5,5-Dimethyl-2-phenyl-1,3,2-dioxaborinane

Name: 5,5-Dimethyl-2-phenyl-1,3,2-dioxaborinane
Brand: ChemScene
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CAS No. 5123-13-7
Cat. No. CS-W015916
Purity≥98%
MDL No.MFCD05663851

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5,5-Dimethyl-2-phenyl-1,3,2-dioxaborinane|CS-W015916

Structure of 5123-13-7

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Description

This boronate moiety features a stable, bench-ready dioxaborinane scaffold with dual methyl groups at the 5-position and a phenyl substituent at C2. The sterically protected boron center enables reliable coupling in Suzuki-Miyaura reactions under standard conditions, offering enhanced hydrolytic stability and compatibility with diverse functional groups.

Application

5,5-Dimethyl-2-phenyl-1,3,2-dioxaborinane serves as a stable, bench-friendly boron building block for Suzuki-Miyaura cross-coupling reactions. Its rigid dioxaborinane scaffold enhances air and moisture stability while enabling efficient coupling with aryl, heteroaryl, and vinyl halides under mild conditions. The molecule exhibits excellent functional group tolerance and facilitates straightforward purification, making it a practical choice for the synthesis of biaryl scaffolds in medicinal chemistry and materials science.

General Information

CAS No. 5123-13-7
Cat. No. CS-W015916
Purity ≥98%
MDL No. MFCD05663851
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₅BO₂
Molecular Weight 190.05
Synonym(s) Phenylboronic acid neopentylglycol ester
SMILES CC1(C)COB(C2=CC=CC=C2)OC1

Computational Chemistry Data

TPSA 18.46
LogP 1.4548
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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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5,5-Dimethyl-2-phenyl-1,3,2-dioxaborinane

CAS No. 5123-13-7

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