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2-(Chloromethyl)nicotinonitrile

  • CAS No. 848774-96-9

  • Cat. No. CS-0019329
  • Molecule weight152.58
  • Purity≥98%
  • MDL No.MFCD10697611

*For research and further manufacturing use only, not for direct human use.

2-(Chloromethyl)nicotinonitrile|CS-0019329

Structure of 848774-96-9

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General Information

  • CAS No. 848774-96-9
  • Cat. No. CS-0019329
  • Purity ≥98%
  • MDL No. MFCD10697611
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂
  • Molecular Weight 152.58
  • Synonym(s) 2-(Chloromethyl)-3-cyanopyridine; 3-Cyano-2-(chloromethyl)pyridine; 2-(chloromethyl)pyridine-3-carbonitrile
  • SMILES N#CC1=CC=CN=C1CCl

Description

2-(Chloromethyl)nicotinonitrile features a reactive chloromethyl group flanked by a pyridine ring and a nitrile moiety, enabling selective functionalization in synthetic transformations. This bench-stable electrophile integrates readily into heterocyclic scaffolds under mild conditions, offering efficient access to bioactive intermediates in medicinal chemistry and agrochemical development.

Application

2-(Chloromethyl)nicotinonitrile serves as a versatile bifunctional building block in synthetic organic chemistry, enabling efficient construction of nitrogen-containing heterocycles and pharmaceutical intermediates. The chloromethyl group facilitates nucleophilic substitution reactions, while the nitrile moiety offers compatibility with reduction, hydrolysis, and cyclization pathways. Its bench-stable nature and ease of purification make it well-suited for scalable synthesis and downstream functionalization in medicinal chemistry workflows.

Synthesis

  • Route1
    • 2-(Hydroxymethyl)nicotinamide|CS-0933309
      115012-11-8
    • ~82%
    • In-stock
      2-(Chloromethyl)nicotinonitrile|CS-0019329
      848774-96-9

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH and CO. KG Patent: WO2006/48427 A1, 2006 ; Location in patent: Page/Page column 13 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   36.68
  • LogP   1.69208
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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