Cerulignone

Base Information

• Chemical Name: Cerulignone
• CAS No.: 493-74-3
• Molecular Formula: C16H16 O6
• Molecular Weight: 304.299
• European Community (EC) Number: 623-006-0
• NSC Number: 406032,401175
• UNII: 752TWO2IP0
• DSSTox Substance ID: DTXSID00197762
• Nikkaji Number: J6.069K
• Wikidata: Q27124326
• Metabolomics Workbench ID: 58869
• Mol file: 493-74-3.mol

Synonyms:Cerulignone;Coerulignone;493-74-3;Coerulignon;3,3',5,5'-Tetramethoxy-4,4'-diphenoquinone;3,3',5,5'-Tetramethoxy-p-biphenoquinone;752TWO2IP0;4-(3,5-dimethoxy-4-oxocyclohexa-2,5-dien-1-ylidene)-2,6-dimethoxycyclohexa-2,5-dien-1-one;NSC 401175;NSC-401175;3,3',5,5'-Tetramethoxydiphenoquinone;3,3',5,5'-tetramethoxy-1,1'-bi(cyclohexa-2,5-dien-1-ylidene)-4,4'-dione;NSC401175;CEDRIRET;TMPQ;UNII-752TWO2IP0;SCHEMBL197028;CHEBI:55496;DTXSID00197762;NSC406032;AKOS015916514;NSC-406032;FT-0632225;DIPHENOQUINONE, 3,3',5,5'-TETRAMETHOXY-;Q27124326;(BI-2,5-CYCLOHEXADIEN-1-YLIDENE)-4,4'-DIONE, 3,3',5,5'-TETRAMETHOXY-;2,5-Cyclohexadien-1-one, 4-(3,5-dimethoxy-4-oxo-2,5-cyclohexadien-1-ylidene)-2,6-dimethoxy-;4-(3,5-DIMETHOXY-4-OXO-2,5-CYCLOHEXADIEN-1-YLIDENE)-2,6-DIMETHOXY-2,5-CYCLOHEXADIEN-1-ONE

Chemical Property of Cerulignone

Chemical Property:

• Vapor Pressure: 8.91E-16mmHg at 25°C
• Melting Point: 293 °C (dec.)(lit.)
• Refractive Index: 1.4600 (estimate)
• Boiling Point: 629.9°Cat760mmHg
• Flash Point: 280.6°C
• PSA: 71.06000
• Density: 1.27g/cm³
• LogP: 1.56960
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 304.09468823
• Heavy Atom Count: 22
• Complexity: 563

Purity/Quality:

99% ^*data from raw suppliers

COERULIGNONE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C2C=C(C(=O)C(=C2)OC)OC)C=C(C1=O)OC

Technology Process of Cerulignone

There total 5 articles about Cerulignone 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: 79.0%

1,3-dimethoxy-2-hydroxy-benzene (91-10-1) → coerulignone (493-74-3) + 2,6-dimethoxy-p-quinone (530-55-2,26547-64-8)

Guidance literature:

With manganese triacetate; In acetic acid; at 100 ℃; for 0.166667h;

DOI:10.1246/bcsj.65.620

Reference yield: 3.0%

1,3-dimethoxy-2-hydroxy-benzene (91-10-1) → coerulignone (493-74-3) + 3,5,3',5'-tetramethoxybiphenyl-4,4'-diol (612-69-1) + 2,6-dimethoxy-p-quinone (530-55-2,26547-64-8)

Guidance literature:

With manganese(III) acetylacetonate; In acetic acid; for 0.0166667h; Heating;

DOI:10.1246/bcsj.65.620

Reference yield:

1,3-dimethoxy-2-hydroxy-benzene (91-10-1) → coerulignone (493-74-3) + 2,6-dimethoxy-p-quinone (530-55-2,26547-64-8) + 4-bromo-2,6-dimethoxyphenol (70654-71-6)

Guidance literature:

With dihydrogen peroxide; cobalt(II) diacetate tetrahydrate; acetic acid; potassium bromide; at 70 ℃; for 2.5h;

DOI:10.1039/c8cy01902a

upstream raw materials:

1,3-dimethoxy-2-hydroxy-benzene

2,6-dimethoxy-1,4-hydroquinone

Refernces

• 1、 Selvaraj,Park,Kim. "A green mesostructured vanadosilicate catalyst and its unprecedented catalytic activity for the selective synthesis of 2,6-disubstituted p-benzoquinones". . p. 958 - 966. Retrieved 2014/01/06.
• 2、 Nishino, Hiroshi,Nobuyuki, Itoh,Nagashima, Makiko,Kurosawa, Kazu. "Choice of Manganese(III) Complexes for the Synthesis of 4,4'-Biphenyldiols and 4,4'-Diphenoquinones". . p. 620 - 622. Retrieved 2007/10/02.