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CS-W001157 4
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3-Bromocyclohex-1-ene

  • CAS No. 1521-51-3

  • Cat. No. CS-0173469
  • Molecule weight161.04
  • Purity≥95%
  • MDL No.MFCD00013775

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

3-Bromocyclohex-1-ene|CS-0173469

Structure of 1521-51-3

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General Information

  • CAS No. 1521-51-3
  • Cat. No. CS-0173469
  • Purity ≥95%
  • MDL No. MFCD00013775
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉Br
  • Molecular Weight 161.04
  • Synonym(s) 3-Bromocyclohexene
  • SMILES BrC1C=CCCC1

Description

3-Bromocyclohexene was used in the synthesis of N-tert-butoxycarbonyl-O-cyclohexyl-L-tyrosine. It was also used in the synthesis of enantiopure cyclohexitols such as muco-quercitol, D-chiro-inocitol and allo-inocitol.

Application

3-Bromocyclohex-1-ene serves as a versatile intermediate in synthetic organic chemistry, enabling regioselective functionalization at the allylic position. Its constrained cyclohexenyl framework supports efficient palladium-catalyzed cross-coupling reactions and facilitates electrophilic substitutions under mild conditions. Bench-stable and readily purified by distillation or column chromatography, it functions effectively in the construction of complex carbocyclic scaffolds and heterocyclic systems relevant to medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      110-83-8
    • ~99%
    • In-stock
      3-Bromocyclohex-1-ene|CS-0173469
      1521-51-3

    References

    • Aciro, Caroline; Claridge, Timothy D. W.; Davies, Stephen G.; Roberts, Paul M.; Russell, Angela J.; Thomson, James E. Organic and Biomolecular Chemistry, 2008 , vol. 6, # 20 p. 3751 - 3761
  • Route2
    • null|null
      110-83-8
    • ~%
    • null|null
      930-68-7
    • In-stock
      2-Cyclohexen-1-ol|CS-W011333
      822-67-3
    • In-stock
      3-Bromocyclohex-1-ene|CS-0173469
      1521-51-3

    References

    • Polyhedron, , vol. 62, p. 51 - 60
  • Route3
    • In-stock
      1-Bromo-2,5-pyrrolidinedione|CS-W008781
      128-08-5
    • null|null
      110-83-8
    • ~%
    • null|null
      18926-24-4
    • 4-Bromocyclohex-1-Ene|CS-0766853
      3540-84-9
    • null|null
      82469-57-6
    • In-stock
      3-Bromocyclohex-1-ene|CS-0173469
      1521-51-3

    References

    • Journal of the American Chemical Society, , vol. 104, # 25 p. 7267 - 7274

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Warning
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.49
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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