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CS-W001157 4
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4-Bromobutyronitrile

  • CAS No. 5332-06-9

  • Cat. No. CS-W004123
  • Purity≥98%
  • MDL No.MFCD00001971

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

4-Bromobutyronitrile|CS-W004123

Structure of 5332-06-9

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General Information

  • CAS No. 5332-06-9
  • Cat. No. CS-W004123
  • Purity ≥98%
  • MDL No. MFCD00001971
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₆BrN
  • Molecular Weight 148.00
  • Synonym(s) None
  • SMILES N#CCCCBr

Description

4-Bromobutyronitrile is a versatile synthetic intermediate featuring a bromine atom at the γ-position relative to a nitrile group. This strategic substitution enables efficient functionalization via nucleophilic displacement or metal-catalyzed coupling reactions, facilitating access to complex aliphatic chains and heterocyclic systems under mild conditions.

Application

4-Bromobutyronitrile serves as a versatile bifunctional building block in synthetic organic chemistry, enabling efficient construction of γ-functionalized nitriles and heterocyclic scaffolds. Its bromide group facilitates palladium-catalyzed cross-coupling reactions, while the nitrile moiety supports nucleophilic additions and hydrolysis to carboxylic acid derivatives. The compound exhibits good bench stability and is compatible with diverse reaction conditions, making it valuable for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • US2014/39132 A1, ; Page/Page column ;
  • Route2
    • null|null
      151-50-8
    • In-stock
      1,3-Dibromopropane|CS-W020641
      109-64-8
    • ~%
    • In-stock
      4-Bromobutyronitrile|CS-W004123
      5332-06-9

    References

    • Journal of the Chemical Society, , p. 1372,1374 Journal of the American Chemical Society, , vol. 63, p. 1733,1736
  • Route3

    References

    • Synthetic Communications, , vol. 24, # 5 p. 733 - 743

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3276
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311+H331-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   1.68508
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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