2,3,5-Trichlorophenylboronic acid

Base Information

• Chemical Name: 2,3,5-Trichlorophenylboronic acid
• CAS No.: 212779-19-6
• Molecular Formula: C6H4BCl3O2
• Molecular Weight: 225.267
• Hs Code.: 2931900090
• European Community (EC) Number: 681-523-7
• DSSTox Substance ID: DTXSID10408396
• Wikidata: Q72510337
• Mol file: 212779-19-6.mol

Synonyms:2,3,5-Trichlorophenylboronic acid;212779-19-6;2,3,5-Trichlorobenzeneboronic acid;(2,3,5-trichlorophenyl)boronic Acid;MFCD01630856;2,3,5-Trichlorophenylboronicacid;Boronic acid, (2,3,5-trichlorophenyl)-;AMY952;SCHEMBL1513485;DTXSID10408396;OPBCCRZCYTUJMS-UHFFFAOYSA-N;2-3-5-Trichlorophenylboronic-acid;2,3,5-trichlorobenzene boronic acid;2,3,5-trichloro-phenyl boronic acid;AKOS015849920;AB09325;AC-5386;CS-W013042;DS-13367;SY101196;FT-0609446;T3851;2,3,5-Trichlorophenylboronic acid, AldrichCPR;A16030;N12194;EN300-1704493;J-506886

Chemical Property of 2,3,5-Trichlorophenylboronic acid

Chemical Property:

• Vapor Pressure: 1.46E-06mmHg at 25°C
• Melting Point: 245 °C
• Refractive Index: 1.594
• Boiling Point: 383.4 °C at 760 mmHg
• PKA: 6.28±0.58(Predicted)
• Flash Point: 185.7 °C
• PSA: 40.46000
• Density: 1.6 g/cm³
• LogP: 1.32660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 223.936993
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

2,3,5-TrichlorophenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi
• Statements: 36/37/38-41
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC(=C1Cl)Cl)Cl)(O)O

Technology Process of 2,3,5-Trichlorophenylboronic acid

There total 1 articles about 2,3,5-Trichlorophenylboronic 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:

ethyl bromide (74-96-4) + Trimethyl borate (121-43-7,63156-11-6) + 1-bromo-2,3,5-trichlorobenzene (81067-38-1) → 2,3,5-trichlorobenzeneboronic acid (212779-19-6)

Guidance literature:

With magnesium; In hydrogenchloride;

Reference yield: 93.0%

2,3,5-trichlorobenzeneboronic acid (212779-19-6) + 6-amino-5-bromo-pyridine-2-carboxylic acid methyl ester (178876-82-9) → methyl 6-amino-5-(2,3,5-trichlorophenyl)pyridine-2-carboxylate (875051-79-9)

Guidance literature:

With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; water; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; at 25 - 30 ℃; for 2h; Inert atmosphere; Large scale reaction;

DOI:10.1021/op900092h

Reference yield: 83.0%

2,3,5-trichlorobenzeneboronic acid (212779-19-6) + 6-amino-5-bromo-N-methyl-pyridine-2-carboxamide (875051-80-2) → [6-amino-5-(2,3,5-trichlorophenyl)pyridine-2-carboxylic acid methylamide] (875051-72-2)

Guidance literature:

6-amino-5-bromo-N-methyl-pyridine-2-carboxamide; With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tributylphosphine; In tetrahydrofuran; water; at 20 ℃; for 0.0333333h;

2,3,5-trichlorobenzeneboronic acid; In tetrahydrofuran; water; at 20 ℃; for 3h;

DOI:10.1021/ja5049303

upstream raw materials:

ethyl bromide

Trimethyl borate

1-bromo-2,3,5-trichlorobenzene

Downstream raw materials:

methyl 6-amino-5-(2,3,5-trichlorophenyl)pyridine-2-carboxylate

[6-amino-5-(2,3,5-trichlorophenyl)pyridine-2-carboxylic acid methylamide]

2-Amino-3-(2,3,5-trichlorophenyl)pyrazine

C₁₅H₁₀Cl₃N₃

Refernces