1-Ethynyl-2,3,4,5-tetraphenylcyclopenta-2,4-dien-1-ol

Base Information

• Chemical Name: 1-Ethynyl-2,3,4,5-tetraphenylcyclopenta-2,4-dien-1-ol
• CAS No.: 87383-81-1
• Molecular Formula: C₃₁H₂₂O
• Molecular Weight: 410.515
• DSSTox Substance ID: DTXSID50515750

Synonyms:87383-81-1;1-Ethynyl-2,3,4,5-tetraphenylcyclopenta-2,4-dien-1-ol;DTXSID50515750

Chemical Property of 1-Ethynyl-2,3,4,5-tetraphenylcyclopenta-2,4-dien-1-ol

Chemical Property:

• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 410.167065321
• Heavy Atom Count: 32
• Complexity: 709

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1(C(=C(C(=C1C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4)C5=CC=CC=C5)O

Technology Process of 1-Ethynyl-2,3,4,5-tetraphenylcyclopenta-2,4-dien-1-ol

There total 2 articles about 1-Ethynyl-2,3,4,5-tetraphenylcyclopenta-2,4-dien-1-ol 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:

2,3,4,5-tetraphenylcyclopenta-2,4-dienone (479-33-4) + trimethylsilylacetylene (1066-54-2) → 1-ethynyl-2,3,4,5-tetraphenyl-2,4-cyclopentadien-1-ol (87383-81-1)

Guidance literature:

2,3,4,5-tetraphenylcyclopenta-2,4-dienone; trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -10 ℃; for 1h; Inert atmosphere;

With sodium hydroxide; In tetrahydrofuran; methanol; hexane; at 0 ℃; for 1h;

DOI:10.1002/ejoc.201800039

Reference yield:

2,3,4,5-tetraphenylcyclopenta-2,4-dienone (479-33-4) + lithium acetylide (70277-75-7) → 1-ethynyl-2,3,4,5-tetraphenyl-2,4-cyclopentadien-1-ol (87383-81-1)

Guidance literature:

With ammonia;

DOI:10.1021/jo01369a014

Reference yield:

1-ethynyl-2,3,4,5-tetraphenyl-2,4-cyclopentadien-1-ol (87383-81-1) + dimethyl sulfate (77-78-1) → 1-ethynyl-2,3,4,5-tetraphenylcyclopenta-2,4-dien-1-yl methyl ether

Guidance literature:

With potassium hydroxide; In diethyl ether; at 25 ℃; for 24h;

DOI:10.1002/ejoc.201800039

upstream raw materials:

2,3,4,5-tetraphenylcyclopenta-2,4-dienone

lithium acetylide

trimethylsilylacetylene

Downstream raw materials:

(2E,4Z,10Z,12E)-5,10-Di-tert-butyl-1-(1-hydroxy-2,3,4,5-tetraphenyl-cyclopenta-2,4-dienylethynyl)-cyclotrideca-2,4,10,12-tetraene-6,8-diynol

(1E,3Z,9Z,11E)-4,9-Di-tert-butyl-13-(2,3,4,5-tetraphenyl-cyclopenta-2,4-dienylidenevinylidene)-cyclotrideca-1,3,9,11-tetraene-5,7-diyne

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