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CS-W001157 4
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8-Bromooct-1-yne

  • CAS No. 81216-13-9

  • Cat. No. CS-0648097
  • Molecule weight189.09
  • Purity≥98%
  • MDL No.MFCD20621358

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

8-Bromooct-1-yne|CS-0648097

Structure of 81216-13-9

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General Information

  • CAS No. 81216-13-9
  • Cat. No. CS-0648097
  • Purity ≥98%
  • MDL No. MFCD20621358
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₃Br
  • Molecular Weight 189.09
  • Synonym(s) None
  • SMILES C#CCCCCCCBr

Description

8-Bromooct-1-yne features a terminal alkyne group flanked by a bromine-substituted octyl chain, enabling facile copper-catalyzed coupling reactions. This moisture-tolerant reagent integrates readily into click chemistry workflows and serves as a key building block for bioconjugation and functionalized polymer synthesis under standard conditions.

Application

8-Bromooct-1-yne serves as a versatile alkynyl building block for transition-metal-catalyzed coupling reactions, including Sonogashira and Glaser couplings. Its terminal alkyne functionality enables efficient C–C bond formation under mild conditions, while the bromide group offers orthogonal reactivity for subsequent cross-coupling or nucleophilic substitution. The molecule exhibits good bench stability and is readily purified by distillation, facilitating integration into multi-step synthetic sequences for complex molecular architectures.

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 : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362-P370+P378-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.965
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   5

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