2,6-Difluoro-4-methoxyphenylboronic acid

Base Information

• Chemical Name: 2,6-Difluoro-4-methoxyphenylboronic acid
• CAS No.: 406482-20-0
• Molecular Formula: C7H7BF2O3
• Molecular Weight: 187.939
• Hs Code.: 2931900090
• European Community (EC) Number: 626-250-6
• DSSTox Substance ID: DTXSID30584383
• Wikidata: Q82476038
• Mol file: 406482-20-0.mol

Synonyms:2,6-Difluoro-4-methoxyphenylboronic acid;406482-20-0;(2,6-difluoro-4-methoxyphenyl)boronic acid;(2,6-Difluoro-4-methoxy-phenyl)boronic acid;MFCD05664299;2,6-difluoro-4-methoxy-phenyl-boronic acid;2,6-DIFLUORO-4-METHOXYBENZENEBORONIC ACID;2 6-Difluoro-4-Methoxyphenylboronic Acid;Boronic acid, (2,6-difluoro-4-methoxyphenyl)-;SCHEMBL318375;DTXSID30584383;AKOS010056772;AB22342;CS-W010741;DS-13560;SY023587;2,6-difluoro-4-methoxyphenyl boronic acid;AM20060620;D4728;EN300-3195034;2,6-Difluoro-4-methoxyphenylboronic acid, >=95%;A825214;J-507473;2,6-Difluoro-4-methoxyphenylboronic acid(contains varying amounts of Anhydride)

Chemical Property of 2,6-Difluoro-4-methoxyphenylboronic acid

Chemical Property:

• Vapor Pressure: 0.00362mmHg at 25°C
• Melting Point: 125-130 °C(lit.)
• Refractive Index: 1.485
• Boiling Point: 125-130 °C(lit.)
• Flash Point: 116.7°C
• PSA: 49.69000
• Density: 1.35g/cm³
• LogP: -0.34680
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 188.0456306
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

2,6-Difluoro-4-methoxyphenylboronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=C(C=C1F)OC)F)(O)O
• Uses: suzuki reaction 2,6-Difluoro-4-methoxyphenylboronic acid can be used:To prepare a ligand N4Py2Ar2, which in turn is used to synthesize a Fe complex, employed in aromatic C?F hydroxylation reactions.As a substrate in the study of copper-catalyzed trifluoromethylthiolation of boronic acids.As a substrate in the preparation of a thio xylopyranoside as a potent antithrombotic agent.

Technology Process of 2,6-Difluoro-4-methoxyphenylboronic acid

There total 3 articles about 2,6-Difluoro-4-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: 44.0%

2-(3,5-difluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (890839-37-9) → (2,6-difluoro-4-methoxyphenyl)boronic acid (406482-20-0)

Guidance literature:

With sodium periodate; ammonium acetate; In water; acetone; at 20 ℃;

Reference yield:

4,4,5,5-tetramethyl-2-(2,4,6-trifluorophenyl)-1,3,2-dioxaborolane (325143-04-2) → (2,6-difluoro-4-methoxyphenyl)boronic acid (406482-20-0) + 2,3-dimethyl-2,3-butane diol (76-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-dioxane / 26.84 °C

2: 1,4-dioxane / 26.84 °C

In 1,4-dioxane;

DOI:10.1021/jacs.1c06863

Reference yield:

2-(2,6-difluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1111096-19-5) + water (7732-18-5) → (2,6-difluoro-4-methoxyphenyl)boronic acid (406482-20-0) + 2,3-dimethyl-2,3-butane diol (76-09-5)

Guidance literature:

In 1,4-dioxane; at 26.84 ℃; Kinetics; Equilibrium constant;

DOI:10.1021/jacs.1c06863

upstream raw materials:

2-(3,5-difluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(2,6-difluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

water

4,4,5,5-tetramethyl-2-(2,4,6-trifluorophenyl)-1,3,2-dioxaborolane

Downstream raw materials:

methyl 6-(2,6-difluoro-4-methoxyphenyl)-5-fluoropicolinate

ethyl 5-((tert-butoxycarbonyl)amino)-2-(2,6-difluoro-4-methoxyphenyl)thiazole-4-carboxylate

Refernces

• 1、 -. "GLUCOPYRANOSYL-SUBSTITUTED DIFLUOROBENZYL-BENZENE DERIVATIVES, MEDICAMENTS CONTAINING SUCH COMPOUNDS, THEIR USE AND PROCESS FOR THEIR MANUFACTURE". Page/Page column 40. . Retrieved 2010/11/30.