6,11-DIHYDROXY-5,12-NAPHTHACENEDIONE

Base Information

• Chemical Name: 6,11-DIHYDROXY-5,12-NAPHTHACENEDIONE
• CAS No.: 1785-52-0
• Molecular Formula: C18H10 O4
• Molecular Weight: 290.275
• Hs Code.: 2914690090
• Mol file: 1785-52-0.mol

Synonyms:Naphthacenequinone,6,11-dihydroxy- (6CI,7CI); 6,11-Dihydroxy-5,12-naphthacenedione;6,11-Dihydroxy-5,12-naphthacenequinone; 6,11-Dihydroxy-5,12-tetracenequinone;6,11-Dihydroxynaphthacenequinone; 6,11-Dihydroxytetracene-5,12-dione; NSC401184

Chemical Property of 6,11-DIHYDROXY-5,12-NAPHTHACENEDIONE

Chemical Property:

• Vapor Pressure: 7.82E-13mmHg at 25°C
• Melting Point: 350-351 °C(lit.)
• Boiling Point: 552.9°Cat760mmHg
• PKA: 7.84±0.20(Predicted)
• Flash Point: 302.2°C
• PSA: 74.60000
• Density: 1.527g/cm³
• LogP: 3.02640

Purity/Quality:

98%,99%, ^*data from raw suppliers

6,11-Dihydroxy-5,12-naphthacenedione 96% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 6,11-Dihydroxy-5,12-naphthacenedione was used in the synthesis of a tetracene derivative, 5,6,11,12-tetrachlorotetracene. It was also used for the synthesis of (3Z,3′Z)-3,3′-(ethane-1,2-diylidene)bis[isobenzofuran-1(3H)-one]. It may be used for the following studies:Synthesis of self-assembled, chair-shaped dirhenium(I) macrocyclic compounds.Synthesis of half-sandwich Ir, Rh-based organometallic molecular boxes.As ligand for the synthesis of supramolecular coordination complexes (SCCs).

Technology Process of 6,11-DIHYDROXY-5,12-NAPHTHACENEDIONE

There total 50 articles about 6,11-DIHYDROXY-5,12-NAPHTHACENEDIONE 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: 89.0%

6,11-diphenoxy-5,12-naphthacenequinone (76307-88-5) → 6,11-dihydroxy-5,12-naphthacenedione (1785-52-0) + 6-hydroxy-11-phenoxy-5,12-naphthacenequinone (76307-93-2)

Guidance literature:

In benzene; for 10h; Irradiation;

Reference yield: 67.0%

1,4-Dihydroxynaphthalene (571-60-8) + Phthaloyl dichloride (88-95-9) → 6,11-dihydroxy-5,12-naphthacenedione (1785-52-0)

Guidance literature:

With aluminum (III) chloride; nitrobenzene; at 90 ℃; for 4h; Inert atmosphere;

DOI:10.1080/00304948.2011.594006

Reference yield: 45.0%

1-Acetoxy-6-chlor-1,4,4a,12-tetrahydro-11-hydroxy-5,12-naphthacenchinon → 6,11-dihydroxy-5,12-naphthacenedione (1785-52-0)

Guidance literature:

With lead(IV) acetate; In acetic acid; at 60 ℃; for 3h;

upstream raw materials:

pyridine

[2,2']biindenyl-1,3,1',3'-tetraone

phthalic anhydride

1,4-Dihydroxynaphthalene

Downstream raw materials:

6-hydroxy-11-phenyl-naphthacene-5,12-dione

5,12-diphenyl-5,12-dihydro-naphthacene-5,6,11,12-tetraol

6-chloro-11-hydroxy-naphthacene-5,12-dione

6,11-bis(phenylamino)-5,12-naphthacenequinone

Refernces

• 1、 Yagodkin, Elisey,McGarry, Kathryn A.,Douglas, Christopher J.. "Preparation of 6,11-dihydroxy-5,12-tetracenedione". experimental part. p. 360 - 363. Retrieved 2011/10/01.
• 2、 Flock, Markus,Nieger, Martin,Breitmaier, Eberhard. "Diastereoselective Synthesis of Anthracyclinone Precursors". . p. 451 - 456. Retrieved 2007/10/02.