2-(2,6-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(2,6-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Brand: ChemScene
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CAS No. 325141-72-8
Cat. No. CS-0356601
Purity≥98%
MDL No.MFCD18729898

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2-(2,6-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0356601

Structure of 325141-72-8

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Description

This boronate ester features a sterically shielded tetramethyl-1,3,2-dioxaborolane ring paired with a 2,6-dimethylphenyl group, delivering enhanced stability and reactivity in Suzuki-Miyaura cross-coupling reactions. The electron-rich aryl moiety facilitates efficient coupling under mild conditions, while the bulky substituents minimize protodeboronation and side reactions.

Application

2-(2,6-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate reagent enabling efficient Suzuki-Miyaura cross-coupling reactions. Its sterically protected boronate moiety offers enhanced stability and functional group tolerance, facilitating reliable C–C bond formation with aryl halides and triflates under standard catalytic conditions. The 2,6-dimethylphenyl group provides ortho-substitution that minimizes protodeboronation, making it particularly effective for constructing biaryl scaffolds in medicinal chemistry and materials synthesis.

General Information

CAS No. 325141-72-8
Cat. No. CS-0356601
Purity ≥98%
MDL No. MFCD18729898
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)(C)OB(C2=C(C)C=CC=C2C)O1

Computational Chemistry Data

TPSA 18.46
LogP 2.60264
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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P501

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Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(2,6-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 325141-72-8

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