8-Hydroxy-1-methoxy-3-methylanthraquinone

Base Information

• Chemical Name: 8-Hydroxy-1-methoxy-3-methylanthraquinone
• CAS No.: 67116-22-7
• Molecular Formula: C16H12O4
• Molecular Weight: 268.269
• ChEMBL ID: CHEMBL454477
• DSSTox Substance ID: DTXSID20540019
• Metabolomics Workbench ID: 45863
• Nikkaji Number: J1.038.649G
• Wikidata: Q82415878

Synonyms:8-Hydroxy-1-methoxy-3-methylanthraquinone;67116-22-7;8-hydroxy-1-methoxy-3-methylanthracene-9,10-dione;CHEMBL454477;SCHEMBL8930315;DTXSID20540019;CHEBI:174530;1-methoxy-3-methyl-8-hydroxy-anthraquinone;8-HYDROXY-1-METHOXY-3-METHYL-9,10-DIHYDROANTHRACENE-9,10-DIONE

Chemical Property of 8-Hydroxy-1-methoxy-3-methylanthraquinone

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 268.07355886
• Heavy Atom Count: 20
• Complexity: 419

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C(=C1)OC)C(=O)C3=C(C2=O)C=CC=C3O

Technology Process of 8-Hydroxy-1-methoxy-3-methylanthraquinone

There total 5 articles about 8-Hydroxy-1-methoxy-3-methylanthraquinone 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: 96.0%

(1R,4aS,9aR)-9a-Chloro-8-hydroxy-1-methoxy-3-methyl-1-trimethylsilanyloxy-1,4,4a,9a-tetrahydro-anthraquinone (108637-78-1) → Chrysophanol (481-74-3) + 8-hydroxy-1-methoxy-3-methylanthracene-9,10-dione (67116-22-7)

Guidance literature:

1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(00)85117-5

Reference yield: 63.0%

3-chlorojuglone (18855-92-0) + (E)-((1-methoxy-3-methylbuta-1,3-dien-1-yl)oxy)trimethylsilane (76927-59-8) → Chrysophanol (481-74-3) + 8-hydroxy-1-methoxy-3-methylanthracene-9,10-dione (67116-22-7) + methyl 3-methyl-4-<3-chloro-5-hydroxynaphthoquinonyl-2>-2-butenoate (95393-72-9)

Guidance literature:

In neat (no solvent); Product distribution; Ambient temperature; different solvent, reaction times and temperatures;

DOI:10.1016/S0040-4020(01)91496-6

Reference yield: 4.0%

3-chlorojuglone (18855-92-0) + (E)-((1-methoxy-3-methylbuta-1,3-dien-1-yl)oxy)trimethylsilane (76927-59-8) → Chrysophanol (481-74-3) + 8-hydroxy-1-methoxy-3-methylanthracene-9,10-dione (67116-22-7)

Guidance literature:

In neat (no solvent); Ambient temperature;

DOI:10.1016/S0040-4020(01)91496-6

upstream raw materials:

5-hydroxynaphtho-1,4-quinone

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

3-chlorojuglone

(E)-((1-methoxy-3-methylbuta-1,3-dien-1-yl)oxy)trimethylsilane

Downstream raw materials:

Chrysophanol

1,8-diacetoxy-3-methyl-anthraquinone

islandicin

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