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CS-W001157 4
Total: USD 88.00

4-Cyano-2-methylbenzoic acid

  • CAS No. 1975-53-7

  • Cat. No. CS-0101366
  • Purity≥96%
  • MDL No.MFCD14582960

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

4-Cyano-2-methylbenzoic acid|CS-0101366

Structure of 1975-53-7

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General Information

  • CAS No. 1975-53-7
  • Cat. No. CS-0101366
  • Purity ≥96%
  • MDL No. MFCD14582960
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₂
  • Molecular Weight 161.16
  • Synonym(s) None
  • SMILES O=C(O)C1=CC=C(C#N)C=C1C

Description

4-Cyano-2-methylbenzoic acid features a conjugated cyano group and methyl substituent positioned ortho to the carboxylic acid, enhancing electronic withdrawal and steric modulation. This configuration supports direct integration into pharmaceutical intermediates and functional materials via coupling reactions under standard conditions.

Application

4-Cyano-2-methylbenzoic acid serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to functionalized aromatic scaffolds. Its ortho-substituted structure provides steric and electronic control in coupling reactions, while the carboxylic acid group facilitates direct derivatization or amide formation. The nitrile moiety offers compatibility with standard transformations such as hydrolysis or nucleophilic addition, enhancing synthetic flexibility. Bench-stable and readily purified by recrystallization, it functions reliably in multistep syntheses requiring predictable reactivity and orthogonal functional group handling.

Synthesis

  • Route1

    References

    • Sun, Xicheng; Qiu, Jian; Strong, Sarah A.; Green, Louis S.; Wasley, Jan W.F.; Colagiovanni, Dorothy B.; Mutka, Sarah C.; Blonder, Joan P.; Stout, Adam M.; Richards, Jane P.; Chun, Lawrence; Rosenthal, Gary J. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 12 p. 3671 - 3675
  • Route2
    • null|null
      124-38-9
    • In-stock
      4-Bromo-3-methylbenzonitrile|CS-W002159
      41963-20-6
    • ~20%
    • In-stock
      4-Cyano-2-methylbenzoic acid|CS-0101366
      1975-53-7

    References

    • EXELIXIS, INC. Patent: WO2009/55077 A1, 2009 ; Location in patent: Page/Page column 381 ;
  • Route3

    References

    • Crosby, John; Moilliet, Jock; Parratt, Julian S.; Turner, Nicolas J. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 13 p. 1679 - 1688

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   61.09
  • LogP   1.5649
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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