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

Name: 4,4,5,5-Tetramethyl-2-(2-methylcyclohex-1-en-1-yl)-1,3,2-dioxaborolane
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CAS No. 448211-43-6
Cat. No. CS-0183984
Purity≥97%
MDL No.None

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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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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.

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

Computational Chemistry Data

TPSA 18.46
LogP 3.5083
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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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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

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