3-Bromomethylphenylboronic acid

Base Information

• Chemical Name: 3-Bromomethylphenylboronic acid
• CAS No.: 51323-43-4
• Molecular Formula: C7H8BBrO2
• Molecular Weight: 214.854
• Hs Code.: 29319090
• European Community (EC) Number: 626-228-6
• DSSTox Substance ID: DTXSID60378333
• Nikkaji Number: J2.208.687A
• Wikidata: Q72447623
• Mol file: 51323-43-4.mol

Synonyms:3-Bromomethylphenylboronic acid;51323-43-4;3-(Bromomethyl)phenylboronic acid;[3-(bromomethyl)phenyl]boronic Acid;3-(Bromomethyl)benzeneboronic acid;(3-(bromomethyl)phenyl)boronic acid;MFCD01632207;Boronic acid, [3-(bromomethyl)phenyl]-;(3-Bromomethylphenyl)boronic acid;M-(BROMOMETHYL)PHENYLBORONIC ACID;3-Bromomethylphenylboronicacid;SCHEMBL723106;3-(Dihydroxyboryl)benzyl bromide;DTXSID60378333;ATRFDLFMCLYROQ-UHFFFAOYSA-N;3-Bromo-methylbenzene boronic acid;3-(bromomethyl)phenyl boronic acid;BBL103741;STL557551;AKOS005254510;AB09478;GS-6831;3-(Bromomethyl)phenylboronic acid, 90%;AC-24798;SY015043;AM20050341;B3814;FT-0639986;A22560;EN300-102960

Chemical Property of 3-Bromomethylphenylboronic acid

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 8.83E-06mmHg at 25°C
• Melting Point: 214-216 °C
• Refractive Index: 1.582
• Boiling Point: 359.1 °C at 760 mmHg
• PKA: 8.11±0.10(Predicted)
• Flash Point: 171 °C
• PSA: 40.46000
• Density: 1.57 g/cm³
• LogP: 0.26130
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• 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:

98% ^*data from raw suppliers

3-(Bromomethyl)phenylboronic Acid (contains varying amounts of Anhydride) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 34-36/37/38-20/21/22
• Safety Statements: 26-36/37/39-45-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)CBr)(O)O
• Uses: suzuki reaction

Technology Process of 3-Bromomethylphenylboronic acid

There total 4 articles about 3-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: 76.7%

→ (3-(bromomethyl)phenyl)boronic acid (51323-43-4)

Guidance literature:

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

Reference yield: 37.0%

m-tolylboronic acid (17933-03-8) → (3-(bromomethyl)phenyl)boronic acid (51323-43-4)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 2h; Heating;

DOI:10.1023/B:RUCB.0000030813.05424.1f

Reference yield: 37.0%

N-Bromosuccinimide (128-08-5) + m-tolylboronic acid (17933-03-8) → (3-(bromomethyl)phenyl)boronic acid (51323-43-4)

Guidance literature:

With (C₆H₅C(O)O)2; In tetrachloromethane; Irradiation (UV/VIS); mixt. of methylphenylboronic acid , C4H4N(O)2Br, (C6H5C(O)O)2 in CCl4 was refluxed for 2 h under irradiation with an incandescent lamp (300 W); mixt. cooled to 40°C; twice filtered; solvent distilled off (vac.); washed (cold Et2O); recrystd. (CH2Cl2-Et2O-hexane);

DOI:10.1023/B:RUCB.0000030813.05424.1f

upstream raw materials:

m-tolylboronic acid

N-Bromosuccinimide

3-Iodotoluene

Downstream raw materials:

[3-(morpholin-4-ylmethyl)phenyl]boronic acid

3-((4-((S)-3-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-(isoxazol-3-yl)-3-oxopropyl)phenoxy)methyl)phenylboronic acid

9-benzyl-9H-purin-6-ylamine

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

Refernces

• 1、 -. "FLUORESCENT COMPOUND AND PREPARATION METHOD AND USE FOR THE SAME". Paragraph 0087. . Retrieved 2021/12/29.
• 2、 -. "Indole and quinoline derivatives and its preparation method and application". Paragraph 0243-0245. . Retrieved 2017/02/28.