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CS-W001157 4
Total: USD 88.00

4-(Cyanomethyl)benzoic acid

  • CAS No. 50685-26-2

  • Cat. No. CS-W022012
  • Purity≥98%
  • MDL No.MFCD00020382

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

4-(Cyanomethyl)benzoic acid|CS-W022012

Structure of 50685-26-2

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General Information

  • CAS No. 50685-26-2
  • Cat. No. CS-W022012
  • Purity ≥98%
  • MDL No. MFCD00020382
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₂
  • Molecular Weight 161.16
  • Synonym(s) benzoic acid, 4-(cyanomethyl)-
  • SMILES OC(=O)C1=CC=C(CC#N)C=C1

Description

4-(Cyanomethyl)benzoic acid features a para-cyanoalkyl side chain that enhances electronic modulation in synthetic intermediates. This bench-stable carboxylic acid integrates readily into conjugated systems, offering efficient access to functionalized aromatic platforms for medicinal chemistry and materials development.

Application

4-(Cyanomethyl)benzoic acid serves as a versatile building block for synthesizing biologically relevant scaffolds, enabling efficient access to benzyl cyanide derivatives via decarboxylation or nucleophilic substitution. Its dual functionality—carboxylic acid and nitrile groups—facilitates orthogonal transformations, including amidation, esterification, and hydrogenation. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it ideal for use in medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • Almirall, S.A. Patent: EP2343287 A1, 2011 ; Location in patent: Page/Page column 21 ; EP 2343287 A1
  • Route2
    • Ethyl 4-(cyanomethyl)benzoate|CS-0672744
      83901-88-6
    • ~55%
    • In-stock
      4-(Cyanomethyl)benzoic acid|CS-W022012
      50685-26-2

    References

    • Boehringer Ingelheim International GmbH Patent: US2004/242572 A1, 2004 ; Location in patent: Page/Page column 35 ;
  • Route3

    References

    • Hoffman-La Roche Inc. Patent: US6610846 B1, 2003 ; US 6610846 B1

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   61.09
  • LogP   1.45088
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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