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CS-W001157 4
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4-(4-Formylphenoxy)benzonitrile

  • CAS No. 90178-71-5

  • Cat. No. CS-0060258
  • Purity≥95%
  • MDL No.None

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

4-(4-Formylphenoxy)benzonitrile|CS-0060258

Structure of 90178-71-5

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General Information

  • CAS No. 90178-71-5
  • Cat. No. CS-0060258
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₉NO₂
  • Molecular Weight 223.23
  • Synonym(s) 4-(4-FORMYLPHENOXY)BENZONITRILE 96
  • SMILES C1=C(C=CC(=C1)OC2=CC=C(C=C2)C=O)C#N

Description

4-(4-Formylphenoxy)benzonitrile features a bifunctional architecture combining a reactive aldehyde and a nitrile group, enabling direct conjugation in synthetic workflows. The electron-deficient aromatic core enhances reactivity in nucleophilic addition processes. This compound serves as a modular scaffold for constructing complex heterocycles and functional materials under standard conditions.

Application

4-(4-Formylphenoxy)benzonitrile serves as a versatile bifunctional building block for the synthesis of advanced pharmaceutical intermediates and functional materials. The aldehyde group enables efficient oxime formation, reductive amination, or Suzuki-Miyaura coupling, while the nitrile functions as a handle for hydrolysis to carboxylic acids or reduction to primary amines. Its bench-stable nature and compatibility with diverse reaction conditions facilitate straightforward purification and integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • null|null
      1194-02-1
    • p-Hydroxybenzaldehyde Bisoprolol Impurity|CS-0229513
      123-08-0
    • ~84%
    • In-stock
      4-(4-Formylphenoxy)benzonitrile|CS-0060258
      90178-71-5

    References

    • Li, Bing; Pai, Ramdas; Cardinale, Steven C.; Butler, Michelle M.; Peet, Norton P.; Moir, Donald T.; Bavari, Sina; Bowlin, Terry L. Journal of Medicinal Chemistry, 2010 , vol. 53, # 5 p. 2264 - 2276
  • Route2
    • p-Fluorobenzenecarboxaldehyde Atorvastatin calcium|CS-0214005
      459-57-4
    • 4-Cyanophenol Febuxostat Impurity|CS-0213981
      767-00-0
    • ~88%
    • In-stock
      4-(4-Formylphenoxy)benzonitrile|CS-0060258
      90178-71-5

    References

    • MERCK SERONO S.A.; THUNUGUNTLA, Siva Sanjeeva Rao; SUBRAMANYA, Hosahalli; KUNNAM, Satish Reddy; SANIVARU VIJAY, Sekhar Reddy; BINGI, Chakrapani; KUSANUR, Raviraj; SCHWARZ, Matthias; ARLT, Michael Patent: WO2010/115736 A2, 2010 ; Location in patent: Page/Page column 126-127 ; WO 2010/115736 A2
  • Route3
    • null|null
      1194-02-1
    • 4-Cyanophenol Febuxostat Impurity|CS-0213981
      767-00-0
    • ~74%
    • In-stock
      4-(4-Formylphenoxy)benzonitrile|CS-0060258
      90178-71-5

    References

    • Dann; Ruff; Wolff; Griessmeier 1984 , vol. 1984, # 3 p. 409 - 425

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   50.09
  • LogP   3.16308
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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