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2-(Bicyclo[1.1.1]pentan-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 2152645-07-1

  • Cat. No. CS-0172796
  • Molecule weight194.08
  • Purity≥98%
  • MDL No.None

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

2-(Bicyclo[1.1.1]pentan-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0172796

Structure of 2152645-07-1

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General Information

  • CAS No. 2152645-07-1
  • Cat. No. CS-0172796
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉BO₂
  • Molecular Weight 194.08
  • Synonym(s) 2-{bicyclo[1.1.1]pentan-1-yl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • SMILES O1B(OC(C)(C)C1(C)C)C23CC(C2)C3

Description

This boronate reagent features a rigid bicyclo[1.1.1]pentane scaffold that enhances stability and reduces side reactions. The tetramethyl-substituted dioxaborolane ring ensures excellent shelf life and moisture tolerance, enabling reliable cross-coupling under standard conditions. Ideal for constructing complex molecular architectures in medicinal chemistry and materials science.

Application

2-(Bicyclo[1.1.1]pentan-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a robust boronate building block for Suzuki-Miyaura cross-coupling reactions. Its high stability, low toxicity, and excellent functional group tolerance enable reliable C–C bond formation under mild conditions. The rigid bicyclo[1.1.1]pentane scaffold imparts favorable metabolic stability and enhanced lipophilicity, making it a valuable tool in medicinal chemistry for constructing complex molecular architectures with improved physicochemical properties.

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.6327
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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