4-Chloro-2-methoxyphenylboronic acid

Base Information

• Chemical Name: 4-Chloro-2-methoxyphenylboronic acid
• CAS No.: 762287-57-0
• Molecular Formula: C7H8BClO3
• Molecular Weight: 186.403
• Hs Code.: 2931900090
• European Community (EC) Number: 806-776-4
• DSSTox Substance ID: DTXSID30397450
• Wikidata: Q72453322
• Mol file: 762287-57-0.mol

Synonyms:4-Chloro-2-methoxyphenylboronic acid;762287-57-0;(4-chloro-2-methoxyphenyl)boronic acid;4-Chloro-2-methoxybenzeneboronic acid;(4-chloro-2-methoxy-phenyl)boronic Acid;MFCD02684317;SCHEMBL385535;DTXSID30397450;NZRRMTBNTSBIFH-UHFFFAOYSA-N;CS-D1506;2-methoxy-4-chlorophenylboronic acid;AM1181;(4-chloro-2-methoxyphenyl)boronicacid;AKOS006230632;AB12616;DS-2180;AC-24358;SY024848;[4-chloro-2-(methyloxy)phenyl]boronic acid;C3248;FT-0644870;Boronic acid, B-(4-chloro-2-methoxyphenyl)-;I10082;EN300-7363445;A838650;J-514959;4-Chloro-2-methoxyphenylboronic Acid (contains varying amounts of Anhydride)

Chemical Property of 4-Chloro-2-methoxyphenylboronic acid

Chemical Property:

• Melting Point: 128-134 °C
• Boiling Point: 345.436 °C at 760 mmHg
• PKA: 8.42±0.58(Predicted)
• Flash Point: 162.714 °C
• PSA: 49.69000
• Density: 1.325 g/cm³
• LogP: 0.02840
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• 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:

99.5% ^*data from raw suppliers

4-Chloro-2-methoxyphenylboronicAcid ^*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=C(C=C1)Cl)OC)(O)O
• Uses: suzuki reaction

Technology Process of 4-Chloro-2-methoxyphenylboronic acid

There total 3 articles about 4-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: 98.0%

2-bromo-5-chloroanisole (174913-09-8) + Trimethyl borate (121-43-7,63156-11-6) → (4-chloro-2-methoxyphenyl)boronic acid (762287-57-0)

Guidance literature:

2-bromo-5-chloroanisole; With n-butyllithium; In tetrahydrofuran; hexane; at -30 ℃; Inert atmosphere; Flow reactor;

Trimethyl borate; In tetrahydrofuran; hexane; at -30 ℃; Inert atmosphere; Flow reactor;

DOI:10.1021/acs.orglett.6b01681

Reference yield:

2-bromo-5-chloroanisole (174913-09-8) → (4-chloro-2-methoxyphenyl)boronic acid (762287-57-0)

Guidance literature:

2-bromo-5-chloroanisole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With triisopropyl borate;

With hydrogenchloride; In water; ethyl acetate;

DOI:10.1021/jm400287v

Reference yield:

→ (4-chloro-2-methoxyphenyl)boronic acid (762287-57-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

In tetrahydrofuran; at 20 ℃; for 3h;

upstream raw materials:

2-bromo-5-chloroanisole

Trimethyl borate

Downstream raw materials:

(4-chloro-2-hydroxyphenyl)boronic acid

C₂₇H₂₅ClN₄O₃

5-(4-chloro-2-methoxyphenyl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)-1,3,4-thiadiazol-2-amine

Refernces

• 1、 Hafner, Andreas,Meisenbach, Mark,Sedelmeier, Joerg. "Flow Chemistry on Multigram Scale: Continuous Synthesis of Boronic Acids within 1 s". supporting information. p. 3630 - 3633. Retrieved 2016/08/16.
• 2、 -. "CONDENSED-CYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE COMPRISING THE SAME". Paragraph 0271; 0272. . Retrieved 2016/08/03.