679453

2-(Bromomethyl)phenylboronic acid

• Synonym(s): α-Bromo-o-tolueneboronic acid, o-Boronobenzyl bromide
• Empirical Formula (Hill Notation): C₇H₈BBrO₂
• CAS Number: 91983-14-1
• Molecular Weight: 214.85
• MDL number: MFCD01318941
• UNSPSC Code: 12352103
• PubChem Substance ID: 24885495
• NACRES: NA.22

Properties

• mp: 158-162 °C
• Quality Level: 100
• functional group: bromo
• storage temp.: 2-8°C
• SMILES string: OB(O)c1ccccc1CBr
• InChI: 1S/C7H8BBrO2/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4,10-11H,5H2
• InChI key: MYVJCOQGXCONPE-UHFFFAOYSA-N

Description

General description

May contain varying amounts of anhydride.

Application

2-(Bromomethyl)phenylboronic acid can be used as a reactant to synthesize:

• Boronic acid-functionalized benzyl viologen (o-BBV) from 4,4′-bipyridine. o-BBV finds its application as a chemosensor to sense glucose in aqueous water.[1]
• 2-(azidomethyl)phenylboronic acid, which is further employed in the preparation of isoquinoline derivatives.[2]
• Aryl boronic acid derivatives as fluorescent probe for hydrogen peroxide detection.[3]

Reactant involved in:

• Studies of carbon-boron bond cleavage of phenylboronate-pendant cyclen
• Development of a sensory system to detect glucose or other monosaccharides and hydroxycarboxylates
• Synthesis of boronated triaryl and tetraaryl phosphonium salts used in cytotoxicity studies
• Colorimetry and fluorometry mercury determination with chemosensors composed of rhodamine and boronic acid groups
• Synthesis of imidazolium-containing boronic acids used as fluoride ion sensors
• Reactions with adenine for molecules with antiinflammatory antitumor activities 

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves