(2-Methyl-4-carboxyphenyl)boronic acid

Base Information

• Chemical Name: (2-Methyl-4-carboxyphenyl)boronic acid
• CAS No.: 158429-66-4
• Molecular Formula: C8H9BO4
• Molecular Weight: 179.968
• Hs Code.: 2931900090
• Mol file: 158429-66-4.mol

Synonyms:4-Carboxy-2-methylphenylboronic acid;4-(Dihydroxyboranyl)-3-methylbenzoic acid;

Chemical Property of (2-Methyl-4-carboxyphenyl)boronic acid

Chemical Property:

• Boiling Point: 409.2 °C at 760 mmHg
• PKA: 4.15±0.10(Predicted)
• Flash Point: 201.3 °C
• PSA: 77.76000
• Density: 1.34 g/cm³
• LogP: -0.62700
• Storage Temp.: Room temperature.

Purity/Quality:

98% ^*data from raw suppliers

4-Carboxy-2-methylphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2-Methyl-4-carboxyphenyl)boronic acid

There total 4 articles about (2-Methyl-4-carboxyphenyl)boronic 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: 30.0%

Trimethyl borate (121-43-7,63156-11-6) + 4-bromo-3-methylbenzoic acid (7697-28-1) → 4-(dihydroxyboryl)-3-methylbenzoic acid (158429-66-4)

Guidance literature:

4-bromo-3-methylbenzoic acid; With n-butyllithium; In tetrahydrofuran; at -100 ℃; for 1h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at -100 - 20 ℃; for 17h; Inert atmosphere;

DOI:10.1002/anie.201510321

Reference yield:

4-bromo-3-methylbenzoic acid (7697-28-1) → 4-(dihydroxyboryl)-3-methylbenzoic acid (158429-66-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / diethyl ether; hexane / 0.5 h / -90 °C

1.2: diethyl ether; hexane / 6 h / -100 - 20 °C

2.1: aq. HCl

With hydrogenchloride; n-butyllithium; In diethyl ether; hexane;

DOI:10.1002/chem.200305400

Reference yield:

C10H13BO4 → 4-(dihydroxyboryl)-3-methylbenzoic acid (158429-66-4)

Guidance literature:

With hydrogenchloride;

DOI:10.1002/chem.200305400

upstream raw materials:

4-bromo-3-methylbenzoic acid

Trimethyl borate

Downstream raw materials:

4-(5-bromopyridin-2-yl)-3-methylbenzoic acid

4-{2-amino-6-[5-{[(2,4-difluorophenyl)sulfonyl]amino}-6-(methyloxy)-3-pyridinyl]-3-quinolinyl}-3-methylbenzoic acid

Refernces

• 1、 -. "2-AMINOQUINAZOLINE DERIVATIVE". Page/Page column 46. . Retrieved 2010/11/24.