2-(4-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(4-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 883742-29-8
• Molecular Formula: C₁₆H₂₇BO₂S
• Molecular Weight: 294.266
• Hs Code.: 2934999090
• Mol file: 883742-29-8.mol

Synonyms:2-(4-hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;

Chemical Property of 2-(4-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.4950-1.4990
• PSA: 46.70000
• Density: 0.99
• LogP: 4.17010
• Storage Temp.: 0-10°C

Purity/Quality:

98% ^*data from raw suppliers

3-Hexyl-5-thiopheneboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 9 articles about 2-(4-Hexyl-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 95.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + 2-bromo-4-n-hexylthiophene (210705-84-3) → 2-(4-hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (883742-29-8)

Guidance literature:

2-bromo-4-n-hexylthiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

2,3-dimethyl-2,3-butane diol; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.06.100

Reference yield: 91.0%

3-hexylthiophene (1693-86-3) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 2-(4-hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (883742-29-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/acs.inorgchem.5b01767

Reference yield: 75.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 2-bromo-4-n-hexylthiophene (210705-84-3) → 2-(4-hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (883742-29-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1039/c5ra26310g

upstream raw materials:

3-hexylthiophene

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2,3-dimethyl-2,3-butane diol

2-bromo-4-n-hexylthiophene

Downstream raw materials:

4,7-bis-(4-hexyl-thiophen-2-yl)-benzo[1,2,5]thiadiazole

4-[3,4’-dihexyl(2,2’-bithiophene)-5-yl]-N,N-diphenylbenzenamine

3,4'-dihexyl-2,2'-bithiophene