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CS-W001157 4
Total: USD 88.00

9-Bromonon-1-ene

  • CAS No. 89359-54-6

  • Cat. No. CS-W006397
  • Purity98% (stabilized with MEHQ)
  • MDL No.MFCD09037826

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

9-Bromonon-1-ene|CS-W006397

Structure of 89359-54-6

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General Information

  • CAS No. 89359-54-6
  • Cat. No. CS-W006397
  • Purity 98% (stabilized with MEHQ)
  • MDL No. MFCD09037826
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇Br
  • Molecular Weight 205.14
  • Synonym(s) None
  • SMILES C=CCCCCCCCBr

Description

9-Bromonon-1-ene features a terminal alkene and a bromine substituent at the nona-1-ene backbone, enabling selective cross-coupling reactions. This vinyl bromide serves as a key intermediate in synthetic sequences requiring stereospecific transformations under palladium-catalyzed conditions. The molecule exhibits favorable stability for handling and storage under inert atmosphere.

Application

9-Bromonon-1-ene serves as a versatile alkyl halide building block for transition-metal-catalyzed coupling reactions, particularly in palladium-catalyzed cross-couplings. Its terminal vinyl bromide functionality enables efficient C–C bond formation with boranes, stannanes, and organozinc reagents under mild conditions. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis of complex alkenyl architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 8-Nonen-1-ol|CS-0185599
      13038-21-6
    • ~76%
    • In-stock
      9-Bromonon-1-ene|CS-W006397
      89359-54-6

    References

    • Kumar, Jayprakash Narayan; Das, Biswanath Tetrahedron Letters, 2013 , vol. 54, # 29 p. 3865 - 3867
  • Route2

    References

    • Roux; Paugam; Rousseau Journal of Organic Chemistry, 2001 , vol. 66, # 12 p. 4304 - 4310
  • Route3
    • In-stock
      1,6-Dibromo-n-hexane|CS-0015831
      629-03-8
    • null|null
      1730-25-2
    • ~87%
    • In-stock
      9-Bromonon-1-ene|CS-W006397
      89359-54-6

    References

    • Wang, Chun-Yi; Hou, Duen-Ren Journal of the Chinese Chemical Society, 2012 , vol. 59, # 3 p. 389 - 393

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.9079
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   7

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