100367-11-1

Upstream product

• 14381-66-9 1,8-dichloroanthracene 
• 576-23-8 2,3-dimethylbromobenzene 
• 134640-85-0 2,3-dimethylphenylmagnesium bromide 
• 87-59-2 2,3-Dimethylaniline 
• 526-75-0 2,3-Dimethylphenol 
• 100367-12-2 1,8-bis(2,3-dimethylphenyl)-9,10-anthraquinone 

Downstream Products

• 100367-12-2 1,8-bis(2,3-dimethylphenyl)-9,10-anthraquinone 
• 100367-14-4 C₃₀H₂₂O₃ 
• 100367-16-6 1,8-Bis-(2,3-dimethyl-phenyl)-9-methyl-anthracene 
• 100367-13-3 1,8-bis(2,3-dimethylphenyl)-9-anthrone 
• 100367-15-5 9-acetoxy-1,8-bis(2,3-dimethylphenyl)anthracene 

Relevant academic research and scientific papers

Unsymmetrically substituted 2,7-dimethyl-1,8-diarylanthracenes

A synthesis has been developed for 2,7-dimethyl-1,8-di-o-tolylanthracene 4. The cis 4a and trans 4b isomers of this hydrocarbon can be separated and are stable to interconversion at temperatures below 200 °C. The two enantiomers of the trans isomer 4b have chiral cavities and are expected to be useful precursors for chiral reagents or chiral catalysts.

Unsymmetrically Substituted 1,8-Diarylanthracenes

Unsymmetrically substituted 1,8-diarylanthracenes where the aryl rings are m-tolyl (5), o-tolyl (6), and 2,3-dimethylphenyl (7) have been synthesized; the barriers to aryl ring rotation in these hydrocarbons were found to be 5.3, 10.4, and 16.3 kcal/mol, respectively.Addition of either an acetoxyl (14) or a methyl (15) substituent at C-9 of the dixylylanthracene gave mixtures of cis and trans isomers that also exhibited rotation of an aryl ring within the temperature range 25-120 deg C.X-ray crystal structures for the cis- (14b) and trans- (14a) 9-acetoxydixylylanthracenes demonstrated significant distortion in the geometry of the anthracene ring, permitting rotation of the aryl rings with unexpected ease in solutions at temperatures above 100 deg C.