2,3-DIMETHOXYANTHRAQUINONE

Base Information

• Chemical Name: 2,3-DIMETHOXYANTHRAQUINONE
• CAS No.: 22506-55-4
• Molecular Formula: C16H12 O4
• Molecular Weight: 268.269
• Hs Code.: 2914690090
• Mol file: 22506-55-4.mol

Synonyms:Anthraquinone,2,3-dimethoxy- (7CI,8CI); 2,3-Dimethoxyanthraquinone; NSC 126879

Chemical Property of 2,3-DIMETHOXYANTHRAQUINONE

Chemical Property:

• Vapor Pressure: 1.02E-08mmHg at 25°C
• Melting Point: 231-233 °C
• Boiling Point: 462.1°C at 760 mmHg
• Flash Point: 207.9°C
• PSA: 52.60000
• Density: 1.295g/cm³
• LogP: 2.47920

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3-DIMETHOXYANTHRAQUINONE

There total 22 articles about 2,3-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: 87.0%

methyl 2-(3,4-dimethoxybenzoyl)benzoate (101597-68-6) → 2,3-dimethoxy-anthraquinone (22506-55-4)

Guidance literature:

With sulfuric acid; at 60 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol4023276

Reference yield: 60.0%

(3,4-dimethoxyphenyl)phenylacetic acid (17777-02-5) + ethyl acrylate (140-88-5,9003-32-1) → 2,3-dimethoxy-anthraquinone (22506-55-4)

Guidance literature:

With (2S,3S)-N-acetyl-2-amino-3-methylpentanoic acid; oxygen; palladium diacetate; potassium carbonate; p-benzoquinone; In tert-Amyl alcohol; at 90 ℃; under 760.051 Torr; Irradiation;

DOI:10.1002/adsc.201601057

Reference yield: 42.0%

1,2-dimethoxybenzene (91-16-7) + 1,3-dimethoxy-1,3-dihydroisobenzofuran (24388-70-3) → 2,3-dimethoxy-anthraquinone (22506-55-4) + 2,3-Dimethoxyanthracene (51790-19-3)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol501006t

upstream raw materials:

diazomethane

hystazarin

2-(3,4-dimethoxybenzoyl)benzoic acid

1,2-dihydroxy-9,10-anthracenedione

Downstream raw materials:

1,2-dihydroxy-9,10-anthracenedione

2,3-bis-n-decyloxyanthracene

Refernces

• 1、 Desvergne, Jean-Pierre,Brotin, Thierry,Meerschaut, Danny,Clavier, Gilles,Placin, Frederic,Pozzo, Jean-Luc,Bouas-Laurent, Henri. "Spectroscopic properties and gelling ability of a set of rod-like 2,3-disubstituted anthracenes". . p. 234 - 243. Retrieved 2004.
• 2、 Suchand, Basuli,Satyanarayana, Gedu. "Palladium-Catalyzed Direct Acylation: One-Pot Relay Synthesis of Anthraquinones". . p. 769 - 779. Retrieved 2019/01/23.
• 3、 Rafiq, Settu Muhamad,Sivasakthikumaran, Ramakrishnan,Mohanakrishnan, Arasambattu K.. "Lewis acid/Broensted acid mediated benz-annulation of thiophenes and electron-rich arenes". supporting information. p. 2720 - 2723. Retrieved 2014/06/09.