849062-12-0

Basic information

• Product Name: 3-Bromo-5-methoxybenzeneboronic acid
• Synonyms: 3-Bromo-5-methoxybenzeneboronic acid;3-Bromo-5-methoxybenzeneboronic acid 96%;3-Borono-5-bromoanisole;3-Bromo-5-methoxybenzeneboronicacid96%
• CAS NO: 849062-12-0
• Molecular Formula: C₇H₈BBrO₃
• Molecular Weight: 230.85162
• Product Categories: blocks;BoronicAcids;Bromides;Aryl;Boronic Acids;Boronic Acids and Derivatives;Boronic Acids
• Mol File: 849062-12-0.mol

Chemical Properties

• Boiling Point: 367.9 °C at 760 mmHg
• Flash Point: 176.3 °C
• Appearance: /
• Density: 1.61 g/cm³
• Vapor Pressure: 4.62E-06mmHg at 25°C
• Refractive Index: 1.578
• PKA: 7.12±0.10(Predicted)
• CAS DataBase Reference: 3-Bromo-5-methoxybenzeneboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-5-methoxybenzeneboronic acid(849062-12-0)
• EPA Substance Registry System: 3-Bromo-5-methoxybenzeneboronic acid(849062-12-0)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• Hazardous Substances Data: 849062-12-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Bromo-5-methoxybenzeneboronic acid is used as a key intermediate in the synthesis of various biologically active molecules. Its ability to form stable complexes with diols makes it a valuable reagent for Suzuki-Miyaura cross-coupling reactions, which are widely employed in the construction of complex organic molecules, including pharmaceutical compounds.
Used in Agrochemical Industry:
In the agrochemical industry, 3-Bromo-5-methoxybenzeneboronic acid serves as a building block for the development of new agrochemicals. Its unique structure and reactivity allow for the creation of novel compounds with potential applications in crop protection and pest control.
Used in Materials Science:
3-Bromo-5-methoxybenzeneboronic acid is utilized in materials science for the synthesis of advanced materials with specific properties. Its versatility in organic transformations enables the development of materials with tailored characteristics, such as improved thermal stability, electrical conductivity, or optical properties, for various applications in electronics, sensors, and other high-tech industries.
Used in Organic Synthesis:
As a boronic acid derivative, 3-Bromo-5-methoxybenzeneboronic acid is employed as a versatile reagent in organic synthesis. Its ability to participate in various organic transformations, such as Suzuki-Miyaura cross-coupling reactions, makes it an essential tool for the construction of complex organic molecules and the development of new chemical entities with potential applications in various fields.

InChI:InChI=1/C7H8BBrO3/c1-12-7-3-5(8(10)11)2-6(9)4-7/h2-4,10-11H,1H3

Upstream product

• 124-38-9 carbon dioxide 
• 74137-36-3 3,5-dibromoanisole 

Downstream Products

• 1429129-76-9 C₁₉H₁₉NO₃ 

Relevant articles and documents

One-pot generation of lithium (lithiophenyl)trialkoxyborates from substituted dihalobenzenes (Hal = Br, I) and their derivatization with electrophiles

The simple one-pot approach to synthetically useful phenyltrialkoxyborates bearing lithium at the phenyl ring has been developed starting with 1,3- and 1,4-diiodobenzene, as well as several activated dibromobenzenes and bromoiodobenzenes. The general sequence of transformations involves halogen-lithium exchange by using nBuLi and subsequent boronation with a trialkylborate. The resulting lithium (halophenyl) trialkoxyborates were then subjected to halogen-lithium exchange in situ with a second equivalent of nBuLi to give dianionic lithium (lithiophenyl)trialkoxyborates. Treatment with selected electrophiles afforded substituted arylboronic acids and/or their pinacol esters as final products in moderate-to-good yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.