9,10-Anthracenedione, 1,4-dihydroxy-2,3-dimethyl-

Base Information

• Chemical Name: 9,10-Anthracenedione, 1,4-dihydroxy-2,3-dimethyl-
• CAS No.: 25060-18-8
• Molecular Formula: C16H12 O4
• Molecular Weight: 268.269
• Hs Code.: 2914690090
• European Community (EC) Number: 631-057-5
• NSC Number: 321275
• DSSTox Substance ID: DTXSID90179754
• Nikkaji Number: J19.807B
• Wikidata: Q83050277
• Mol file: 25060-18-8.mol

Synonyms:1,4-dihydroxy-2,3-dimethyl-9,10-anthraquinone;DHDMAQ

Chemical Property of 9,10-Anthracenedione, 1,4-dihydroxy-2,3-dimethyl-

Chemical Property:

• Vapor Pressure: 1.02E-11mmHg at 25°C
• Melting Point: 255-257 °C(lit.)
• Boiling Point: 526.9°Cat760mmHg
• Flash Point: 286.5°C
• PSA: 74.60000
• Density: 1.423g/cm³
• LogP: 2.49000
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 268.07355886
• Heavy Atom Count: 20
• Complexity: 392

Purity/Quality:

98.5% ^*data from raw suppliers

2,3-DIMETHYLQUINIZARIN Aldrich ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C2C(=C1O)C(=O)C3=CC=CC=C3C2=O)O)C

Technology Process of 9,10-Anthracenedione, 1,4-dihydroxy-2,3-dimethyl-

There total 1 articles about 9,10-Anthracenedione, 1,4-dihydroxy-2,3-dimethyl- 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: 85.0%

phthalic anhydride (85-44-9) + 2,3-dimethyl-1,4-dihydroxybenzene (608-43-5) → 2,3-dimethyl quinizarine (25060-18-8)

Guidance literature:

With aluminium trichloride; sodium chloride; at 210 ℃; for 3h;

Reference yield: 95.0%

2,3-dimethyl quinizarine (25060-18-8) + p-toluenesulfonyl chloride (98-59-9) → 1,4-bis(tosyloxy)-2,3-dimethylanthrquinone (107035-88-1)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; for 48h; Ambient temperature;

DOI:10.1021/jo00383a025

Reference yield: 94.0%

2,3-dimethyl quinizarine (25060-18-8) → 2,3-bis(bromomethyl)-1,4-dihydroxyanthracene-9,10-dione (77422-59-4)

Guidance literature:

With bromine; dibenzoyl peroxide; In 1,1,2,2-tetrachloroethylene; for 20h; Heating; Irradiation;

DOI:10.1021/jo00342a005

upstream raw materials:

phthalic anhydride

2,3-dimethyl-1,4-dihydroxybenzene

Downstream raw materials:

2,3-bis(bromomethyl)-1,4-dihydroxyanthracene-9,10-dione

1,4-bis(tosyloxy)-2,3-dimethylanthrquinone

2-acetyl-1,2,3,4,6,11-hexahydro-5,12-dihydroxynaphthacene-6,11-quinone

(3aS,13aR)-5,12-Dihydroxy-2-phenyl-3a,4,13,13a-tetrahydro-2-aza-cyclopenta[b]naphthacene-1,3,6,11-tetraone

Refernces

• 1、 Takimiya, Kazuo,Miyamoto, Hisakazu,Aso, Yoshio,Otsubo, Tetsuo,Ogura, Fumio. "2,3-Dimethyl and 2,3,6,7-Tetramethyl Derivatives of Anthrabisdichalcogenoles as New Electron Donors". . p. 567 - 570. Retrieved 2007/10/02.