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CS-W001157 4
Total: USD 88.00

2-(Trifluoromethyl)nicotinaldehyde

  • CAS No. 116308-35-1

  • Cat. No. CS-W018715
  • Purity≥96%
  • MDL No.MFCD08234912

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

2-(Trifluoromethyl)nicotinaldehyde|CS-W018715

Structure of 116308-35-1

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General Information

  • CAS No. 116308-35-1
  • Cat. No. CS-W018715
  • Purity ≥96%
  • MDL No. MFCD08234912
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄F₃NO
  • Molecular Weight 175.11
  • Synonym(s) 2-(trifluoromethyl)-3-pyridinecarboxaldehyde
  • SMILES O=CC1=C(C(F)(F)F)N=CC=C1

Description

2-(Trifluoromethyl)nicotinaldehyde features a trifluoromethyl group at the 2-position of the nicotinaldehyde scaffold, enhancing electron-withdrawal and metabolic stability. This electron-deficient aldehyde integrates readily into heterocyclic scaffolds and serves as a key building block in medicinal chemistry campaigns targeting kinase inhibitors and bioactive N-heterocycles.

Application

2-(Trifluoromethyl)nicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling the synthesis of trifluoromethyl-substituted heterocycles and bioactive scaffolds. Its aldehyde functionality facilitates reductive amination, condensation, and nucleophilic addition reactions with high functional group tolerance. The electron-withdrawing trifluoromethyl group enhances metabolic stability and modulates electronic properties, making it valuable for optimizing pharmacokinetic profiles in drug discovery campaigns.

Synthesis

  • Route1

    References

    • Ashimori; Ono; Uchida; Ohtaki; Fukaya; Watanabe; Yokoyama Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 9 p. 2446 - 2458
  • Route2
    • In-stock
      2-Bromo-3-formylpyridine|CS-W001155
      128071-75-0
    • null|null
      77152-08-0
    • ~94%
    • In-stock
      2-(Trifluoromethyl)nicotinaldehyde|CS-W018715
      116308-35-1

    References

    • Lishchynskyi, Anton; Novikov, Maxim A.; Martin, Eddy; Escudero-Adan, Eduardo C.; Novak, Petr; Grushin, Vladimir V. Journal of Organic Chemistry, 2013 , vol. 78, # 22 p. 11126 - 11146
  • Route3

    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

Quality Control

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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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