36831-93-3

Basic information

• Product Name: 6,11-dimethoxytetracene-5,12-dione
• CAS NO: 36831-93-3
• Molecular Formula: C₂₀H₁₄O₄
• Molecular Weight: 318.3228
• Mol File: 36831-93-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 547.4°C at 760 mmHg
• Flash Point: 243.7°C
• Density: 1.319g/cm³
• Vapor Pressure: 4.9E-12mmHg at 25°C
• Refractive Index: 1.667
• CAS DataBase Reference: 6,11-dimethoxytetracene-5,12-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 6,11-dimethoxytetracene-5,12-dione(36831-93-3)
• EPA Substance Registry System: 6,11-dimethoxytetracene-5,12-dione(36831-93-3)

Safety Data

• Hazardous Substances Data: 36831-93-3(Hazardous Substances Data)

Upstream product

• 64648-81-3 2-bromo-1,4-dimethoxynaphthalene 
• 27613-27-0 3-oxo-1,3-dihydroisobenzofuran-1-carbonitrile 
• 163151-45-9 (4'R,6'R)-1,4-dimethoxy-2-(4',6'-dimethyl-1',3'-dioxan-2'-yl)-3-(prop-2''-enyl)anthraquinone 
• 1785-52-0 6,11-dihydroxy-5,12-naphthacenedione 
• 77-78-1 dimethyl sulfate 
• 58977-01-8 6,11-Dimethoxy-1,4-dihydro-naphthacene-5,12-dione 
• 58976-89-9 1,4-dihydro-5,12-dimethoxynaphthacene-6,11-dione 
• 170024-88-1 2,3-diallyl-1,4-dimethoxyanthraquinone 
• 36831-92-2 2-(4-bromo-1-hydroxy-[2]naphthoyl)-benzoic acid 
• 1090-13-7 5,12-naphthacenequinone 

Relevant articles and documents

Synthesis of (±)-Idarubicinone via Global Functionalization of Tetracene

Anthracyclines are archetypal representatives of the tetracyclic type II polyketide natural products that are widely used in cancer chemotherapy. Although the synthesis of this class of compounds has been a subject of several investigations, all known approaches are based on annulations, relying on the union of properly prefunctionalized building blocks. Herein, we describe a conceptually different approach using a polynuclear arene as a starting template, ideally requiring only functional decorations to reach the desired target molecule. Specifically, tetracene was converted to (±)-idarubicinone, the aglycone of the FDA approved anthracycline idarubicin, through the judicious orchestration of Co- and Ru-catalyzed arene oxidation and arenophile-mediated dearomative hydroboration. Such a global functionalization strategy, the combination of site-selective arene and dearomative functionalization, provided the key anthracycline framework in five operations and enabled rapid and controlled access to (±)-idarubicinone.

A new protocol for benzoannulation by double Claisen rearrangement and ring-closing metathesis reactions as key steps

A new methodology for benzoannulation has been developed by using double Claisen rearrangement followed by a one-pot ring-closing metathesis and DDQ oxidation sequence.

Experiments Directed Towards the Synthesis of Anthracyclinones. XX. Titanium(IV)- and Tin(IV)-Mediated Cyclizations of ortho-Allyl-Substituted Homochiral Dioxans

Titanium(IV) chloride mediated cyclization of the ortho-methoxylated 1,3-dioxan (5) gives a high yield of a mixture (10:1) of the (7R)-tetracycles (18) and (19) which are epimeric at C 9.The exclusive formation of the (7R) stereochemistry results from Ss