8-Hydroxy-1,2,3-trimethoxy-6-methylanthracene-9,10-dione

Base Information

• Chemical Name: 8-Hydroxy-1,2,3-trimethoxy-6-methylanthracene-9,10-dione
• CAS No.: 78308-22-2
• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.321
• Hs Code.: 2914690090
• DSSTox Substance ID: DTXSID80999660
• Nikkaji Number: J622.981F
• Wikidata: Q82992845
• Mol file: 78308-22-2.mol

Synonyms:1-hydroxy-6,7,8-trimethoxy-3-methylanthraquinone;HTMAQ

Chemical Property of 8-Hydroxy-1,2,3-trimethoxy-6-methylanthracene-9,10-dione

Chemical Property:

• Vapor Pressure: 4.18E-13mmHg at 25°C
• Boiling Point: 559.1°C at 760 mmHg
• Flash Point: 206.3°C
• PSA: 82.06000
• Density: 1.335g/cm³
• LogP: 2.50180
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 328.09468823
• Heavy Atom Count: 24
• Complexity: 506

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2=O)OC)OC)OC

Technology Process of 8-Hydroxy-1,2,3-trimethoxy-6-methylanthracene-9,10-dione

There total 2 articles about 8-Hydroxy-1,2,3-trimethoxy-6-methylanthracene-9,10-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: 14.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 1,3,8-Trihydroxy-2-methoxy-6-methylanthraquinone (78308-21-1) → 1,8-dihydroxy-2,3-dimethoxy-6-methylanthraquinone (27795-31-9) + 8-hydroxy-1,2,3-trimethoxy-6-methylanthraquinone (78308-22-2)

Guidance literature:

In diethyl ether; 1.) 2 deg C, 6h; 2.) room temp., 12h;

DOI:10.1021/jo00334a011

Reference yield:

3-Chloro-5,6,7-trimethoxynaphthoquinone (78308-19-7) + 1-methoxy-3-methyl-1-trimethylsilyloxy-1,3-butadiene (73311-51-0) → 8-hydroxy-1,2,3-trimethoxy-6-methylanthraquinone (78308-22-2) + 1-hydroxy-2,3,8-trimethoxy-6-methylanthraquinone (78308-23-3)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo00334a011

Reference yield: 18.0%

8-hydroxy-1,2,3-trimethoxy-6-methylanthraquinone (78308-22-2) → 7-hydroxyemodin (10228-40-7) + Dermoglaucin (7213-59-4)

Guidance literature:

With sulfuric acid; 1.) 100 deg C, 1.5h; 2.) ice, 16h;

DOI:10.1021/jo00334a011

upstream raw materials:

diazomethane

1,3,8-Trihydroxy-2-methoxy-6-methylanthraquinone

3-Chloro-5,6,7-trimethoxynaphthoquinone

1-methoxy-3-methyl-1-trimethylsilyloxy-1,3-butadiene

Downstream raw materials:

7-hydroxyemodin

Dermoglaucin

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