2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane

Name: 2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane
Brand: ChemScene
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CAS No. 213596-33-9
Cat. No. CS-0175747
Purity≥97%
MDL No.None

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2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane|CS-0175747

Structure of 213596-33-9

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Description

This boronate moiety integrates a methoxy-substituted phenyl group with a sterically shielded dioxaborinane core, delivering enhanced stability and moisture tolerance. It enables efficient cross-coupling under standard conditions, streamlining the synthesis of complex aryl architectures in medicinal chemistry and materials science workflows.

Application

2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its ortho-dioxaborinane core enhances reactivity while maintaining excellent shelf stability and tolerance to common functional groups. The 4-methoxyphenyl moiety provides a readily accessible aryl handle for constructing biaryl architectures in medicinal chemistry and materials science applications.

General Information

CAS No. 213596-33-9
Cat. No. CS-0175747
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₇BO₃
Molecular Weight 220.07
Synonym(s) 4-methoxyphenylboronic acid neopentyl glycol ester
SMILES CC1(COB(OC1)C2=CC=C(OC)C=C2)C

Computational Chemistry Data

TPSA 27.69
LogP 1.4634
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(4-Methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane

CAS No. 213596-33-9

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