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4,4,5,5-Tetramethyl-2-(2-methylcyclohex-1-en-1-yl)-1,3,2-dioxaborolane

  • CAS No. 448211-43-6

  • Cat. No. CS-0183984
  • Purity≥97%
  • MDL No.None

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

4,4,5,5-Tetramethyl-2-(2-methylcyclohex-1-en-1-yl)-1,3,2-dioxaborolane|CS-0183984

Structure of 448211-43-6

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General Information

  • CAS No. 448211-43-6
  • Cat. No. CS-0183984
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₃BO₂
  • Molecular Weight 222.13
  • Synonym(s) 4,4,5,5-tetramethyl-2-(2-methylcyclohexen-1-yl)-1,3,2-dioxaborolane
  • SMILES CC1=C(B2OC(C)(C)C(C)(C)O2)CCCC1

Description

This boronate ester features a sterically shielded tetramethylcyclopentadienyl core paired with a pendant 2-methylcyclohex-1-en-1-yl group, delivering enhanced stability and compatibility in cross-coupling reactions.

Application

4,4,5,5-Tetramethyl-2-(2-methylcyclohex-1-en-1-yl)-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its sterically protected dioxaborolane ring enhances shelf life and functional group tolerance, enabling efficient C–C bond formation with aryl and vinyl halides under mild conditions. The cyclohexenyl moiety provides a rigid, hydrophobic scaffold useful in medicinal chemistry lead optimization and natural product 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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   3.5083
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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