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

Name: 2-(Bicyclo[1.1.1]pentan-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 2152645-07-1
Cat. No. CS-0172796
Purity≥98%
MDL No.None

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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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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.

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

Computational Chemistry Data

TPSA 18.46
LogP 2.6327
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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

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Other Classifications

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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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

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