1,3-Dimethoxyanthraquinone

Base Information

• Chemical Name: 1,3-Dimethoxyanthraquinone
• CAS No.: 1989-42-0
• Molecular Formula: C16H12O4
• Molecular Weight: 268.269
• NSC Number: 624611
• DSSTox Substance ID: DTXSID90326968
• Nikkaji Number: J80.359F
• Wikidata: Q82088243
• Metabolomics Workbench ID: 47402
• Mol file: 1989-42-0.mol

Synonyms:1,3-dimethoxyanthracene-9,10-dione;1,3-dimethoxyanthraquinone;1,3-dimethoxy-9,10-anthraquinone;NSC624611;1989-42-0;1,3-Dimethoxyanthra-9,10-quinone;SCHEMBL6905135;DTXSID90326968;CHEBI:174531;NSC-624611;9,10-Anthracenedione, 1,3-dimethoxy-;1,3-dimethoxy-9,10-dihydroanthracene-9,10-dione

Chemical Property of 1,3-Dimethoxyanthraquinone

Chemical Property:

• Melting Point: 155 °C
• Boiling Point: 462.1±45.0 °C(Predicted)
• PSA: 52.60000
• Density: 1.295±0.06 g/cm3(Predicted)
• 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: 405

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C(=C1)OC)C(=O)C3=CC=CC=C3C2=O

Technology Process of 1,3-Dimethoxyanthraquinone

There total 32 articles about 1,3-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: 91.0%

1,4-dihydro-5,7-dimethoxy-9,10-anthraquinone (786653-57-4) → 1,3-dimethoxy-9,10-anthraquinone (1989-42-0)

Guidance literature:

palladium on activated charcoal; In toluene; Heating;

DOI:10.1055/s-2004-831299

Reference yield: 14.0%

xanthopurpurin (518-83-2) + methyl iodide (74-88-4) → 1,3-dimethoxy-9,10-anthraquinone (1989-42-0)

Guidance literature:

With potassium carbonate; In acetone; Reflux;

DOI:10.2174/1570180815666180607085102

Reference yield:

phthalic anhydride (85-44-9) + 1,3-Dimethoxybenzene (151-10-0) → 1,3-dimethoxy-9,10-anthraquinone (1989-42-0)

Guidance literature:

With aluminum (III) chloride; sodium chloride; at 165 - 175 ℃;

DOI:10.3390/molecules180810042

upstream raw materials:

1,3-dibromo-anthraquinone

sodium methylate

1-Bromo-2,4-dimethoxybenzene

3-oxo-1,3-dihydroisobenzofuran-1-carbonitrile

Downstream raw materials:

1,3,10-Trimethoxy-9-phenylanthracen

1-hydroxy-3-methoxy-9,10-anthraquinone

Refernces

• 1、 Osman, Che Puteh,Ismail, Nor Hadiani,Widyawaruyanti, Aty,Imran, Syahrul,Tumewu, Lidya,Choo, Chee Yan,Ideris, Sharinah. "Evaluation of a series of 9,10-anthraquinones as antiplasmodial agents". . p. 353 - 363. Retrieved 2019/06/20.
• 2、 Van Nguyen, Tuyen,D'Hooghe, Matthias,Pattyn, Siegfried,De Kimpe, Norbert. "Synthesis of functionalized 1,4-dihydro-9,10-anthraquinones and anthraquinones by ring closing metathesis using Grubbs' catalyst". . p. 1913 - 1916. Retrieved 2007/10/03.