(Z,Z)-3,4-Dihydroxy-1,6-diphenyl-2,4-hexadiene-1,6-dione

Base Information

• Chemical Name: (Z,Z)-3,4-Dihydroxy-1,6-diphenyl-2,4-hexadiene-1,6-dione
• CAS No.: 139266-61-8
• Molecular Formula: C18H14O4
• Molecular Weight: 294.3014
• Nikkaji Number: J2.410.464H
• Wikidata: Q76310584

Synonyms:BRN 2287547;(Z,Z)-3,4-Dihydroxy-1,6-diphenyl-2,4-hexadiene-1,6-dione;2,4-Hexadiene-1,6-dione, 3,4-dihydroxy-1,6-diphenyl-, (Z,Z)-;139266-61-8;AKOS004902534;CCG-251262;LS-74906;AB00076299-01;SR-01000200208;SR-01000200208-1;1,6-diphenyl-3,4-dihydroxy-2,4-hexadiene-1,6-dione;(1Z,5Z)-1,6-Dihydroxy-1,6-diphenyl-1,5-hexadiene-3,4-dione

Chemical Property of (Z,Z)-3,4-Dihydroxy-1,6-diphenyl-2,4-hexadiene-1,6-dione

Chemical Property:

• Vapor Pressure: 1.18E-10mmHg at 25°C
• Boiling Point: 496°Cat760mmHg
• Flash Point: 267.9°C
• Density: 1.289g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 294.08920892
• Heavy Atom Count: 22
• Complexity: 420

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (Z,Z)-3,4-Dihydroxy-1,6-diphenyl-2,4-hexadiene-1,6-dione

There total 4 articles about (Z,Z)-3,4-Dihydroxy-1,6-diphenyl-2,4-hexadiene-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: 95.0%

5-phenylfuran-2,3-dione (55991-67-8) → (2Z,4Z)-1,6-diphenyl-3,4-dihydroxy-2,4-hexadiene-1,6-dione (139266-61-8)

Guidance literature:

With 1,4-dinitro-1,4-diazabutane; In 1,4-dioxane; for 3h; Heating;

DOI:10.1002/prac.19933350813

Reference yield: 32.0%

acetophenone (98-86-2) + 5-phenylfuran-2,3-dione (55991-67-8) → (2Z,4Z)-1,6-diphenyl-3,4-dihydroxy-2,4-hexadiene-1,6-dione (139266-61-8)

Guidance literature:

With potassium carbonate; In ethyl acetate; for 0.25h; Heating;

DOI:10.1002/prac.19933350813

Reference yield:

acetophenone (98-86-2) + oxalic acid diethyl ester (95-92-1) → (2Z,4Z)-1,6-diphenyl-3,4-dihydroxy-2,4-hexadiene-1,6-dione (139266-61-8)

Guidance literature:

With sodium methylate; In methanol; diethyl ether; for 12.42h;

DOI:10.3390/70800641

upstream raw materials:

acetophenone

5-phenylfuran-2,3-dione

oxalic acid diethyl ester

2,4-dioxo-4-phenylbutanoic acid

Downstream raw materials:

(2Z,3Z)-bis(benzoylmethylene)-1,2,3,4-tetrahydroquinoxaline

1,1',5,5'-tetraphenyl-3,3'-bipyrazole

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