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6-Bromohex-1-yne

  • CAS No. 66977-99-9

  • Cat. No. CS-0248001
  • Purity≥95%
  • MDL No.MFCD02258668

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

6-Bromohex-1-yne|CS-0248001

Structure of 66977-99-9

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General Information

  • CAS No. 66977-99-9
  • Cat. No. CS-0248001
  • Purity ≥95%
  • MDL No. MFCD02258668
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉Br
  • Molecular Weight 161.04
  • Synonym(s) None
  • SMILES BrCCCCC#C

Description

6-Bromohex-1-yne is a halogenated alkyne featuring a terminal triple bond and a bromine atom at the C6 position. This structure enables selective coupling reactions in cross-coupling protocols, particularly in palladium-catalyzed transformations. The molecule exhibits good stability under standard conditions and facilitates efficient incorporation into complex molecular architectures.

Application

6-Bromohex-1-yne serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted alkynes and conjugated systems. Its terminal alkyne functionality reacts reliably with palladium and copper catalysts, while the bromide group supports cross-coupling protocols such as Stille, Suzuki-Miyaura, and Negishi reactions. The molecule exhibits good bench stability and is readily purified by distillation, facilitating integration into multi-step synthetic sequences for complex molecular architectures.

Synthesis

  • Route1

    References

    • Coleman, Robert S.; Garg, Rahul Organic Letters, 2001 , vol. 3, # 22 p. 3487 - 3490

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.1848
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   3

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