1,2-Di(4-carboxyphenyl)-1,2-diphenylethylene

Base Information

• Chemical Name: 1,2-Di(4-carboxyphenyl)-1,2-diphenylethylene
• CAS No.: 1002339-79-8
• Molecular Formula: C₂₈H₂₀O₄
• Molecular Weight: 420.464
• Mol file: 1002339-79-8.mol

Synonyms:4,4’-(1,2-diphenylvinyl)-1,2-di(phenylcarboxylic acid)

Chemical Property of 1,2-Di(4-carboxyphenyl)-1,2-diphenylethylene

Chemical Property:

• Boiling Point: 587.1±50.0 °C(Predicted)
• PKA: 3.82±0.10(Predicted)
• Density: 1.271±0.06 g/cm3(Predicted)

Purity/Quality:

≥99% ^*data from raw suppliers

4,4′-(1,2-Diphenylethene-1,2-diyl)dibenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: TPE-CA is an aggregation-induced emission (AIE) dye for esterification with hydroxyl and amino groups.

Technology Process of 1,2-Di(4-carboxyphenyl)-1,2-diphenylethylene

There total 3 articles about 1,2-Di(4-carboxyphenyl)-1,2-diphenylethylene 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: 77.0%

carbon dioxide (124-38-9,18923-20-1) + 1,2-bis(4-bromophenyl)-1,2-diphenylethylene (184239-35-8) → 4,4’-(1,2-diphenylvinyl)-1,2-di(phenylcarboxylic acid) (1002339-79-8)

Guidance literature:

1,2-bis(4-bromophenyl)-1,2-diphenylethylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; hexane; for 2h;

With sulfuric acid; In tetrahydrofuran; hexane;

DOI:10.1002/chem.201003285

Reference yield: 45.0%

C28H18N2 (78024-99-4,78025-01-1,2244891-05-0) → 4,4’-(1,2-diphenylvinyl)-1,2-di(phenylcarboxylic acid) (1002339-79-8)

Guidance literature:

With sodium hydroxide; In ethylene glycol; at 200 ℃; for 72h;

DOI:10.1039/c7tc05535h

Reference yield:

(4-bromophenyl)(phenyl)methanone (90-90-4) → 4,4’-(1,2-diphenylvinyl)-1,2-di(phenylcarboxylic acid) (1002339-79-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: zinc; titanium tetrachloride / tetrahydrofuran / 6 h / -5 - 75 °C / Inert atmosphere

2.1: tetrahydrofuran / 72 h / 160 °C

2.2: 3 h / Reflux

3.1: sodium hydroxide / ethylene glycol / 72 h / 200 °C

With titanium tetrachloride; sodium hydroxide; zinc; In tetrahydrofuran; ethylene glycol; 1.1: |McMurry Reaction / 2.1: |Sandmeyer Reaction;

DOI:10.1039/c7tc05535h

upstream raw materials:

carbon dioxide

1,2-bis(4-bromophenyl)-1,2-diphenylethylene

(4-bromophenyl)(phenyl)methanone

C₂₈H₁₈N₂