2-Chloro-5-(trifluoromethoxy)phenylboronic acid

Base Information

• Chemical Name: 2-Chloro-5-(trifluoromethoxy)phenylboronic acid
• CAS No.: 1022922-16-2
• Molecular Formula: C7H5BClF3O3
• Molecular Weight: 240.374
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID40376832
• Wikidata: Q82165746
• Mol file: 1022922-16-2.mol

Synonyms:2-Chloro-5-(trifluoromethoxy)phenylboronic acid;1022922-16-2;(2-Chloro-5-(trifluoromethoxy)phenyl)boronic acid;[2-chloro-5-(trifluoromethoxy)phenyl]boronic Acid;2-Chloro-5-trifluoromethoxyphenylboronic acid;MFCD06656267;2-Chloro-5-(trifluoromethoxy)benzeneboronic acid;(2-CHLORO-5-(TRIFLUOROMETHOXY)PHENYL)BORONICACID;Boronic acid, B-[2-chloro-5-(trifluoromethoxy)phenyl]-;SCHEMBL3993839;4-HYDROXYL(1H)INDAZOLE;DTXSID40376832;AKOS015855984;DS-1538;2Chloro5trifluoromethoxyphenylboronicacid;AM808023;SY033606;CS-0029535;FT-0678849;EN300-7372662;A896833;J-508792;2-Chloro-5-trifluoromethoxyphenylboronic acid, AldrichCPR

Chemical Property of 2-Chloro-5-(trifluoromethoxy)phenylboronic acid

Chemical Property:

• Boiling Point: 303.9±52.0 °C(Predicted)
• PKA: 7.09±0.58(Predicted)
• PSA: 49.69000
• Density: 1.53±0.1 g/cm3(Predicted)
• LogP: 0.91840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 239.9972364
• Heavy Atom Count: 15
• Complexity: 214

Purity/Quality:

98% ^*data from raw suppliers

2-Chloro-5-trifluoromethoxyphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC(=C1)OC(F)(F)F)Cl)(O)O

Technology Process of 2-Chloro-5-(trifluoromethoxy)phenylboronic acid

There total 2 articles about 2-Chloro-5-(trifluoromethoxy)phenylboronic 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:

1-chloro-4-(trifluoromethoxy)benzene (461-81-4) → 5-chloro-2-trifluoromethoxyphenylboronic acid (870822-78-9) + [2-chloro-5-(trifluoromethoxy)phenyl]boronic acid (1022922-16-2)

Guidance literature:

1-chloro-4-(trifluoromethoxy)benzene; With ethylenediaminetetraacetic acid; sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 2h;

With fluorodimethoxyborane; In tetrahydrofuran; cyclohexane; at -78 - 20 ℃; for 1h;

With sodium hydroxide; water; more than 3 stages;

Reference yield:

C9H9BClF3O3 + C9H9BClF3O3 → 5-chloro-2-trifluoromethoxyphenylboronic acid (870822-78-9) + [2-chloro-5-(trifluoromethoxy)phenyl]boronic acid (1022922-16-2)

Guidance literature:

With sodium hydroxide; water; In diethyl ether;

Reference yield: 76.0%

[2-chloro-5-(trifluoromethoxy)phenyl]boronic acid (1022922-16-2) + S-(fluoromethyl) benzenesulfonothioate → (2-chloro-5-(trifluoromethoxy)phenyl)(fluoromethyl)sulfane

Guidance literature:

With sodium hydrogencarbonate; copper(II) sulfate; In methanol; at 25 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201705633

upstream raw materials:

1-chloro-4-(trifluoromethoxy)benzene

Downstream raw materials:

N-[2-[2-chloro-5-(trifluoromethoxy)phenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl]-3,4-dimethyl-1H-pyrazole-5-carboxamide

Refernces

• 1、 -. "N- [6-AMINO-S- (PHENYL) PYRAZIN-2-YL] -ISOXAZOLE-4-CARBOXAMIDE DERIVATIVES AND RELATED COMPOUNDS AS NAV1.8 CHANNEL MODULATORS FOR THE TREATMENT OF PAIN". Page/Page column 56-57. . Retrieved 2009/01/20.