5-Chloro-2-methoxyphenylboronic acid

Base Information

• Chemical Name: 5-Chloro-2-methoxyphenylboronic acid
• CAS No.: 89694-48-4
• Molecular Formula: C7H8BClO3
• Molecular Weight: 186.403
• Hs Code.: 29163990
• European Community (EC) Number: 923-256-3,618-292-9
• DSSTox Substance ID: DTXSID90370921
• Nikkaji Number: J2.042.081B
• Wikidata: Q72453305
• Mol file: 89694-48-4.mol

Synonyms:5-Chloro-2-methoxyphenylboronic acid;89694-48-4;(5-chloro-2-methoxyphenyl)boronic acid;5-Chloro-2-methoxybenzeneboronic Acid;5-chloro-2-methoxyphenyl boronic acid;Boronic acid, (5-chloro-2-methoxyphenyl)-;MFCD01318966;2-METHOXY-5-CHLOROPHENYLBORONIC ACID;SCHEMBL322537;AMY1178;DTXSID90370921;FMBVAOHFMSQDGT-UHFFFAOYSA-N;CS-D1034;(5-chloro-2-methoxyphenyl)boronicacid;2-methoxy-5-chloro-phenylboronic acid;5-chloro,2-methoxyphenyl boronic acid;5-chloro-2-methoxy-phenylboronic acid;AKOS000285061;2-methoxy-5-chlorobenzene boronic acid;5-Chloro-2-methoxy benzeneboronic acid;5-chloro-2-methoxybenzene boronic acid;AB08779;AC-5396;2-methoxy-5-chloro-phenyl-boronic acid;5-chloro-2-methoxy phenyl boronic acid;5-chloro-2-methoxy-phenyl boronic acid;3-Chloro-6-methoxy-benzene boronic acid;AS-14939;SY014965;C2292;FT-0620265;EN300-3219514;J-517318

Chemical Property of 5-Chloro-2-methoxyphenylboronic acid

Chemical Property:

• Appearance/Colour: Off White Powder
• Vapor Pressure: 8.15E-06mmHg at 25°C
• Melting Point: 134-141 ºC(lit.)
• Refractive Index: 1.544
• Boiling Point: 360.2 ºC at 760 mmHg
• PKA: 7.58±0.58(Predicted)
• Flash Point: 171.6 ºC
• PSA: 49.69000
• Density: 1.32 g/cm³
• LogP: 0.02840
• 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: 186.0255020
• Heavy Atom Count: 12
• Complexity: 145

Purity/Quality:

98% ^*data from raw suppliers

5-Chloro-2-methoxyphenylboronic Acid (contains varying amounts of Anhydride) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC(=C1)Cl)OC)(O)O
• Uses: Reactant for:? ;Boron-Heck arylation1? ;Suzuki-Miyaura reaction2 suzuki reaction

Technology Process of 5-Chloro-2-methoxyphenylboronic acid

There total 7 articles about 5-Chloro-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:

2-Methoxyphenylboronic acid (5720-06-9) → 2-Chloroanisole (766-51-8) + 5-chloro-2-methoxyphenyl boronic acid (89694-48-4)

Guidance literature:

With 1,3-dichloro-5,5-dimethylhydantoin; sodium methylate; In methanol; water; acetonitrile; at 60 ℃;

DOI:10.1021/jo035184p

Reference yield:

Trimethyl borate (121-43-7,63156-11-6) + 2-bromo-4-chloroanisole (60633-25-2) → 5-chloro-2-methoxyphenyl boronic acid (89694-48-4)

Guidance literature:

With n-butyllithium; In (5-fluoro-2-methoxyphenyl)boronic acid;

Reference yield:

Triisopropyl borate (5419-55-6) + 2-bromo-4-chloroanisole (60633-25-2) → 5-chloro-2-methoxyphenyl boronic acid (89694-48-4)

Guidance literature:

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; ice-water;

upstream raw materials:

2-Methoxyphenylboronic acid

Triisopropyl borate

2-bromo-4-chloroanisole

Trimethyl borate

Downstream raw materials:

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

2,4,5-trichloro-6-(5-chloro-2-methoxy-phenyl)-pyrimidine

methyl 6-{[5-chloro-2-(methyloxy)phenyl]methyl}-2-pyridinecarboxylate

N-(7-(5-chloro-2-methoxyphenyl)isoquinolin-3-yl)cyclopropanecarboxamide

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.
• 2、 -. "STEROID RECEPTOR MODULATOR COMPOUNDS AND METHODS". . . Retrieved 2008/06/13.