(4-Bromo-3-methylphenyl)boronic acid

Name: (4-Bromo-3-methylphenyl)boronic acid
Brand: ChemScene
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CAS No. 221006-67-3
Cat. No. CS-0042114
Purity≥98%
MDL No.MFCD17011983

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(4-Bromo-3-methylphenyl)boronic acid|CS-0042114

Structure of 221006-67-3

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General Information

CAS No. 221006-67-3
Cat. No. CS-0042114
Purity ≥98%
MDL No. MFCD17011983
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BBrO₂
Molecular Weight 214.85
Synonym(s) 4-BROMO-3-METHYLPHENYLBORONIC ACID
SMILES CC1=C(Br)C=CC(=C1)B(O)O

Description

This boronate reagent features a bromo-substituted aryl group paired with a methyl moiety, enabling selective cross-coupling reactions. The para-bromo functionality facilitates efficient Pd-catalyzed transformations, while the ortho-methyl group enhances steric control and electronic tuning. Bench-stable under standard conditions, it integrates seamlessly into Suzuki-Miyaura coupling workflows for constructing complex biaryl architectures in medicinal chemistry and materials synthesis.

Application

(4-Bromo-3-methylphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds. Its stability under ambient conditions and compatibility with diverse reaction partners facilitate straightforward synthesis of substituted aromatics. The ortho-methyl group enhances steric and electronic control in coupling processes, while the boronic acid functionality allows for reliable functionalization across pharmaceutical and materials chemistry 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-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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Computational Chemistry Data

TPSA 40.46
LogP 0.43732
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(4-Bromo-3-methylphenyl)boronic acid

CAS No. 221006-67-3

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