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CS-W001157 4
Total: USD 88.00

(2-Cyanophenoxy)acetic Acid

  • CAS No. 6574-95-4

  • Cat. No. CS-0156723
  • Purity≥98%
  • MDL No.MFCD02257373

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

(2-Cyanophenoxy)acetic Acid|CS-0156723

Structure of 6574-95-4

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General Information

  • CAS No. 6574-95-4
  • Cat. No. CS-0156723
  • Purity ≥98%
  • MDL No. MFCD02257373
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₃
  • Molecular Weight 177.16
  • Synonym(s) 2-(2-Cyanophenoxy)acetic acid
  • SMILES C1=CC=C(C(=C1)C#N)OCC(=O)O

Description

This cyanophenoxyacetic acid derivative features a strategically positioned nitrile group that enhances electron withdrawal, enabling robust coupling reactions. The phenolic oxygen facilitates conjugation and improves solubility in polar solvents. Designed for synthetic versatility, it serves as a key intermediate in agrochemical and pharmaceutical development under standard conditions.

Application

(2-Cyanophenoxy)acetic acid serves as a versatile building block for synthesizing bioactive heterocycles and functionalized aryl ethers. Its dual functionality—cyano and carboxylic acid groups—enables selective derivatization, including amidation, esterification, and coupling reactions. The molecule exhibits good bench stability and facilitates efficient purification via crystallization or standard chromatographic methods, making it suitable for iterative synthesis in medicinal chemistry and agrochemical development workflows.

Synthesis

  • Route1
    • Tert-butyl 2-(2-cyanophenoxy)acetate|CS-0331633
      609804-44-6
    • ~%
    • In-stock
      (2-Cyanophenoxy)acetic Acid|CS-0156723
      6574-95-4

    References

    • EP1489078 A1, ; Page 157 ; EP 1489078 A1
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 65, p. 1555
  • Route3
    • Salicylamide-O-acetic acid|CS-0149973
      25395-22-6
    • ~31%
    • 2,3,4,5-Tetrahydro-1,4-benzoxazepine-3,5-dione|CS-0247128
      14151-88-3
    • In-stock
      (2-Cyanophenoxy)acetic Acid|CS-0156723
      6574-95-4

    References

    • Luk'yanov; Maksimenko; Borodkin Chemistry of Heterocyclic Compounds, 2003 , vol. 39, # 11 p. 1539 - 1540

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   70.32
  • LogP   1.02168
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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