1,8-Dimethoxyanthraquinone

Base Information

• Chemical Name: 1,8-Dimethoxyanthraquinone
• CAS No.: 6407-55-2
• Molecular Formula: C16H12 O4
• Molecular Weight: 268.269
• Hs Code.: 2914690090
• European Community (EC) Number: 229-036-7
• NSC Number: 234746,30460
• UNII: NPF2MDR3G2
• DSSTox Substance ID: DTXSID7064314
• Nikkaji Number: J81.217J
• Wikidata: Q81991441
• Mol file: 6407-55-2.mol

Synonyms:1,8-Dimethoxyanthraquinone;6407-55-2;1,8-dimethoxyanthracene-9,10-dione;Anthraquinone, 1,8-dimethoxy-;9,10-Anthracenedione, 1,8-dimethoxy-;1,8-Dimethoxy-9,10-anthracenedione;NSC 30460;NPF2MDR3G2;EINECS 229-036-7;NSC-30460;NSC 234746;NSC-234746;9, 1,8-dimethoxy-;Anthraquinone,8-dimethoxy-;1,8-dimethoxy-anthracene-9,10-dione;Dimethyldanthrone;UNII-NPF2MDR3G2;Danthron di-methyl derivative;SCHEMBL8947495;DTXSID7064314;NSC30460;NSC234746;1,8-Dimethoxyanthra-9,10-quinone #;XD166728;1,8-DIMETHOXY-9,10-DIHYDROANTHRACENE-9,10-DIONE

Chemical Property of 1,8-Dimethoxyanthraquinone

Chemical Property:

• Vapor Pressure: 1.02E-08mmHg at 25°C
• Melting Point: 223 °C
• Boiling Point: 462.1°C at 760 mmHg
• Flash Point: 207.9°C
• PSA: 52.60000
• Density: 1.295g/cm³
• LogP: 2.47920
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 268.07355886
• Heavy Atom Count: 20
• Complexity: 371

Purity/Quality:

99.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1C(=O)C3=C(C2=O)C=CC=C3OC

Technology Process of 1,8-Dimethoxyanthraquinone

There total 26 articles about 1,8-Dimethoxyanthraquinone 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: 98.0%

1,8,9,10-tetramethoxyanthracene (106752-94-7) → 1,8-dimethoxy-9,10-anthracenedione (6407-55-2)

Guidance literature:

With zinc(II) nitrate; silica gel; In tetrachloromethane; for 0.333333h; Heating;

DOI:10.1055/s-1990-27101

Reference yield: 95.0%

1,8-dihydroxy-9,10-anthracenedione (117-10-2) + methyl p-toluene sulfonate (80-48-8) → 1,8-dimethoxy-9,10-anthracenedione (6407-55-2)

Guidance literature:

With sodium carbonate; at 320 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2003.10.057

Reference yield: 92.0%

1,8-dihydroxy-9,10-anthracenedione (117-10-2) + dimethyl sulfate (77-78-1) → 1,8-dimethoxy-9,10-anthracenedione (6407-55-2)

Guidance literature:

With potassium carbonate; In acetone; for 12h; Heating;

DOI:10.1016/j.tet.2004.02.022

upstream raw materials:

methanol

1,8-dinitroanthraquinone

1,8-dichloroanthraquinone

sodium methylate

Downstream raw materials:

1-hydroxy-8-methoxyanthraquinone

1,8-dibromo-4,5-dimethoxyanthracene

1-amino-4,5-dimethoxy-anthraquinone

Acetic acid 8-acetoxy-2-benzyl-9,10-dioxo-9,10-dihydro-anthracen-1-yl ester

Refernces

• 1、 Nakanishi, Waro,Nakamoto, Takashi,Hayashi, Satoko,Sasamori, Takahiro,Tokitoh, Norihiro. "Atoms-in-molecules analysis of extended hypervalent five-center, six-electron (5c-6e) C2Z2O interactions at the 1,8,9-positions of anthraquinone and 9-methoxyanthracene systems". . p. 255 - 268. Retrieved 2007.
• 2、 Kim, Yoonseob,Wang, Yanming,France-Lanord, Arthur,Wang, Yichong,Wu, You-Chi Mason,Lin, Sibo,Li, Yifan,Grossman, Jeffrey C.,Swager, Timothy M.. "Ionic Highways from Covalent Assembly in Highly Conducting and Stable Anion Exchange Membrane Fuel Cells". supporting information. p. 18152 - 18159. Retrieved 2019/11/14.
• 3、 Navale, Tushar S.,Rathore, Rajendra. "A practical synthesis of 1,4,5,8-tetramethoxyanthracene from inexpensive and readily available 1,8-dihydroxyanthraquinone". experimental part. p. 805 - 809. Retrieved 2012/04/10.