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CS-W001157 4
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1,3,2-Dioxaborolane, 2-cyclohexyl-4,4,5,5-tetramethyl-

  • CAS No. 87100-15-0

  • Cat. No. CS-0029524
  • Purity≥95%
  • MDL No.MFCD04038749

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

1,3,2-Dioxaborolane, 2-cyclohexyl-4,4,5,5-tetramethyl-|CS-0029524

Structure of 87100-15-0

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General Information

  • CAS No. 87100-15-0
  • Cat. No. CS-0029524
  • Purity ≥95%
  • MDL No. MFCD04038749
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₃BO₂
  • Molecular Weight 210.12
  • Synonym(s) Cyclohexylboronic Acid Pinacol Ester
  • SMILES CC1(C)C(C)(C)OB(C2CCCCC2)O1

Description

This boronate ester features a cyclohexyl group at the 2-position, enhancing steric bulk and stability. The tetramethyl-substituted dioxaborolane ring ensures excellent shelf life and moisture tolerance. It integrates readily into Suzuki-Miyaura cross-coupling reactions under standard conditions, delivering high functional group compatibility and reproducible yields.

Application

2-Cyclohexyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron reagent for Suzuki-Miyaura cross-coupling reactions. Its sterically hindered dioxaborolane ring enhances shelf life and resistance to hydrolysis, while the cyclohexyl group provides favorable solubility and compatibility with diverse reaction conditions. Functions reliably in C–C bond formation across aryl, vinyl, and heteroaryl substrates, enabling efficient synthesis of complex molecular architectures.

Synthesis

  • Route1

    References

    • Ito, Hajime; Kubota, Koji Organic Letters, 2012 , vol. 14, # 3 p. 890 - 893
  • Route2

    References

    • Ito, Hajime; Kubota, Koji Organic Letters, 2012 , vol. 14, # 3 p. 890 - 893
  • Route3
    • null|null
      25015-63-8
    • null|null
      110-83-8
    • ~90%
    • In-stock
      1,3,2-Dioxaborolane, 2-cyclohexyl-4,4,5,5-tetramethyl-|CS-0029524
      87100-15-0

    References

    • Reichle, Markus A.; Breit, Bernhard Angewandte Chemie - International Edition, 2012 , vol. 51, # 23 p. 5730 - 5734

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

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   3.4129
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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