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CS-W001157 4
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2-(4-Methoxycyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 1092938-92-5

  • Cat. No. CS-0052272
  • Purity≥97%
  • MDL No.None

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

2-(4-Methoxycyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0052272

Structure of 1092938-92-5

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General Information

  • CAS No. 1092938-92-5
  • Cat. No. CS-0052272
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₃BO₃
  • Molecular Weight 238.13
  • Synonym(s) 4-Methoxycyclohexene-1-boronic Acid Pinacol Ester
  • SMILES COC1CCC(=CC1)B1OC(C)(C)C(C)(C)O1

Description

This boronate ester features a methoxycyclohexenyl moiety attached to a stable tetramethyl-1,3,2-dioxaborolane ring, enabling efficient Suzuki-Miyaura coupling under mild conditions. The electron-rich cyclohexenyl unit enhances reactivity, while the bulky tetramethyl substitution ensures excellent shelf life and resistance to protodeboronation. Ideal for constructing complex molecular architectures in synthetic and medicinal chemistry workflows.

Application

2-(4-Methoxycyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The cyclohexenyl moiety provides a rigid, electron-rich aryl equivalent with predictable regiochemistry, while the tetramethyl-substituted dioxaborolane enhances air and moisture stability. Its methoxy group offers orthogonal functionalization potential and improves solubility in common organic solvents, facilitating efficient coupling and straightforward purification.

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   27.69
  • LogP   2.7431
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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