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CS-W001157 4
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2-Bromocyclohex-1-ene-1-carboxylic acid

  • CAS No. 68965-62-8

  • Cat. No. CS-0524534
  • Molecule weight205.05
  • Purity≥98%
  • MDL No.None

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

2-Bromocyclohex-1-ene-1-carboxylic acid|CS-0524534

Structure of 68965-62-8

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General Information

  • CAS No. 68965-62-8
  • Cat. No. CS-0524534
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉BrO₂
  • Molecular Weight 205.05
  • Synonym(s) 1-Cyclohexene-1-carboxylic acid, 2-bromo-
  • SMILES O=C(C1=C(Br)CCCC1)O

Description

2-Bromocyclohex-1-ene-1-carboxylic acid features a conjugated alkene and a carboxylic acid group flanking a bromine-substituted ring, enabling direct participation in transition-metal-catalyzed couplings. The molecule combines electrophilic reactivity with structural rigidity, facilitating efficient incorporation into complex molecular architectures under mild conditions.

Application

2-Bromocyclohex-1-ene-1-carboxylic acid serves as a versatile building block for the synthesis of substituted cyclohexanes and heterocyclic systems. Its conjugated alkene and carboxylic acid functionality enable selective functionalization via palladium-catalyzed cross-coupling, electrophilic bromination, or decarboxylative transformations. The compound exhibits bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      38127-47-8
    • ~84%
    • In-stock
      2-Bromocyclohex-1-ene-1-carboxylic acid|CS-0524534
      68965-62-8

    References

    • Ren, Hongjun; Knochel, Paul Angewandte Chemie - International Edition, 2006 , vol. 45, # 21 p. 3462 - 3465
  • Route2
    • Methyl 2-bromocyclohex-1-ene-1-carboxylate|CS-0523906
      72422-64-1
    • ~92%
    • In-stock
      2-Bromocyclohex-1-ene-1-carboxylic acid|CS-0524534
      68965-62-8

    References

    • Harayama, Takashi; Toko, Hiroko; Nishioka, Hiromi; Abe, Hitoshi; Takeuchi, Yasuo Heterocycles, 2003 , vol. 59, # 2 p. 541 - 546
  • Route3
    • null|null
      108-94-1
    • ~%
    • In-stock
      2-Bromocyclohex-1-ene-1-carboxylic acid|CS-0524534
      68965-62-8

    References

    • Cho, Chan Sik; Kim, Hyo Bo Journal of Organometallic Chemistry, 2011 , vol. 696, # 20 p. 3264 - 3267

Safety Information

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GHS Pictogram : N/A
GHS No : N/A
Signal Word : N/A
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.294
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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