782-23-0

Usage

Uses

Used in Chemical Synthesis:
2,7-Dimethylanthracene is utilized as a chemical intermediate for the synthesis of a variety of organic compounds. Its unique structure makes it a valuable building block in the creation of dyes, fluorescent materials, and pharmaceuticals, contributing to the development of new products with specific properties and applications.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2,7-Dimethylanthracene is employed as a precursor in the synthesis of certain drugs. Its role in the development of new medications is crucial, as it can be transformed into active pharmaceutical ingredients through various chemical reactions, potentially leading to the discovery of novel therapeutic agents.
Used in Dye and Fluorescent Material Production:
2,7-Dimethylanthracene is used as a starting material in the production of dyes and fluorescent materials. Its aromatic structure allows for the creation of compounds with specific color and light-emitting properties, which are essential in various applications such as imaging, diagnostics, and display technologies.

InChI:InChI=1/C16H14/c1-11-3-5-13-9-14-6-4-12(2)8-16(14)10-15(13)7-11/h3-10H,1-2H3

Upstream product

• 39928-72-8 5-chloromethyl-dihydro-furan-2-one 
• 108-88-3 toluene 
• 88-14-2 2-furanoic acid 
• 611-13-2 2-furoic acid methyl ester 
• 1641-68-5 2,4,4'-trimethyldiphenylmethanone 
• 100-52-7 benzaldehyde 
• 157432-87-6 5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 
• 98-01-1 furfural 
• 7446-70-0 aluminium trichloride 
• 7647-01-0 hydrogenchloride 
• 74-86-2 acetylene 
• 3286-01-9 2,7-dimethylanthraquinone 
• 7664-41-7 ammonia 
• 100-51-6 benzyl alcohol 

Downstream Products

• 3286-01-9 2,7-dimethylanthraquinone 

Relevant academic research and scientific papers

ORTHO-SUBSTITUTED TRIPTYCENE-BASED DIAMINES, MONOMERS, AND POLYMERS, METHODS OF MAKING AND USES THEREOF

Described herein are ortho-dimethyl-substituted and tetramethyi-substituted triptycene-containing diamine monomers and microporous triptycene-based poiyimides and poiyamides, and methods of making the monomers and polymers.

Versatile synthesis of triptycene di- and tetracarboxylic acids

A simple two-step synthesis of triptycene di- and tetracarboxylic acids is reported. Diels-Alder reaction between dimethylanthracenes and appropriate arynes, generated in situ from anthranilic or dimethylanthranilic acid, afforded di- or tetramethyltriptycenes in 41-69% yields. Subsequent oxidation of the methyl groups with potassium permanganate provided the corresponding triptycene carboxylic acids in 86-96% yields. Georg Thieme Verlag Stuttgart.

Two-photon absorption properties of 2,6-bis(styryl)anthracene derivatives: Effects of donor-acceptor substituents and the π center

A series of 2,6- and 2,7-bis-(styryl)anthracene derivatives with the donors at the styryl group and acceptors at the 9,10-positions have been synthesized, and their two-photon cross sections (φδmax) were determined. These compounds exhibit a peak two-photon absorptivity (δmax) in the range of 700-2500 GM at 780-1030 nm. Values of λmax and Stokes shifts increase as the acceptor is changed to a stronger one. There is also a parallel increase in λmax (2) and δmax with the same variation of the chromophore structure. Both λmax(2) and φδmax have been optimized by introducing donor-substituted styryl groups at the 2,6-positions and p-cyanophenyl groups at the 9,10-positions, respectively. The effect of a π center on the two-photon absorption properties has been assessed by comparing the existing data for a variety of D-π-D derivatives.

Friedel-Crafts Reaction with Arylcarbinols : One-Pot Synthesis of 10-Methylbenzo[a]fluoranthene

Friedel-Crafts reaction with some monoaryl and diaryl carbinols have been studied. The products suggest a rational mode of formation of trityl alcohol and anthracene derivatives modifying the earlier reported conjecture of their formation from carbon monoxide, generated from benzhydrol and solvent benzene. It now appears that during Friedel-Crafts reaction the benzyl carbocation generated from benzhydrol may be arylated to triphenylmethane derivative. The latter under the experimental condition forms trityl cation which abstracts the hydroxyl group from the benzhydrol to form benzyl carbocation and trityl alcohol. Benzyl carbocations act both as a nucleophile and an eletrophile and dimerize to form anthracene derivatives. Incidentally, a one-pot synthesis of 10-methylbenzo[a]fluoranthene (26), characterized by NOE, decoupling and mass spectral studies, has been achieved in good yield by the Friedel-Crafts reaction of 9-fluourenol, thus providing a simple method of its synthesis.

Dealkylation of tert-butylcalix[n]arenes in toluene: Formation of 2,6 and 2,7-dimethylanthracenes

An eutectic mixture of 2.6-dimethylanthracene VI and 2,7-dimethylantracene VII was formed during deterbutylation reaction of calix[n]arenes in toluene with aluminium chloride as catalyst. Using the deterbutylation of p-tert- butylcalix |4]arene I as a model we propose a mechanism of their formation. Springen Verlag Iberica 1997.

An Efficient Reduction of Anthrones to Anthracenes

An efficient and general means of reducing anthrones to anthracenes has been developed.The procedure, which uses NaBH4 as the reducing agent in a mixed solvent system of diglyme/methanol, produced anthracenes in essentially quantitative yield from a variety of anthrones.

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.

Synthesis of 2,7-Dimethylanthracene by a Route Which is Potentially a General One

A synthetic route to specifically substituted anthracenes was attempted by using a selectively substituted o-bromobenzaldehyde derivative as the precursor. 2,7-Dimethylanthracene was successfully prepared.H 9 and H 10 in 2,7-dimethylanthracene were readily assigned by n.O.e. experiments.

The Question of Friedel-Crafts Transformylations. Acid-Catalyzed Reactions of Aromatic Aldehydes with Arenes

The reactions of aromatic aldehydes with various arenes in the presence of Lewis and Broensted acids have been examined with the aim of determining if transformylations occur.No evidence for such transformylations was obtained.The major initial reaction is nucleophilic addition of the arene to the carbonyl group of the aldehyde to produce a diarylmethanol, followed by reaction with a second molecule of arene with elimination of water to produce a triarylmethane.Further reactions include (1) reversible dealkylations/realkylations of triarylmethanes to yield di- and triarylmethanes having aromatic nuclei corresponding to those of both the initial aldehyde and the arene and (2) alkylation, cyclialkylation, and dealkylation reactions that result in the formation of anthracene and/or substituted anthracenes and dihydroanthracenes.The anthracene and dihydroanthracene derivatives are produced in significant amounts only when aluminum chloride is the acid catalyst.The mechanisms of the reactions of aromatic aldehydes with arenes in the presence of aluminum chloride are discussed and compared with reactions of aromatic ketones.