1,4-Diphenylbut-3-yn-2-one

Base Information

• Chemical Name: 1,4-Diphenylbut-3-yn-2-one
• CAS No.: 21772-11-2
• Molecular Formula: C16H12O
• Molecular Weight: 220.271
• DSSTox Substance ID: DTXSID10396204
• Nikkaji Number: J1.331.869G
• Mol file: 21772-11-2.mol

Synonyms:1,4-diphenylbut-3-yn-2-one;21772-11-2;Phenylethynylbenzyl ketone;DTXSID10396204

Chemical Property of 1,4-Diphenylbut-3-yn-2-one

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 220.088815002
• Heavy Atom Count: 17
• Complexity: 305

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)C#CC2=CC=CC=C2

Technology Process of 1,4-Diphenylbut-3-yn-2-one

There total 28 articles about 1,4-Diphenylbut-3-yn-2-one 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%

phenylacetyl chloride (103-80-0) + tris((2-phenyl)ethynyl)indium (250643-76-6) → 1,4-diphenylbutan-3-yn-2-one (21772-11-2)

Guidance literature:

With mesoporous MCM-41-immobilized phosphine-free heterogeneous palladium⁽⁰⁾-schiff base complex; In tetrahydrofuran; at 68 ℃; for 2h; Inert atmosphere; Green chemistry;

DOI:10.1039/c7ra08355f

Reference yield: 86.0%

3-(Benzotriazol-1-yl)-3-ethoxy-1,4-diphenyl-1-butyne (171815-76-2) → 1,4-diphenylbutan-3-yn-2-one (21772-11-2)

Guidance literature:

With hydrogenchloride; In acetone; at 5 - 20 ℃; for 0.333333h;

DOI:10.1021/jo00128a038

Reference yield: 85.0%

carbon monoxide (201230-82-2) + benzyl chloride (100-44-7) + phenylacetylene (536-74-3) → 1,4-diphenylbutan-3-yn-2-one (21772-11-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; triethylamine; In 1,4-dioxane; for 12h; under 3750.38 Torr; Temperature; Inert atmosphere; Autoclave; Heating;

DOI:10.1039/c3ra42972e

upstream raw materials:

1,4-diphenyl-1-butyne

1,4-diphenyl-3-butyn-2-ol

phenylacetylene

phenylacetyl chloride

Downstream raw materials:

1-hydroxy-1,4-diphenylbut-3-yne-2-one

1,4-diphenyl-3-butyne-1,2-dione

3-Phenyl-5-(phenylmethyl)isoxazole

(Z)-5-benzylidene-4-hydroxy-3-phenylfuran-2(5H)-one