5-Bromo-2-methoxyphenylboronic acid

Base Information

• Chemical Name: 5-Bromo-2-methoxyphenylboronic acid
• CAS No.: 89694-45-1
• Molecular Formula: C7H8BBrO3
• Molecular Weight: 230.854
• Hs Code.: 29310099
• European Community (EC) Number: 627-323-5
• DSSTox Substance ID: DTXSID20404006
• Nikkaji Number: J2.617.190C
• Wikidata: Q72446058
• Mol file: 89694-45-1.mol

Synonyms:5-Bromo-2-methoxyphenylboronic acid;89694-45-1;(5-bromo-2-methoxyphenyl)boronic acid;5-BROMO-2-METHOXYBENZENEBORONIC ACID;MFCD00093409;5-BROMO-2-METHOXYPHENYLBORONICACID;3-BROMO-6-METHOXYPHENYLBORONIC ACID;Boronic acid, (5-bromo-2-methoxyphenyl)-;SCHEMBL1235272;DTXSID20404006;FVRLSHRAYPFXRQ-UHFFFAOYSA-N;AMY33205;2-Methoxy-5-bromophenylboronic acid;(5-Bromo-2-methoxyphenyl)boronicacid;5-bromo-2-methoxy-phenylboronic acid;5-bromo-2-methyloxyphenylboronic acid;2-methoxy-5-bromo-phenyl boronic acid;5-bromo-2-methoxy-phenyl boronic acid;AKOS015834776;AB03344;AS-2790;5-bromo-2-(methyloxy)phenylboronic acid;AC-16337;BP-11424;SY032674;B5173;CS-0041830;FT-0642137;A843284;5-Bromo-2-methoxyphenylboronic Acid (contains varying amounts of Anhydride)

Chemical Property of 5-Bromo-2-methoxyphenylboronic acid

Chemical Property:

• Vapor Pressure: 2.11E-06mmHg at 25°C
• Melting Point: 130-135 °C(lit.)
• Refractive Index: 1.578
• Boiling Point: 378.4 °C at 760 mmHg
• PKA: 7.58±0.58(Predicted)
• Flash Point: 182.7 °C
• PSA: 49.69000
• Density: 1.61g/cm³
• LogP: 0.13750
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 229.97499
• Heavy Atom Count: 12
• Complexity: 145

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC(=C1)Br)OC)(O)O
• Uses: suzuki reaction Reactant for:Tweezers-like aromatic molecules with luminescent propertiesSuzuki-Miyaura cross-coupling reactions

Technology Process of 5-Bromo-2-methoxyphenylboronic acid

There total 5 articles about 5-Bromo-2-methoxyphenylboronic 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: 78.0%

2,4-dibromoanisole (21702-84-1) → 5-bromo-2-methoxyphenylboronic acid (89694-45-1)

Guidance literature:

2,4-dibromoanisole; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

With Trimethyl borate; at -78 - 20 ℃; for 2h;

DOI:10.3987/COM-09-S(S)100

Reference yield:

2-Methoxyphenylboronic acid (5720-06-9) → 2-bromoanisole (578-57-4) + 2,4-dibromoanisole (21702-84-1) + 5-bromo-2-methoxyphenylboronic acid (89694-45-1)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In water; acetonitrile; at 40 ℃; for 4h;

DOI:10.1021/jo035184p

Reference yield:

2-Methoxyphenylboronic acid (5720-06-9) → 5-bromo-2-methoxyphenylboronic acid (89694-45-1)

Guidance literature:

With bromine; In acetic acid; Ambient temperature;

DOI:10.1016/S0040-4020(01)99333-0

upstream raw materials:

2-Methoxyphenylboronic acid

boric acid tributyl ester

2,4-dibromoanisole

Downstream raw materials:

4-chloro-6-(5-bromo-2-methoxy-phenyl)-pyrimidin-2-yl-amine

5-(2-methoxy-5-bromophenyl)furan-2-carboxylic acid methyl ester

5-bromo-2-methoxyphenol

Refernces

• 1、 Szumigala Jr., Ronald H.,Devine, Paul N.,Gauthier Jr., Donald R.,Volante. "Facile Synthesis of 2-Bromo-3-fluorobenzonitrile: An Application and Study of the Halodeboronation of Aryl Boronic Acids". . p. 566 - 569. Retrieved 2007/10/03.