Diphenylethyne-3,3',5,5'-tetracarboxylic acid

Base Information

• Chemical Name: Diphenylethyne-3,3',5,5'-tetracarboxylic acid
• CAS No.: 957014-38-9
• Molecular Formula: C18H10O8
• Molecular Weight: 354.273
• Mol file: 957014-38-9.mol

Synonyms:Diphenylethyne-3,3',5,5'-tetracarboxylic acid

Chemical Property of Diphenylethyne-3,3',5,5'-tetracarboxylic acid

Chemical Property:

• PSA: 149.20000
• LogP: 1.87920

Purity/Quality:

≥99% ^*data from raw suppliers

1,1′-Ethynebenzene-3,3′,5,5′-tetracarboxylicacid-H4EBTC ≥97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of Diphenylethyne-3,3',5,5'-tetracarboxylic acid

There total 7 articles about Diphenylethyne-3,3',5,5'-tetracarboxylic 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: 90.0%

tetramethyl 5,5'-(ethyne-1,2-diyl)diisophthalate → 1,1′-ethynebenzene-3,3′,5,5,′-tetracarboxylic acid (957014-38-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 60 ℃; for 24h;

DOI:10.1021/acs.inorgchem.0c02127

Reference yield:

5-aminoisophthalic acid (99-31-0) → 1,1′-ethynebenzene-3,3′,5,5,′-tetracarboxylic acid (957014-38-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: thionyl chloride / 5 h / Reflux

2.1: sodium nitrite; hydrogenchloride / water / 0.75 h / 0 °C

2.2: 4 h / 20 °C / Cooling with ice

3.1: bis-triphenylphosphine-palladium(II) chloride; diethylamine; copper(l) iodide / 20 °C / Inert atmosphere

4.1: water / tetrahydrofuran; methanol / Inert atmosphere; Reflux; Alkaline conditions

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; thionyl chloride; water; diethylamine; sodium nitrite; In tetrahydrofuran; methanol; water;

Reference yield:

diethyl 5-aminoisophthalate (42122-73-6) → 1,1′-ethynebenzene-3,3′,5,5,′-tetracarboxylic acid (957014-38-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium nitrite; hydrogenchloride / water / 0.75 h / 0 °C

1.2: 4 h / 20 °C / Cooling with ice

2.1: bis-triphenylphosphine-palladium(II) chloride; diethylamine; copper(l) iodide / 20 °C / Inert atmosphere

3.1: water / tetrahydrofuran; methanol / Inert atmosphere; Reflux; Alkaline conditions

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; water; diethylamine; sodium nitrite; In tetrahydrofuran; methanol; water;

upstream raw materials:

5-aminoisophthalic acid

diethyl 5-aminoisophthalate

diethyl 5-iodo-1,3-benzenedicarboxylate

5-iodo-isophthalic acid dimethyl ester

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