5-CHLORO-2-HYDROXYPHENYLBORONIC ACID

Base Information

• Chemical Name: 5-CHLORO-2-HYDROXYPHENYLBORONIC ACID
• CAS No.: 89488-25-5
• Molecular Formula: C6H6BClO3
• Molecular Weight: 172.376
• Hs Code.: 2931900090
• Mol file: 89488-25-5.mol

Synonyms:Benzeneboronicacid, 5-chloro-2-hydroxy- (7CI);Boronic acid, (5-chloro-2-hydroxyphenyl)-(9CI);2-Hydroxy-5-chlorophenylboronic acid;5-Chloro-2-hydroxyphenylboronic acid;

Chemical Property of 5-CHLORO-2-HYDROXYPHENYLBORONIC ACID

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 166-170°C
• Refractive Index: 1.602
• Boiling Point: 369.275 °C at 760 mmHg
• PKA: 7.63±0.58(Predicted)
• Flash Point: 177.131 °C
• PSA: 60.69000
• Density: 1.492g/cm³
• LogP: -0.27460
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

5-Chloro-2-hydroxyphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: suzuki reaction

Technology Process of 5-CHLORO-2-HYDROXYPHENYLBORONIC ACID

There total 5 articles about 5-CHLORO-2-HYDROXYPHENYLBORONIC 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: 97.0%

5-chloro-2-methoxyphenyl boronic acid (89694-48-4) → (5‐chloro‐2‐hydroxyphenyl)boronic acid (89488-25-5)

Guidance literature:

With boron tribromide; In dichloromethane; at 5 - 20 ℃; for 1h;

Reference yield:

Trimethyl borate (121-43-7,63156-11-6) + 1-chloro-4-(methoxymethoxy)benzene (826-26-6) + water (7732-18-5) → (5‐chloro‐2‐hydroxyphenyl)boronic acid (89488-25-5)

Guidance literature:

1-chloro-4-(methoxymethoxy)benzene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 2h;

Trimethyl borate; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1h;

water; With hydrogenchloride; at 0 - 20 ℃; for 24h;

DOI:10.1002/anie.201606063

Reference yield:

2-hydroxyphenyl boronic acid (89466-08-0) → (5‐chloro‐2‐hydroxyphenyl)boronic acid (89488-25-5)

Guidance literature:

With chlorine; In acetic acid;

DOI:10.1016/S0040-4020(01)99333-0

upstream raw materials:

2-hydroxyphenyl boronic acid

5-chloro-2-methoxyphenyl boronic acid

Trimethyl borate

1-chloro-4-(methoxymethoxy)benzene

Downstream raw materials:

4-chloro-2-(4-chloro-quinolin-2-yl)-phenol

{(R)-2-[2-(5-chloro-2-hydroxy-phenyl)-pyrimidin-4-ylamino]-1-methyl-ethyl}-carbamic acid benzyl ester

4-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Refernces

• 1、 -. "SODIUM CHANNEL MODULATORS FOR THE TREATMENT OF PAIN AND DIABETES". Paragraph 0668; 0669. . Retrieved 2016/06/06.
• 2、 -. "SODIUM CHANNEL MODULATORS FOR THE TREATMENT OF PAIN". Paragraph 00298-00299. . Retrieved 2014/10/04.