2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 1232132-73-8
Cat. No. CS-0113015
Purity≥97%
MDL No.MFCD18383605

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2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0113015

Structure of 1232132-73-8

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General Information

CAS No. 1232132-73-8
Cat. No. CS-0113015
Purity ≥97%
MDL No. MFCD18383605
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₁BO₂
Molecular Weight 232.13
Synonym(s) None
SMILES CC1=C(C)C=CC=C1B2OC(C)(C)C(C)(C)O2

Description

This boronate reagent features a sterically hindered dioxaborolane ring paired with a 2,3-dimethylphenyl group, enhancing stability and resistance to protodeboronation. The electron-rich aryl moiety enables efficient coupling in Suzuki-Miyaura reactions under mild conditions, delivering high yields with minimal byproduct formation.

Application

2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its ortho-dimethyl substitution enhances electronic modulation and steric profile, enabling efficient coupling with aryl halides and triflates under mild conditions. The tetramethyl-substituted dioxaborolane ring ensures excellent shelf stability, minimal protodeboronation, and straightforward purification, making it ideal for iterative synthesis of complex biaryl scaffolds in medicinal chemistry and materials science applications.

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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Computational Chemistry Data

TPSA 18.46
LogP 2.60264
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 1232132-73-8

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