1,4-Dimethoxyanthraquinone

Base Information

• Chemical Name: 1,4-Dimethoxyanthraquinone
• CAS No.: 6119-74-0
• Molecular Formula: C16H12O4
• Molecular Weight: 268.269
• NSC Number: 103059,216073
• DSSTox Substance ID: DTXSID80295558
• Nikkaji Number: J81.147E
• Wikidata: Q82035541
• ChEMBL ID: CHEMBL570408
• Mol file: 6119-74-0.mol

Synonyms:1,4-Dimethoxyanthraquinone;1,4-dimethoxyanthracene-9,10-dione;6119-74-0;CHEMBL570408;9, 1,4-dimethoxy-;Quinizarin, dimethyl ether;Anthraquinone,4-dimethoxy-;NSC216073;9,10-Anthracenedione, 1,4-dimethoxy-;CBMicro_020386;1,4 dimethoxyanthraquinone;NCIOpen2_007255;MLS000576106;cid_266054;SCHEMBL3417221;DTXSID80295558;HWHFKYJAAJPFQF-UHFFFAOYSA-N;HMS2356I18;1,4-DIMETHOXY-ANTHRAQUINONE;1,4-dimethoxyanthra-9,10-quinone;CCG-5086;BDBM50303182;NSC103059;STK367471;AKOS005443873;NSC-103059;NSC-216073;SMR000184797;BIM-0020412.P001;CS-0358045

Chemical Property of 1,4-Dimethoxyanthraquinone

Chemical Property:

• Vapor Pressure: 1.02E-08mmHg at 25°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: 367

Purity/Quality:

99% ^*data from raw suppliers

1,4-DIMETHOXY-ANTHRAQUINONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C(=C(C=C1)OC)C(=O)C3=CC=CC=C3C2=O

Technology Process of 1,4-Dimethoxyanthraquinone

There total 28 articles about 1,4-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: 100.0%

1,4-Dimethoxyspirodioxolan>-10-one (71192-84-2) → 1,4-dimethoxyanthraquinone (6119-74-0)

Guidance literature:

With hydrogenchloride; for 15h; Ambient temperature;

DOI:10.1021/jo00337a002

Reference yield: 99.0%

1,4-dihydroxy-9,10-anthracenedione (81-64-1,103220-12-8) + dimethyl sulfate (77-78-1) → 1,4-dimethoxyanthraquinone (6119-74-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 480h; Ambient temperature;

Reference yield: 96.0%

1,4,9,10-tetramethoxy-anthracene (106752-92-5) → 1,4-dimethoxyanthraquinone (6119-74-0)

Guidance literature:

With copper(II) nitrate; In tetrachloromethane; for 0.25h; Heating;

DOI:10.1055/s-1990-27101

upstream raw materials:

1-chloro-4-methoxy-anthraquinone

sodium methylate

2-(2,5-dimethoxybenzoyl)benzoic acid

1,4-dihydroxy-9,10-anthracenedione

Downstream raw materials:

1,4-dimethoxyanthracene

cis-9,10-diethyl-9,10-dihydro-1,4-dimethoxyanthracene-9,10-diol

trans-9,10-diethyl-9,10-dihydro-1,4-dimethoxyanthracene-9,10-diol

1,4-dimethoxy-9,10-bis(phenylethynyl)-9,10-dihydroanthracene-9,10-diol

Refernces

• 1、 Jackson et al.. "". . p. 3989. Retrieved 1979.
• 2、 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.
• 3、 -. "Synthesis method of anthraquinone derivatives and tetracenedione derivatives through benzannulation reaction". Paragraph 0029-0030; 0045. . Retrieved 2017/08/09.