15815-47-1

Usage

Chemical classification

Polycyclic aromatic hydrocarbon (PAH)

Physical state

White to light yellow crystalline solid

Solubility

Insoluble in water, soluble in organic solvents

Uses

a. Precursor in the synthesis of dyes
b. Precursor in the synthesis of pharmaceuticals
c. Precursor in the synthesis of conducting polymers

Chemical reactions

a. Diels-Alder reaction
b. Cross-coupling reactions
c. Metal-catalyzed reactions

Applications in organic electronics

a. Organic light-emitting diodes (OLEDs)
b. Organic field-effect transistors (OFETs)

Semiconductor properties

Exhibits semiconductor properties

Health classification

Possible human carcinogen (IARC)

Precautions

Safety measures should be taken when handling and using 1,8-Dimethylanthracene

Upstream product

• 15815-40-4 1,8-Dimethyl-9,10-anthrachinon 
• 106-51-4 p-benzoquinone 
• 15815-44-8 4,5-Dimethyl-anthron 
• 49661-20-3 2-methyl-6-o-toluoyl-benzoic acid 
• 15815-46-0 1,5-Dimethyl-1,4,5,8,4a,8a,9a,10a-octahydro-anthrachinon 
• 142141-89-7 3,6-Di-tert-butyl-1,8-dimethylanthracene 
• 134166-09-9 1,9-Dimethyl-10,11-dihydro-5H-dibenzo[a,d]cycloheptene 

Relevant academic research and scientific papers

Selective preparation of polycyclic aromatic hydrocarbons. Part 4. New synthetic route to anthracenes from diphenylmethanes using Friedel-Crafts intramolecular cyclization

Preparation of several anthracenes from diphenylmethanes by direct Bradsher-type reaction, which incorporates formylation of a hydrocarbon followed by Friedel-Crafts intramolecular cyclization, is presented. The present method involving the action of Cls

Reaction and Spectra of (1,2,3)Cyclophanes

Novel triply bridged (1,2,3)cyclophanes, which contain a dibenzocycloheptene unit as a basic structure, were prepared.The mobility of the molecule and the orientation of two aromatic rings were deduced from the NMR and UV spectra.Each aromatic ring can flip with conformational inversion on the NMR time-scale at 27 deg C when the length of the third methylene chain (m or n) is longer than five for the dithiacyclophanes 9 and ten for the cyclophanes 3.Red shifts of λmax for the aromatic rings and upfield shifts of aromatic protons are observed when the methylene chain becomes shorter.An X-ray study showed the benzene rings of the cyclophane 11c to be slightly bent.Pyrolysis of the sulfones 10a and b gave the anthracene 7a rather than the cyclophanes 3a and b.Transalkylation of the cyclophanes 3a and b with AlCl3-MeNO2-benzene did not afford the de-tert-butylated cyclophanes 11a and b but instead gave the phenylated products 13a and b.