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CS-W001157 4
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(3-Bromo-2-methylphenyl)boronic acid

  • CAS No. 1184298-27-8

  • Cat. No. CS-0099140
  • Purity≥97%
  • MDL No.MFCD18447597

*For research and further manufacturing use only, not for direct human use.

(3-Bromo-2-methylphenyl)boronic acid|CS-0099140

Structure of 1184298-27-8

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General Information

  • CAS No. 1184298-27-8
  • Cat. No. CS-0099140
  • Purity ≥97%
  • MDL No. MFCD18447597
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BBrO₂
  • Molecular Weight 214.85
  • Synonym(s) 3-Bromo-2-methylphenylboronic acid
  • SMILES OB(C1=CC=CC(Br)=C1C)O

Description

This boronate reagent features a strategically positioned bromine atom adjacent to a methyl group on the phenyl ring, enabling selective cross-coupling reactions. The electron-deficient aryl boron moiety facilitates efficient palladium-catalyzed transformations under standard conditions. Its bench-stable nature simplifies handling and integration into complex synthetic sequences.

Application

(3-Bromo-2-methylphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds under mild conditions. The ortho-bromine and methyl groups provide predictable regiochemistry and enhanced stability during storage and handling. Its compatibility with diverse reaction partners and ease of purification make it well-suited for applications in medicinal chemistry and materials science.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   0.43732
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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