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CS-W001157 4
Total: USD 88.00

6-Formylpicolinonitrile

  • CAS No. 85148-95-4

  • Cat. No. CS-W018781
  • Purity≥98%
  • MDL No.None

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

6-Formylpicolinonitrile|CS-W018781

Structure of 85148-95-4

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General Information

  • CAS No. 85148-95-4
  • Cat. No. CS-W018781
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄N₂O
  • Molecular Weight 132.12
  • Synonym(s) 2-Pyridinecarbonitrile, 6-formyl- (9CI)
  • SMILES O=CC1=NC(=CC=C1)C#N

Description

6-Formylpicolinonitrile features a strategically positioned formyl group flanked by a pyridine ring and a nitrile moiety, enabling direct integration into heterocyclic scaffolds. This electron-deficient framework facilitates efficient coupling reactions and serves as a key building block in the synthesis of bioactive molecules and functional materials.

Application

6-Formylpicolinonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to heterocyclic scaffolds through its dual reactivity: the aldehyde group facilitates nucleophilic additions and condensations, while the nitrile moiety supports cyclizations and derivatization. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1

    References

    • Ashimori; Ono; Uchida; Ohtaki; Fukaya; Watanabe; Yokoyama Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 9 p. 2446 - 2458
  • Route2
    • 6-Vinylpicolinonitrile|CS-0689711
      120613-15-2
    • ~81%
    • In-stock
      6-Formylpicolinonitrile|CS-W018781
      85148-95-4

    References

    • Tsukamoto, Issei; Koshio, Hiroyuki; Kuramochi, Takahiro; Saitoh, Chikashi; Yanai-Inamura, Hiroko; Kitada-Nozawa, Chika; Yamamoto, Eisaku; Yatsu, Takeyuki; Shimada, Yoshiaki; Sakamoto, Shuichi; Tsukamoto, Shin-ichi Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 8 p. 3130 - 3141
  • Route3
    • null|null
      85148-97-6
    • ~73%
    • In-stock
      6-Formylpicolinonitrile|CS-W018781
      85148-95-4

    References

    • Eichinger, K.; Berbalk, H.; Kronberger, H. Synthesis, 1982 , # 12 p. 1094 - 1095

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   53.75
  • LogP   0.76578
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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