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CS-W001157 4
Total: USD 88.00

(3-Hydroxyphenyl)acetonitrile

  • CAS No. 25263-44-9

  • Cat. No. CS-0130341
  • Purity≥98%
  • MDL No.None

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

(3-Hydroxyphenyl)acetonitrile|CS-0130341

Structure of 25263-44-9

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General Information

  • CAS No. 25263-44-9
  • Cat. No. CS-0130341
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO
  • Molecular Weight 133.15
  • Synonym(s) 3-Hydroxybenzyl Cyanide
  • SMILES N#CCC1=CC=CC(O)=C1

Description

(3-Hydroxyphenyl)acetonitrile features a phenolic hydroxyl group ortho to a nitrile-bearing side chain, enabling direct incorporation into bioactive scaffolds. This combination imparts enhanced solubility and reactivity in synthetic transformations, particularly in coupling reactions requiring polar functional handles. The molecule exhibits bench-stable behavior under standard conditions and serves as a key intermediate in the development of pharmaceutical analogs and fluorescent probes.

Application

(3-Hydroxyphenyl)acetonitrile serves as a versatile building block in medicinal chemistry, enabling direct access to substituted benzodioxole and hydroxycinnamamide scaffolds. Its nitrile group facilitates efficient transformations via hydrolysis or nucleophilic addition, while the ortho-hydroxyl moiety supports directed metalation and orthogonal protection strategies. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • FUJI PHOTO FILM CO., LTD. Patent: US2006/142553 A1, 2006 ; Location in patent: Page/Page column 11 - 12 ;
  • Route2
    • null|null
      122-46-3
    • ~%
    • In-stock
      (3-Hydroxyphenyl)acetonitrile|CS-0130341
      25263-44-9

    References

    • Journal of Organic Chemistry, , vol. 47, # 17 p. 3261 - 3264
  • Route3
    • null|null
      49617-80-3
    • ~%
    • In-stock
      (3-Hydroxyphenyl)acetonitrile|CS-0130341
      25263-44-9

    References

    • Journal of Organic Chemistry, , vol. 47, # 17 p. 3261 - 3264

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   44.02
  • LogP   1.45828
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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