2-Bromomethylphenylboronic acid

Base Information

• Chemical Name: 2-Bromomethylphenylboronic acid
• CAS No.: 91983-14-1
• Molecular Formula: C7H8BBrO2
• Molecular Weight: 214.854
• Hs Code.: 2931900090
• European Community (EC) Number: 626-180-6
• DSSTox Substance ID: DTXSID80378330
• Nikkaji Number: J1.220.061G
• Wikidata: Q72447619
• Mol file: 91983-14-1.mol

Synonyms:2-Bromomethylphenylboronic acid;91983-14-1;2-(Bromomethyl)phenylboronic acid;2-(Bromomethyl)benzeneboronic Acid;[2-(bromomethyl)phenyl]boronic Acid;2-Bromomethylphenylboronicacid;MFCD01318941;(2-(bromomethyl)phenyl)boronic acid;(2-Bromomethylphenyl)boronic acid;Boronic acid, [2-(bromomethyl)phenyl]-;O-BORONOBENZYL BROMIDE;a-Bromo-o-tolueneboronic acid;SCHEMBL580318;DTXSID80378330;MYVJCOQGXCONPE-UHFFFAOYSA-N;BBL104138;STL557953;AKOS015836007;[2-(bromomethyl)-phenyl]-boronic acid;AB08764;CS-W001002;GS-6337;AC-24783;Boronic acid,B-[2-(bromomethyl)phenyl]-;SY050914;AM20050331;B3600;FT-0608744;EN300-155799

Chemical Property of 2-Bromomethylphenylboronic acid

Chemical Property:

• Vapor Pressure: 9.22E-06mmHg at 25°C
• Melting Point: 145-148 ºC
• Refractive Index: 1.582
• Boiling Point: 358.5 ºC at 760 mmHg
• PKA: 8.44±0.58(Predicted)
• Flash Point: 170.6 ºC
• PSA: 40.46000
• Density: 1.57 g/cm³
• LogP: 0.26130
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 213.98007
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

2-(Bromomethyl)phenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-36/37-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=CC=C1CBr)(O)O
• Uses: suzuki reaction Reactant involved in:Studies of carbon-boron bond cleavage of phenylboronate-pendant cyclenDevelopment of a sensory system to detect glucose or other monosaccharides and hydroxycarboxylatesSynthesis of boronated triaryl and tetraaryl phosphonium salts used in cytotoxicity studiesColorimetry and fluorometry mercury determination with chemosensors composed of rhodamine and boronic acid groupsSynthesis of imidazolium-containing boronic acids used as fluoride ion sensorsReactions with adenine for molecules with antiinflammatory antitumor activities?

Technology Process of 2-Bromomethylphenylboronic acid

There total 3 articles about 2-Bromomethylphenylboronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.6%

2-Methylphenylboronic acid (16419-60-6) → 2-bromomethylphenylboronic acid (91983-14-1)

Guidance literature:

With bromine; In tetrachloromethane; for 2h; Irradiation;

Reference yield: 60.0%

N-Bromosuccinimide (128-08-5) + 2-Methylphenylboronic acid (16419-60-6) → 2-bromomethylphenylboronic acid (91983-14-1)

Guidance literature:

With dibenzoyl peroxide; In tetrachloromethane;

DOI:10.1007/s11172-006-0163-9

Reference yield:

2-methylphenyl bromide (95-46-5) → 2-bromomethylphenylboronic acid (91983-14-1)

Guidance literature:

Multi-step reaction with 2 steps

1: BuLi; B(Oi-Pr)3

2: 60 percent / dibenzoylperoxide; NBS / CCl₄

With N-Bromosuccinimide; n-butyllithium; Triisopropyl borate; dibenzoyl peroxide; In tetrachloromethane;

DOI:10.1016/S0040-4039(01)01147-9

upstream raw materials:

2-Methylphenylboronic acid

2-methylphenyl bromide

N-Bromosuccinimide

Downstream raw materials:

3H-benzo[c][1,2]oxaborol-1-ol

1-(N-methyl-N-(o-boronobenzyl))aminomethylbenzene

2-(azidomethyl)phenylboronic acid

(CH₃)2NC₆H₄CHCHC₅H₄NCH₂C₆H₄B(OH)2⁽¹⁺⁾*Br^(1-)=(CH₃)2NC₆H₄CHCHC₅H₄NCH₂C₆H₄B(OH)2Br