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CS-W001157 4
Total: USD 88.00

3-Formyl-4-methoxybenzonitrile

  • CAS No. 21962-53-8

  • Cat. No. CS-0374114
  • Purity≥98%
  • MDL No.MFCD13195275

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

3-Formyl-4-methoxybenzonitrile|CS-0374114

Structure of 21962-53-8

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General Information

  • CAS No. 21962-53-8
  • Cat. No. CS-0374114
  • Purity ≥98%
  • MDL No. MFCD13195275
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₂
  • Molecular Weight 161.16
  • Synonym(s) 5-Cyano-2-methoxybenzaldehyde
  • SMILES N#CC1=CC=C(OC)C(C=O)=C1

Description

3-Formyl-4-methoxybenzonitrile features a formyl group flanked by a methoxy substituent and a nitrile functionality, enabling direct incorporation into diverse synthetic scaffolds. This electron-deficient aromatic core facilitates coupling reactions and serves as a key intermediate in the development of functionalized pharmaceuticals and advanced materials.

Application

3-Formyl-4-methoxybenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles and pharmaceutical intermediates. Its orthogonal functionality—compatible formyl, methoxy, and nitrile groups—facilitates sequential transformations including nucleophilic additions, condensations, and cyclizations under mild conditions. The compound exhibits excellent bench stability and is readily purified by flash chromatography or recrystallization, making it well-suited for scalable synthesis and process development.

Synthesis

  • Route1
    • null|null
      557-21-1
    • In-stock
      5-Bromo-2-anisaldehyde|CS-M0570
      25016-01-7
    • ~96%
    • In-stock
      3-Formyl-4-methoxybenzonitrile|CS-0374114
      21962-53-8

    References

    • Assens, Jean-Louis; Bernhart, Claude; Cabanel-Haudricourt, Frederique; Nisato, Dino Patent: US2004/10011 A1, 2004 ; Location in patent: Page/Page column 26 ;
  • Route2
    • null|null
      124-41-4
    • In-stock
      4-Fluoro-3-formylbenzonitrile|CS-W018753
      146137-79-3
    • ~57%
    • In-stock
      3-Formyl-4-methoxybenzonitrile|CS-0374114
      21962-53-8

    References

    • BIOKINESIS; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; BOUGERET, Cécile; GUILLOU, Catherine; ROULEAU, Julien; RIVOLLIER, Julie; CARNIATO, Denis Patent: WO2014/86964 A1, 2014 ; Location in patent: Page/Page column 47 ;
  • Route3
    • 2-Methoxybenzaldehyde, ≥97%|CS-1269021
      135-02-4
    • ~%
    • In-stock
      3-Formyl-4-methoxybenzonitrile|CS-0374114
      21962-53-8

    References

    • Laali, Kenneth K.; Koser, Gerald F.; Subramanyam, Sundar; Forsyth, David A. Journal of Organic Chemistry, 1993 , vol. 58, # 6 p. 1385 - 1392

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+H312+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   50.09
  • LogP   1.37938
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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