2-Bromo-5-fluorophenylboronic acid

Base Information

• Chemical Name: 2-Bromo-5-fluorophenylboronic acid
• CAS No.: 959996-48-6
• Molecular Formula: C6H5BBrFO2
• Molecular Weight: 218.818
• Hs Code.: 2931900090
• European Community (EC) Number: 689-297-1
• DSSTox Substance ID: DTXSID30579012
• Nikkaji Number: J2.635.628H
• Wikidata: Q82469392
• Mol file: 959996-48-6.mol

Synonyms:2-Bromo-5-fluorophenylboronic acid;959996-48-6;(2-Bromo-5-fluorophenyl)boronic acid;2-Bromo-5-fluorobenzeneboronic acid;SCHEMBL2703680;DTXSID30579012;NBWMJVDWOGDXIQ-UHFFFAOYSA-N;(2-Bromo-5-fluorophenyl)boronicacid;MFCD08690232;AKOS015835258;(2-Bromo-5-fluoro-phenyl)boronic acid;L-BETA-HOMOMETHIONINEHYDROCHLORIDE;BS-33414;D71444

Chemical Property of 2-Bromo-5-fluorophenylboronic acid

Chemical Property:

• Vapor Pressure: 8.52E-05mmHg at 25°C
• Boiling Point: 326.9°C at 760 mmHg
• Flash Point: 151.5°C
• PSA: 40.46000
• Density: 1.75g/cm³
• LogP: 0.26800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 217.95500
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromo-5-fluorobenzeneboronic acid ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC(=C1)F)Br)(O)O

Technology Process of 2-Bromo-5-fluorophenylboronic acid

There total 1 articles about 2-Bromo-5-fluorophenylboronic 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: 79.0%

1-bromo-4-fluoro-2-iodobenzene (202865-72-3) → 2-bromo-5-fluorobenzeneboronic acid (959996-48-6)

Guidance literature:

1-bromo-4-fluoro-2-iodobenzene; With isopropylmagnesium chloride; In tetrahydrofuran; at -42 ℃; for 2h; Inert atmosphere;

With Triisopropyl borate; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With sodium hydroxide; In tetrahydrofuran; water; for 1h; Inert atmosphere;

DOI:10.1021/jm301741t

Reference yield: 86.0%

2-bromo-5-fluorobenzeneboronic acid (959996-48-6) + trifluorormethanesulfonic acid (1493-13-6) + 4-methoxy(diacetoxyiodo)benzene (16308-14-8) → (2-bromo-5-fluorophenyl)(4-methoxyphenyl)iodonium trifluoromethanesulfonate

Guidance literature:

2-bromo-5-fluorobenzeneboronic acid; With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

4-methoxy(diacetoxyiodo)benzene; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;

trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1002/anie.201710777

Reference yield: 85.0%

2-bromo-5-fluorobenzeneboronic acid (959996-48-6) + 6-(but-2-yn-1-yloxy)-1-iodocyclohex-1-ene → (E)-3-(1-(2-bromo-5-fluorophenyl)ethylidene)-2,3,5,6,7,7a-hexahydrobenzofuran

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In tetrahydrofuran; water; at 70 ℃; for 8h; Inert atmosphere;

DOI:10.1039/d1ob00205h

upstream raw materials:

1-bromo-4-fluoro-2-iodobenzene

Downstream raw materials:

3-(2-bromo-5-fluorophenyl)-1-(2-trimethylsilylethoxymethyl)pyrazole-4-carbaldehyde

(R)-(3-(2-bromo-5-fluorophenyl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-pyrazol-4-yl)(cyclopropyl)methanamine

(S)-4-cyclopropyl-8-fluoro-5-(4-(trifluoromethyl)phenylsulfonyl)-4,5-dihydro-2H-pyrazolo[4,3-c]quinoline

(R)-4-cyclopropyl-8-fluoro-5-(4-(trifluoromethyl)phenylsulfonyl)-4,5-dihydro-2H-pyrazolo[4,3-c]quinoline

Refernces

• 1、 -. "Fused, Tricyclic Sulfonamide Inhibitors of Gamma Secretase". Page/Page column 87. . Retrieved 2008/06/13.