4-Methoxy-2,6-dimethylphenylboronic acid

CAS No. 361543-99-9
Cat. No. CS-W017242
Purity≥98%
MDL No.MFCD03452755

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4-Methoxy-2,6-dimethylphenylboronic acid|CS-W017242

Structure of 361543-99-9

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Description

4-Methoxy-2,6-dimethylphenylboronic acid features a boronic acid group flanked by electron-donating methoxy and methyl substituents, enhancing its stability and reactivity in Suzuki-Miyaura coupling. The para-methoxy and ortho-methyl groups collectively improve solubility and resistance to protodeboronation, enabling reliable cross-coupling under standard conditions. This bench-stable derivative serves as a robust building block for constructing complex aryl architectures in medicinal chemistry and materials science.

Application

4-Methoxy-2,6-dimethylphenylboronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, offering enhanced stability and ease of handling compared to many arylboronic acids. Its ortho-dimethyl substitution provides steric protection to the boronic acid group, minimizing protodeboronation during reaction workup. The methoxy substituent imparts electron-donating character, facilitating coupling with a broad range of halides and pseudohalides. This compound enables efficient access to substituted biaryls and heterocyclic scaffolds commonly found in pharmaceutical intermediates and functional materials.

General Information

CAS No. 361543-99-9
Cat. No. CS-W017242
Purity ≥98%
MDL No. MFCD03452755
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₃BO₃
Molecular Weight 180.01
Synonym(s) 4-Methoxy-2,6-dimethylbenzeneboronic Acid (contains varying amounts of Anhydride)
SMILES COC1=CC(C)=C(B(O)O)C(C)=C1

Computational Chemistry Data

TPSA 49.69
LogP -0.00816
H_Acceptors 3
H_Donors 2
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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-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

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4-Methoxy-2,6-dimethylphenylboronic acid

CAS No. 361543-99-9

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