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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.)

functional group

chloro
nitrile

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ7103
STBF2848V
STBC5784V
MKBB9123V
MKBB9123

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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)
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)
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)
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)

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