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CS-W001157 4
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4-hydroxybutanenitrile

  • CAS No. 628-22-8

  • Cat. No. CS-W001264
  • Molecule weight85.10
  • Purity≥97%
  • MDL No.None

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

4-hydroxybutanenitrile|CS-W001264

Structure of 628-22-8

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General Information

  • CAS No. 628-22-8
  • Cat. No. CS-W001264
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₇NO
  • Molecular Weight 85.10
  • Synonym(s) 4-HYDROXY-BUTYRONITRILE
  • SMILES OCCCC#N

Description

4-Hydroxybutanenitrile features a hydroxyl group flanked by a nitrile moiety, enabling direct functionalization in synthetic sequences. This bifunctional scaffold supports efficient cyclization to γ-lactams and integrates readily into polymer backbones. The molecule exhibits favorable solubility in polar aprotic solvents and maintains stability under standard bench conditions.

Application

4-Hydroxybutanenitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to γ-hydroxy nitriles and downstream heterocycles. Its bifunctional character—combining a reactive nitrile group with a hydroxyl moiety—facilitates selective transformations under mild conditions. The compound exhibits good bench stability and compatibility with common protecting group strategies, making it well-suited for iterative synthesis of complex scaffolds, including bioactive lactams and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      151-50-8
    • null|null
      627-30-5
    • ~37%
    • In-stock
      4-hydroxybutanenitrile|CS-W001264
      628-22-8

    References

    • IRM LLC Patent: WO2007/56366 A2, 2007 ; Location in patent: Page/Page column 70-71 ; WO 2007/056366 A2
  • Route2
    • In-stock
      4-((tert-Butyldimethylsilyl)oxy)butanal|CS-0696736
      87184-81-4
    • ~0%
    • null|null
      96-48-0
    • In-stock
      4-hydroxybutanenitrile|CS-W001264
      628-22-8
    • null|null
      123703-37-7

    References

    • Laulhe, Sebastien; Gori, Sadakatali S.; Nantz, Michael H. Journal of Organic Chemistry, 2012 , vol. 77, # 20 p. 9334 - 9337,4 Title/Abstract Full Text Show Details Laulhe, Sebastien; Gori, Sadakatali S.; Nantz, Michael H. Journal of Organic Chemistry, 2012 , vol. 77, # 20 p. 9334 - 9337
  • Route3
    • In-stock
      4-Bromobutyronitrile|CS-W004123
      5332-06-9
    • ~10%
    • In-stock
      4-hydroxybutanenitrile|CS-W001264
      628-22-8
    • null|null
      5500-21-0

    References

    • Carelli, Italo; Curulli, Antonella; Inesi, Achille Journal of Chemical Research, Miniprint, 1989 , # 11 p. 2554 - 2571

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS08
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302+H312-H315-H319-H373
Precautionary Statements : P260-P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.02
  • LogP   0.28248
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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