2,2'-ethynylenedibenzeneboronic acid

Base Information

• Chemical Name: 2,2'-ethynylenedibenzeneboronic acid
• CAS No.: 100542-21-0
• Molecular Formula: C₁₄H₁₂B₂O₄
• Molecular Weight: 265.869
• Mol file: 100542-21-0.mol

Synonyms:2,2'-ethynylenedibenzeneboronic acid

Chemical Property of 2,2'-ethynylenedibenzeneboronic acid

Chemical Property:

Purity/Quality:

95%-98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2'-ethynylenedibenzeneboronic acid

There total 4 articles about 2,2'-ethynylenedibenzeneboronic 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:

Trimethyl borate (121-43-7,63156-11-6) + 2,2'-dibromotolane (38399-13-2) + water (7732-18-5) → 2,2'-ethynylenedibenzeneboronic acid (100542-21-0)

Guidance literature:

2,2'-dibromotolane; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1.16667h; Schlenk technique;

Trimethyl borate; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 1h; Schlenk technique;

water; With hydrogenchloride; In tetrahydrofuran; pentane; at 20 ℃; for 1h; Schlenk technique;

DOI:10.1021/acs.orglett.6b02702

Reference yield:

2,α,2',α'-tetrabromo-bibenzyl (108476-09-1) → 2,2'-ethynylenedibenzeneboronic acid (100542-21-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ueber mehrere Stufen

2: butyl lithium

With n-butyllithium;

DOI:10.1021/ja01521a024

Reference yield:

boric acid tributyl ester (688-74-4) + 2,2'-dibromotolane (38399-13-2) → 2,2'-ethynylenedibenzeneboronic acid (100542-21-0)

Guidance literature:

With n-butyllithium;

DOI:10.1021/ja01521a024

upstream raw materials:

n-butyllithium

boric acid tributyl ester

2,2'-dibromotolane

2,α,2',α'-tetrabromo-bibenzyl

Downstream raw materials:

2,2′-(ethyne-1,2-diyl)diphenol

dihydroxy-[2-(1-hydroxy-1H-benz[c][1,2]oxaborinin-3-yl)-phenyl]-borane

2,2'-bis[2-(2,2-dibromoethenyl)phenyl]tolan

2,2'-bis(2-formylphenyl)tolan

Refernces