3-Chloro-2-pyridinecarbonitrile

Name: 3-Chloro-2-pyridinecarbonitrile
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CAS No. 38180-46-0
Cat. No. CS-W008752
Purity≥98%
MDL No.MFCD03788834

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3-Chloro-2-pyridinecarbonitrile|CS-W008752

Structure of 38180-46-0

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General Information

CAS No. 38180-46-0
Cat. No. CS-W008752
Purity ≥98%
MDL No. MFCD03788834
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃ClN₂
Molecular Weight 138.55
Synonym(s) 2-Cyano-3-chloropyridine; 3-Chloro-2-cyanopyridine; 3-Chloropicolinonitrile
SMILES N#CC1=NC=CC=C1Cl

Description

3-Chloro-2-pyridinecarbonitrile features a chlorine atom at the 3-position and a nitrile group at the 2-position of the pyridine ring, creating a highly electron-deficient heterocyclic scaffold. This structural motif enables efficient coupling in cross-coupling reactions and serves as a key intermediate in medicinal chemistry for constructing bioactive molecules. The compound exhibits good stability under standard handling conditions and demonstrates favorable solubility in polar organic solvents.

Application

3-Chloro-2-pyridinecarbonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of nitrogen-containing heterocycles. Its dual functional groups—electron-withdrawing chlorine and nitrile—facilitate nucleophilic substitution, palladium-catalyzed coupling, and cyclization reactions under standard conditions. The compound exhibits good bench stability and is amenable to purification via recrystallization or column chromatography, supporting reliable use in multi-step syntheses.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 36.68
LogP 1.60668
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Chloro-2-pyridinecarbonitrile

CAS No. 38180-46-0

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