2,4-Dimethylphenylboronic acid

Name: 2,4-Dimethylphenylboronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 55499-44-0
Cat. No. CS-W007777
Purity≥98%
MDL No.MFCD02683101

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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2,4-Dimethylphenylboronic acid|CS-W007777

Structure of 55499-44-0

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Description

2,4-Dimethylphenylboronic acid features a boronate moiety flanked by two methyl groups at the 2- and 4-positions of the phenyl ring. This substitution pattern enhances stability and solubility in organic solvents while maintaining reactivity in Suzuki-Miyaura coupling reactions. The electron-donating methyl groups moderate electrophilicity, enabling reliable cross-coupling under standard conditions.

Application

2,4-Dimethylphenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its ortho-dimethyl substitution enhances stability and modulates reactivity, while the boronic acid group offers excellent functional group tolerance and ease of purification. Widely used in the synthesis of biaryl scaffolds for pharmaceutical and agrochemical applications, it functions reliably in standard coupling protocols with broad substrate compatibility.

General Information

CAS No. 55499-44-0
Cat. No. CS-W007777
Purity ≥98%
MDL No. MFCD02683101
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₁BO₂
Molecular Weight 149.98
Synonym(s) m-Xylene-4-boronic Acid (contains varying amounts of Anhydride); 2,4-Dimethylphenylboronic acid
SMILES CC1=C(C=CC(=C1)C)B(O)O

Computational Chemistry Data

TPSA 40.46
LogP -0.01676
H_Acceptors 2
H_Donors 2
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-H413
Precautionary Statements : P264-P270-P273-P330

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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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2,4-Dimethylphenylboronic acid

CAS No. 55499-44-0

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