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CS-W001157 4
Total: USD 88.00

1-Bromo-4-cyclohexylbenzene

  • CAS No. 25109-28-8

  • Cat. No. CS-W014661
  • Purity≥96%
  • MDL No.MFCD00019339

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

1-Bromo-4-cyclohexylbenzene|CS-W014661

Structure of 25109-28-8

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General Information

  • CAS No. 25109-28-8
  • Cat. No. CS-W014661
  • Purity ≥96%
  • MDL No. MFCD00019339
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅Br
  • Molecular Weight 239.15
  • Synonym(s) 4-Bromophenylcyclohexane; 1-Bromo-4-cyclohexylbenzene
  • SMILES BrC1=CC=C(C2CCCCC2)C=C1

Description

1-Bromo-4-cyclohexylbenzene features a cyclohexyl group positioned para to a bromine atom on a benzene ring, delivering enhanced lipophilicity and steric bulk. This configuration supports efficient coupling in transition-metal-catalyzed reactions, enabling direct access to functionalized aromatic scaffolds under standard conditions.

Application

1-Bromo-4-cyclohexylbenzene serves as a versatile aryl halide building block for Suzuki, Stille, and Negishi cross-coupling reactions. Its cyclohexyl substituent provides steric bulk and lipophilicity, enhancing metabolic stability in medicinal chemistry applications. The compound exhibits excellent bench stability, facilitates straightforward purification by column chromatography, and functions reliably in Pd-catalyzed transformations under standard conditions.

Synthesis

  • Route1

    References

    • Kaufmann, Marco; Gisler, Michael; Leumann, Christian J. Angewandte Chemie, International Edition, 2009 , vol. 48, p. 3810 - 3813 Angewandte Chemie, 2009 , vol. 121, p. 3868 - 3871
  • Route2
    • 1-Bromo-4-(cyclohex-1-en-1-yl)benzene|CS-0213174
      1605-17-0
    • ~%
    • In-stock
      1-Bromo-4-cyclohexylbenzene|CS-W014661
      25109-28-8

    References

    • US3959364 A1, ;
  • Route3
    • null|null
      108-86-1
    • In-stock
      1-Cyclohexanol|CS-0017198
      108-93-0
    • ~%
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      1-Bromo-4-cyclohexylbenzene|CS-W014661
      25109-28-8
    • 1-Bromo-2-cyclohexylbenzene|CS-0326893
      59734-92-8

    References

    • Organic Letters, , vol. 16, # 7 p. 2026 - 2029

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   4.4968
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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