(2-methylthiophen-3-yl)boronic acid

Base Information

• Chemical Name: (2-methylthiophen-3-yl)boronic acid
• CAS No.: 177735-10-3
• Molecular Formula: C5H7BO2S
• Molecular Weight: 141.98388
• Hs Code.: 2934999090
• Mol file: 177735-10-3.mol

Synonyms:(2-Methylthiophen-3-yl)boronic acid

Chemical Property of (2-methylthiophen-3-yl)boronic acid

Chemical Property:

• Boiling Point: 299.5±42.0 °C(Predicted)
• PKA: 8.33±0.58(Predicted)
• PSA: 68.70000
• Density: 1.25±0.1 g/cm3(Predicted)
• LogP: -0.26370
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methylthiophene-3-boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Methylthiophene-3-boronic acid (cas# 177735-10-3) is used as a reagent in the preparation of functionalized heterocycles as antiviral agents.

Technology Process of (2-methylthiophen-3-yl)boronic acid

There total 3 articles about (2-methylthiophen-3-yl)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: 78.0%

4,4,5,5-tetramethyl-2-(2-methylthiophen-3-yl)-1,3,2-dioxaborolane (910553-12-7) → (2-methylthiophen-3-yl)boronic acid (177735-10-3)

Guidance literature:

With sodium periodate; water; In acetone; at 20 ℃; for 48h; Heating / reflux;

Reference yield: 65.0%

3-bromo-2-methylthiophene (30319-05-2) → (2-methylthiophen-3-yl)boronic acid (177735-10-3)

Guidance literature:

3-bromo-2-methylthiophene; With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - -20 ℃; for 1.33333h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; hexane; water; at 20 ℃;

DOI:10.1039/c1cc12020d

Reference yield:

3-bromo-2-methylthiophene (30319-05-2) + boric acid tributyl ester (688-74-4) → (2-methylthiophen-3-yl)boronic acid (177735-10-3)

Guidance literature:

3-bromo-2-methylthiophene; With n-butyllithium; In tetrahydrofuran;

boric acid tributyl ester; In tetrahydrofuran;

DOI:10.1021/acs.langmuir.5b01404

upstream raw materials:

4,4,5,5-tetramethyl-2-(2-methylthiophen-3-yl)-1,3,2-dioxaborolane

3-bromo-2-methylthiophene

boric acid tributyl ester

Refernces

• 1、 Hiroto, Satoru,Suzuki, Katsuya,Kamiya, Hiroki,Shinokubo, Hiroshi. "Synthetic protocol for diarylethenes through Suzuki-Miyaura coupling". supporting information; experimental part. p. 7149 - 7151. Retrieved 2011/09/12.