4-Chloro-2-fluoro-3-methoxyphenylboronic acid

Base Information

• Chemical Name: 4-Chloro-2-fluoro-3-methoxyphenylboronic acid
• CAS No.: 944129-07-1
• Molecular Formula: C7H7BClFO3
• Molecular Weight: 204.393
• Hs Code.: 2931900090
• Mol file: 944129-07-1.mol

Synonyms:(4-chloro-2-fluoro-3-methoxyphenyl)-boronic acid;

Chemical Property of 4-Chloro-2-fluoro-3-methoxyphenylboronic acid

Chemical Property:

• Boiling Point: 342.7±52.0 °C(Predicted)
• PKA: 7.71±0.58(Predicted)
• PSA: 49.69000
• Density: 1.40±0.1 g/cm3(Predicted)
• LogP: 0.16750
• Storage Temp.: Room temperature.
• Solubility.: Dichloromethane

Purity/Quality:

99.9% ^*data from raw suppliers

4-Chloro-2-fluoro-3-methoxyphenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Chloro-2-fluoro-3-methoxyphenylboronic Acid is an intermediate in the synthesis of Arylex (A794890), which exhibits potent dicot weed control; Herbicide.

Technology Process of 4-Chloro-2-fluoro-3-methoxyphenylboronic acid

There total 4 articles about 4-Chloro-2-fluoro-3-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: 93.0%

1-chloro-3-fluoro-2-methoxybenzene (53145-38-3) → (4-chloro-2-fluoro-3-methoxyphenyl)-boronic acid (944129-07-1)

Guidance literature:

1-chloro-3-fluoro-2-methoxybenzene; With n-butyllithium; In 1,2-dimethoxyethane; at -78 - -70.1 ℃; for 1.75h;

With Trimethyl borate; In 1,2-dimethoxyethane; at -67 - 20 ℃; Time; Temperature; Further stages;

Reference yield: 92.0%

Trimethyl borate (121-43-7,63156-11-6) + 1-chloro-3-fluoro-2-methoxybenzene (53145-38-3) → (4-chloro-2-fluoro-3-methoxyphenyl)-boronic acid (944129-07-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; cyclohexane; at -50 ℃; Flow reactor;

DOI:10.1021/op500213j

Reference yield:

4-chloro-2-fluoro-3-methoxyphenyl dimethylboronate (1426539-30-1) → (4-chloro-2-fluoro-3-methoxyphenyl)-boronic acid (944129-07-1)

Guidance literature:

4-chloro-2-fluoro-3-methoxyphenyl dimethylboronate; With water; potassium hydroxide; at 16 - 20 ℃; for 0.25h;

With hydrogenchloride; In water; for 0.25h;

upstream raw materials:

Trimethyl borate

1-chloro-3-fluoro-2-methoxybenzene

4-chloro-2-fluoro-3-methoxyphenyl dimethylboronate

Downstream raw materials:

methyl 4-(acetylamino)-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate

6-(4-chloro-2-fluoro-3-methoxyphenyl)-4,5-dichloro-2-pyridinecarboxylic acid

benzyl ester of 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid

benzyl 4,5-dichloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)picolinate

Refernces

• 1、 -. "METHODS OF ISOLATING 4-CHLORO-2-FLUORO-3-SUBSTITUTED-PHENYLBORONIC ACIDS". Page/Page column 12. . Retrieved 2013/03/26.
• 2、 -. "METHODS AND SYSTEMS FOR FORMING BORONIC ACIDS AND INTERMEDIATES THEREOF". Paragraph 0045. . Retrieved 2013/03/28.