1519-36-4

Basic information

• Product Name: 1,4-DIMETHYLANTHRAQUINONE
• Synonyms: DIMETHYLANTHRAQUINONE,1,4-;1,4-DIMETHYLANTHRAQUINONE;TIMTEC-BB SBB008145;1,4-dimethyl-10-anthracenedione;DIMETHYLANTHRAQUINONE,1,4-(RG);1,4-Dimethyl-9,10-anthracenedione;1,4-Dimethyl-9,10-anthraquinone;1,4-Dimethylanthracene-9,10-dione
• CAS NO: 1519-36-4
• Molecular Formula: C₁₆H₁₂O₂
• Molecular Weight: 236.27
• Mol File: 1519-36-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 133-135 °C
• Boiling Point: 338.73°C (rough estimate)
• Flash Point: 157.4 °C
• Appearance: Yellow powder
• Density: 1.1223 (rough estimate)
• Vapor Pressure: 2.69E-07mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• CAS DataBase Reference: 1,4-DIMETHYLANTHRAQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-DIMETHYLANTHRAQUINONE(1519-36-4)
• EPA Substance Registry System: 1,4-DIMETHYLANTHRAQUINONE(1519-36-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25
• Hazardous Substances Data: 1519-36-4(Hazardous Substances Data)

Usage

Chemical Properties

yellow fluffy powder

InChI:InChI=1/C16H12O2/c1-9-7-8-10(2)14-13(9)15(17)11-5-3-4-6-12(11)16(14)18/h3-8H,1-2H3

Upstream product

• 106-42-3 para-xylene 
• 88-95-9 Phthaloyl dichloride 
• 67-56-1 methanol 
• 27532-81-6 1,4,9-trimethylanthracene 
• 75-15-0 carbon disulfide 
• 7446-70-0 aluminium trichloride 
• 85-44-9 phthalic anhydride 

Downstream Products

• 781-92-0 1,4-dimethylanthracene 
• 121791-01-3 9,10-Dihydroxy-1,4-dimethyl-9,10-di-o-tolyl-9,10-dihydro-anthracen 
• 94082-86-7 dimethyl-1,4 o.anisyl-10 hydroxy-10 anthrone-9 
• 32456-87-4 (+/-)-1,4-dimethyl-9,10-diphenyl-9,10-dihydro-anthracene-9r,10c-diol 
• 98800-27-2 1,4-Dimethyl-9,10-dihydroanthracen 
• 58791-45-0 1,4-anthracenedicarboxylic acid 
• 58791-46-1 1,4-Anthracendicarbonsaeure-dimethylester 
• 6937-78-6 9,10-dioxo-9,10-dihydroanthracene-1,4-dicarboxylic acid chloride 
• 4624-75-3 1,4-dimethyl-9,10-di-o-tolyl-anthracene 

Relevant articles and documents

Mechanochemical Friedel-crafts acylations

Friedel-Crafts (FC) acylation reactions were exploited in the preparation of ketone-functionalized aromatics. Environmentally more friendly, solvent-free mechanochemical reaction conditions of this industrially important reaction were developed. Reaction parameters such as FC catalyst, time, ratio of reagents and milling support were studied to establish the optimal reaction conditions. The scope of the reaction was explored by employment of different aromatic hydrocarbons in conjunction with anhydrides and acylation reagents. It was shown that certain FC-reactive aromatics could be effectively functionalized by FC acylations carried out under ball-milling conditions without the presence of a solvent. The reaction mechanism was studied by in situ Raman and ex situ IR spectroscopy.

Reactions of Copper(II) Halides with Aromatic Compounds. Part XII. Reactions of 9-Methyl-10-phenylanthracene, 1,4,9-Trimethylanthracene, 9,10-Dimethylanthracene and 1,5-Dichloro-9-methylanthracene in Methanol.

The title compounds react with copper(II) bromide in methanol to give the corresponding 9-methoxymethyl compounds. 1,4,9-Trimethylanthracene and 1,5-dichloro-9-methylanthracene also gave 1,2-di-(1,4-dimethyl-9-anthryl)ethane (6) and 1,5-dichloro-9,10-dimethoxy-9,10-dihydroanthracene (9) respectively.The formation of all these products can be interpreted in terms of initial electron transfer oxidation of the substituted anthracene to its radical cation, which either subsequently loses a proton to give the substituted 9-anthrylmethyl radical or undergoes solvent capture.