(2E,4E)-1,3,4,6-tetraphenylhexa-2,4-diene-1,6-dione

Base Information

• Chemical Name: (2E,4E)-1,3,4,6-tetraphenylhexa-2,4-diene-1,6-dione
• CAS No.: 10562-16-0
• Molecular Formula: C30H22 O2
• Molecular Weight: 414.4945
• NSC Number: 236255
• DSSTox Substance ID: DTXSID90420995
• Wikidata: Q82232327
• Mol file: 10562-16-0.mol

Synonyms:(2E,4E)-1,3,4,6-tetraphenylhexa-2,4-diene-1,6-dione;10562-16-0;NSC236255;DTXSID90420995;STL341526;AKOS022134615;NSC-236255

Chemical Property of (2E,4E)-1,3,4,6-tetraphenylhexa-2,4-diene-1,6-dione

Chemical Property:

• Vapor Pressure: 1.11E-11mmHg at 25°C
• Boiling Point: 538.9°Cat760mmHg
• Flash Point: 198°C
• Density: 1.158g/cm³
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 414.161979940
• Heavy Atom Count: 32
• Complexity: 616

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=CC(=O)C2=CC=CC=C2)C(=CC(=O)C3=CC=CC=C3)C4=CC=CC=C4
• Isomeric SMILES: C1=CC=C(C=C1)/C(=C\C(=O)C2=CC=CC=C2)/C(=C/C(=O)C3=CC=CC=C3)/C4=CC=CC=C4

Technology Process of (2E,4E)-1,3,4,6-tetraphenylhexa-2,4-diene-1,6-dione

There total 9 articles about (2E,4E)-1,3,4,6-tetraphenylhexa-2,4-diene-1,6-dione 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: 28.0%

1,3-diphenyl-2-propynone (7338-94-5) → (2E,4E)-1,3,4,6-Tetraphenyl-hexa-2,4-diene-1,6-dione (10562-16-0) + 3,4-Dibenzoyl-1,2-diphenylcyclobutene (136880-34-7)

Guidance literature:

With ytterbium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 ℃; for 24h;

DOI:10.1246/cl.1991.1669

Reference yield:

1,4-Dibenzoyl-2,3-diphenyl-butan-2,3-diol (10562-14-8) → 1,4-dibenzoyl-2,3-diphenyl-1,3-butadiene (10562-16-0)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran;

DOI:10.1021/jo00004a052

Reference yield:

3-hydroxy-1,3-diphenylpropan-1-one (42052-51-7) → 1,4-dibenzoyl-2,3-diphenyl-1,3-butadiene (10562-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 15 percent / NEt₃ / acetonitrile / 0.33 h / Irradiation

2: 2N HCl / tetrahydrofuran

With hydrogenchloride; triethylamine; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo00004a052

upstream raw materials:

1-phenyl-1,2-dibenzoylethylene

acetophenone

ethanol

sodium ethanolate

Downstream raw materials:

2,3,5-triphenylfuran

1,3,4,6-tetraphenylhexane-1,6-dione

Refernces

• 1、 Takaki, Ken,Nagase, Kyoko,Beppu, Fumikazu,Shindo, Takaaki,Fujiwara, Yuzo. "Reductive Coupling of 2-Propyn-1-ones Promoted by Yb Metal or YbCl3-Zn". . p. 1669 - 1672. Retrieved 2007/10/02.