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CS-W001157 4
Total: USD 88.00

6-Chloropicolinaldehyde

  • CAS No. 54087-03-5

  • Cat. No. CS-W005244
  • Purity≥97%
  • MDL No.MFCD09832941

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

6-Chloropicolinaldehyde|CS-W005244

Structure of 54087-03-5

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General Information

  • CAS No. 54087-03-5
  • Cat. No. CS-W005244
  • Purity ≥97%
  • MDL No. MFCD09832941
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClNO
  • Molecular Weight 141.56
  • Synonym(s) 6-Chloropyridine-2-carbaldehyde
  • SMILES O=CC1=NC(Cl)=CC=C1

Description

6-Chloropicolinaldehyde is a bench-stable, moisture-tolerant heterocyclic aldehyde featuring a chlorine substituent at the 6-position of the picoline ring. This electron-deficient aldehyde integrates readily into coupling reactions and serves as a key building block in medicinal chemistry for constructing bioactive scaffolds via nucleophilic addition or imine formation under mild conditions.

Application

6-Chloropicolinaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of nitrogen-containing heterocycles and pharmaceutical intermediates. Its ortho-chloro substituent enhances electrophilicity at the aldehyde center, facilitating nucleophilic additions and condensation reactions under mild conditions. The molecule exhibits good bench stability and compatibility with common functional groups, simplifying purification and integration into multi-step syntheses.

Synthesis

  • Route1

    References

    • Ashimori; Ono; Uchida; Ohtaki; Fukaya; Watanabe; Yokoyama Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 9 p. 2446 - 2458
  • Route2
    • null|null
      109-09-1
    • null|null
      68-12-2
    • ~63%
    • In-stock
      6-Chloropicolinaldehyde|CS-W005244
      54087-03-5

    References

    • Doudouh, Abdelatif; Gros, Philippe C.; Fort, Yves; Woltermann, Christopher Tetrahedron, 2006 , vol. 62, # 26 p. 6166 - 6171
  • Route3
    • null|null
      109-09-1
    • In-stock
      Piperidine-1-carbaldehyde|CS-W016610
      2591-86-8
    • ~81%
    • In-stock
      6-Chloropicolinaldehyde|CS-W005244
      54087-03-5

    References

    • Doudouh, Abdelatif; Gros, Philippe C.; Fort, Yves; Woltermann, Christopher Tetrahedron, 2006 , vol. 62, # 26 p. 6166 - 6171

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   1.5475
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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