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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enol

  • CAS No. 1310384-24-7

  • Cat. No. CS-0041969
  • Purity≥95%
  • MDL No.MFCD12025483

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

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enol|CS-0041969

Structure of 1310384-24-7

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General Information

  • CAS No. 1310384-24-7
  • Cat. No. CS-0041969
  • Purity ≥95%
  • MDL No. MFCD12025483
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₁BO₃
  • Molecular Weight 224.10
  • Synonym(s) 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-cyclohexen-1-ol
  • SMILES CC1(C)C(C)(C)OB(C2=CCC(O)CC2)O1

Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enol features a boronate ester group conjugated to a cyclohexenol scaffold, enabling efficient Suzuki-Miyaura coupling under mild conditions. This bench-stable reagent integrates seamlessly into complex molecule assembly, offering reliable functionalization of aryl and vinyl partners with minimal byproduct formation.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enol serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The cyclohexenol scaffold offers site-specific functionalization potential, while the pinacol boronate group enables efficient coupling with aryl, vinyl, and heteroaryl halides under mild conditions. Its high functional group tolerance and ease of purification make it a practical reagent for constructing complex molecular architectures in medicinal chemistry and materials synthesis.

Safety Information

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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   38.69
  • LogP   2.089
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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