2-Benzyloxy-5-chlorophenylboronic acid

Base Information

• Chemical Name: 2-Benzyloxy-5-chlorophenylboronic acid
• CAS No.: 612832-83-4
• Molecular Formula: C13H12BClO3
• Molecular Weight: 262.5
• Hs Code.: 2931900090
• European Community (EC) Number: 835-269-0
• DSSTox Substance ID: DTXSID10400739
• Wikidata: Q82203759
• Mol file: 612832-83-4.mol

Synonyms:612832-83-4;2-BENZYLOXY-5-CHLOROPHENYLBORONIC ACID;(2-(Benzyloxy)-5-chlorophenyl)boronic acid;2-Benzyloxy-5-chlorobenzeneboronic acid;(5-chloro-2-phenylmethoxyphenyl)boronic acid;Boronic acid, [5-chloro-2-(phenylmethoxy)phenyl]-;MFCD04039000;[2-(Benzyloxy)-5-chlorophenyl]boronic acid;2-(benzyloxy)-5-chlorophenylboronic acid;(2-(Benzyloxy)-5-chlorophenyl)boronicacid;SCHEMBL1333263;DTXSID10400739;SLERXVFZNNSBIX-UHFFFAOYSA-N;AKOS004116114;AB17222;CS-W012475;2-benzyloxy-5-chloro-phenylboronic acid;(5-chloro-2-benzyloxyphenyl)boronic acid;2-benzyloxy-5-chloro-phenyl-boronic acid;DS-14887;(2-Benzyloxy-5-chloro-phenyl)boronic acid;(2-benzyloxy-5-chlorophenyl) boronic acid;2-(Benzyloxy)-5-chloro-phenylboronic acid;B5076;FT-0656292;[5-chloro-2-(phenylmethoxy)phenyl]boronic acid;N12168;(5-chloranyl-2-phenylmethoxy-phenyl)boronic acid;[5-chloro-2-(phenylmethoxy)phenyl]-boronic acid;A833142;{5-chloro-2-[(phenylmethyl)oxy]phenyl}boronic acid;J-508122;2-Benzyloxy-5-chlorophenylboronic Acid (contains varying amounts of Anhydride)

Chemical Property of 2-Benzyloxy-5-chlorophenylboronic acid

Chemical Property:

• Vapor Pressure: 2.42E-09mmHg at 25°C
• Melting Point: 108-110° C
• Refractive Index: 1.605
• Boiling Point: 462.3 °C at 760 mmHg
• PKA: 7.60±0.53(Predicted)
• Flash Point: 233.4 °C
• PSA: 49.69000
• Density: 1.3 g/cm³
• LogP: 1.59880
• 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: 4
• Exact Mass: 262.0568021
• Heavy Atom Count: 18
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

2-Benzyloxy-5-chlorophenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC(=C1)Cl)OCC2=CC=CC=C2)(O)O
• Uses: suzuki reaction

Technology Process of 2-Benzyloxy-5-chlorophenylboronic acid

There total 11 articles about 2-Benzyloxy-5-chlorophenylboronic 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: 74.0%

2-benzyloxy-5-chloroiodobenzene (100398-25-2) → 2-benzyloxy-5-chlorophenylboronic acid (612832-83-4)

Guidance literature:

2-benzyloxy-5-chloroiodobenzene; With n-butyllithium; In tetrahydrofuran; hexanes; diethyl ether; at -100 - -70 ℃; for 1.25h;

With triethyl borate; In tetrahydrofuran; hexanes; diethyl ether; at 20 ℃;

With hydrogenchloride; water; In tetrahydrofuran; hexanes; diethyl ether; at 20 ℃; for 1h;

Reference yield:

4-chloro-2-iodo phenol (71643-66-8) → 2-benzyloxy-5-chlorophenylboronic acid (612832-83-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 86 percent / K₂CO₃ / acetone / 60 °C

2.1: n-BuLi / tetrahydrofuran / -100 °C

2.2: tetrahydrofuran / -78 - 20 °C

3.1: aq. HCl

With hydrogenchloride; n-butyllithium; potassium carbonate; In tetrahydrofuran; acetone;

DOI:10.1016/j.bmcl.2006.02.014

Reference yield:

4-chloro-2-iodo-1-methoxybenzene (52807-27-9) → 2-benzyloxy-5-chlorophenylboronic acid (612832-83-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 91 percent / BBr₃ / CH₂Cl₂ / -78 - 20 °C

2.1: 86 percent / K₂CO₃ / acetone / 60 °C

3.1: n-BuLi / tetrahydrofuran / -100 °C

3.2: tetrahydrofuran / -78 - 20 °C

4.1: aq. HCl

With hydrogenchloride; n-butyllithium; boron tribromide; potassium carbonate; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1016/j.bmcl.2006.02.014

upstream raw materials:

4-chloro-2-iodo phenol

4-chloro-2-iodo-1-methoxybenzene

2-benzyloxy-5-chloroiodobenzene

2-bromo-4-chlorophenol

Downstream raw materials:

2-[2-(benzyloxy)-5-chloro-phenyl]-3-chloro-pyrazine

1-bromo-2-(2-benzyloxy-5-chlorophenyl)cyclopentene

3-[2-(benzyloxy)-5-chlorobenzyl]benzonitrile

(2-benzyloxy-5-chloro[1,1';2',1]terphenyl-3-yl) acetic acid