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CS-W001157 4
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4-Chlorobut-2-yn-1-ol

  • CAS No. 13280-07-4

  • Cat. No. CS-0262802
  • Molecule weight104.53
  • Purity≥95%
  • MDL No.None

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

4-Chlorobut-2-yn-1-ol|CS-0262802

Structure of 13280-07-4

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General Information

  • CAS No. 13280-07-4
  • Cat. No. CS-0262802
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅ClO
  • Molecular Weight 104.53
  • Synonym(s) 4-Chloro-2-butyn-1-ol
  • SMILES C(#CCO)CCl

Description

4-Chlorobut-2-yn-1-ol features a terminal alkyne group flanked by a chlorinated carbon and a hydroxyl-bearing carbon, enabling direct conjugation in click chemistry and transition-metal-catalyzed coupling reactions. This moisture-tolerant reagent integrates readily into molecular scaffolds requiring precise functionalization under mild conditions.

Application

4-Chlorobut-2-yn-1-ol serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized alkynes and heterocyclic scaffolds. Its terminal alkyne functionality facilitates copper-catalyzed azide-alkyne cycloaddition (CuAAC), while the primary alcohol supports selective derivatization and protection strategies. The molecule exhibits good bench stability and compatibility with standard reaction conditions, making it well-suited for use in medicinal chemistry campaigns and process-scale synthesis.

Synthesis

  • Route1
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      50-00-0
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      624-65-7
    • ~76%
    • In-stock
      4-Chlorobut-2-yn-1-ol|CS-0262802
      13280-07-4

    References

    • Trost, Barry M.; Rudd, Michael T. Journal of the American Chemical Society, 2005 , vol. 127, # 13 p. 4763 - 4776
  • Route2
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      110-65-6
    • ~66%
    • In-stock
      4-Chlorobut-2-yn-1-ol|CS-0262802
      13280-07-4

    References

    • Whitfield, Frank B.; Freeman, Diana J.; Last, John H.; Bannister, Peter A.; Kennett, Bruce H. Australian Journal of Chemistry, 1982 , vol. 35, # 2 p. 373 - 384
  • Route3
    • null|null
      110-65-6
    • ~54%
    • In-stock
      4-Chlorobut-2-yn-1-ol|CS-0262802
      13280-07-4
    • null|null
      821-10-3

    References

    • Advanced Synthesis and Catalysis, , vol. 348, # 15 p. 2133 - 2147

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H302-H315-H319-H335
Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   0.2209
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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