5-n-Octylthiophene-2-boronic acid pinacol ester

Base Information

• Chemical Name: 5-n-Octylthiophene-2-boronic acid pinacol ester
• CAS No.: 925424-90-4
• Molecular Formula: C₁₈H₃₁BO₂S
• Molecular Weight: 322.32
• Mol file: 925424-90-4.mol

Synonyms:4,4,5,5-Tetramethyl-2-(5-octyl-thiophen-2-yl)-[1,3,2]dioxaborolane;4,4,5,5-tetramethyl-2-(5-octylthiophen-2-yl)-1,3,2-dioxaborolane;

Chemical Property of 5-n-Octylthiophene-2-boronic acid pinacol ester

Chemical Property:

• PSA: 46.70000
• LogP: 4.95030

Purity/Quality:

99% ^*data from raw suppliers

5-n-Octylthiophene-2-boronicacidpinacolester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-n-Octylthiophene-2-boronic acid pinacol ester

There total 2 articles about 5-n-Octylthiophene-2-boronic acid pinacol ester 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: 59.0%

2-bromo-5-octan-1-yl-thiophene (172514-63-5) + 2,3-dimethyl-2,3-butane diol (76-09-5) → 4,4,5,5-tetramethyl-2-(5-octylthiophen-2-yl)-1,3,2-dioxaborolane (925424-90-4)

Guidance literature:

2-bromo-5-octan-1-yl-thiophene; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 1h;

With triethyl borate; In tetrahydrofuran; hexane; at 20 ℃; for 1h;

2,3-dimethyl-2,3-butane diol; In tetrahydrofuran; hexane; at 20 ℃; for 16h;

DOI:10.1016/j.tet.2006.11.029

Reference yield:

2-octylthiophene (880-36-4) → 4,4,5,5-tetramethyl-2-(5-octylthiophen-2-yl)-1,3,2-dioxaborolane (925424-90-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 92 percent / N-bromosuccinimide / dimethylformamide / 16 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 20 °C

2.2: triethylborate / tetrahydrofuran; hexane / 1 h / 20 °C

2.3: 59 percent / tetrahydrofuran; hexane / 16 h / 20 °C

With N-Bromosuccinimide; n-butyllithium; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.11.029

upstream raw materials:

2-bromo-5-octan-1-yl-thiophene

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

2-octylthiophene

Refernces