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3-(Trifluoromethyl)picolinaldehyde

  • CAS No. 131747-62-1

  • Cat. No. CS-0086397
  • Molecule weight175.11
  • Purity≥97%
  • MDL No.MFCD07375387

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

3-(Trifluoromethyl)picolinaldehyde|CS-0086397

Structure of 131747-62-1

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General Information

  • CAS No. 131747-62-1
  • Cat. No. CS-0086397
  • Purity ≥97%
  • MDL No. MFCD07375387
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄F₃NO
  • Molecular Weight 175.11
  • Synonym(s) 3-Trifluoromethyl-pyridine-2-carbaldehyde
  • SMILES O=CC1=NC=CC=C1C(F)(F)F

Description

3-(Trifluoromethyl)picolinaldehyde features a trifluoromethyl group at the 3-position of the picolinaldehyde scaffold, delivering enhanced electron-withdrawing character and improved metabolic stability. This combination enables efficient coupling in cross-coupling reactions and facilitates the construction of complex heterocyclic architectures under mild conditions.

Application

3-(Trifluoromethyl)picolinaldehyde serves as a valuable building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and functionalized aromatic systems. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the aldehyde functionality facilitates efficient derivatization via reductive amination, condensation, or nucleophilic addition. The compound exhibits good bench stability and compatibility with standard synthetic protocols, making it a practical choice for constructing complex scaffolds in API development.

Synthesis

  • Route1

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 38, # 9 p. 2446 - 2458
  • Route2

    References

    • Ashimori; Ono; Uchida; Ohtaki; Fukaya; Watanabe; Yokoyama Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 9 p. 2446 - 2458
  • Route3
    • null|null
      131748-16-8
    • ~%
    • In-stock
      3-(Trifluoromethyl)picolinaldehyde|CS-0086397
      131747-62-1

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 38, # 9 p. 2446 - 2458

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

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   1.9129
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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