirical Formula (Hill Notation):
C6H3ClN2
CAS Number:
33252-28-7
Molecular Weight:
138.55
MDL number:
MFCD00084941
UNSPSC Code:
12352100
PubChem Substance ID:
24873529
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

116-120 °C (lit.)

SMILES string

Clc1ccc(cn1)C#N

InChI

1S/C6H3ClN2/c7-6-2-1-5(3-8)4-9-6/h1-2,4H

InChI key

ORIQLMBUPMABDV-UHFFFAOYSA-N

General description

6-Chloro-3-pyridinecarbonitrile is a substituted pyridine.

Application

6-Chloro-3-pyridinecarbonitrile (2-Chloro-5-cyanopyridine) may be used in the preparation of:
  • (6-chloro-3-pyridyl)methylamine
  • 2-(N-methyl-N-isopropylamino)-5-cyanopyridine
  • S-(5-cyano-2-pyridyl)thiouronium chloride

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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Practical Synthesis of (6-Chloro-3-pyridyl) methylamine by Highly Selective Hydrogenation of 6-Chloro-3-pyridinecarbonitrile with Improved Raney Nickel Catalyst.
Tanaka K, et al.
Bulletin of the Chemical Society of Japan, 73(5), 1227-1231 (2000)
Chemotherapeutic agents of the sulphone type. Part V. 2: 5-Disubstituted derivatives of pyridine.
Forrest HS and Walker J.
Journal of the Chemical Society, 1939-1945 (1948)
Bachir Latli et al.
Journal of labelled compounds & radiopharmaceuticals (2018-05-17)
1-(4-Fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid (2-methanesulfonyl-pyridin-4-ylmethyl)-amide (1) and its analogs (2) and (3) are potent CCR1 antagonists intended for the treatment of rheumatoid arthritis. The detailed syntheses of these 3 compounds labeled with carbon-13 as well as the preparation of (1) and (2)
An experimental test of CN bond twisting in the TICT state: syn-anti photoisomerization in 2-(N-Methyl-N-isopropylamino)-5-cyanopyridine.
Dobkowski J, et al.
Journal of the American Chemical Society, 124(11), 2406-2407 (2002)

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