1134-40-3

Usage

Uses

Used in Pharmaceutical Industry:
2,3,6,7-Tetramethylnaphthalene is used as a chemical intermediate for the synthesis of various pharmaceuticals. It plays a crucial role in the production of drugs due to its unique chemical structure and properties.
Used in Industrial Compounds:
2,3,6,7-Tetramethylnaphthalene is used as a component in the synthesis of industrial compounds. Its versatility in chemical reactions makes it a valuable asset in the development of new materials and products.
However, it is important to note that 2,3,6,7-Tetramethylnaphthalene, like other naphthalene derivatives, can pose a hazard due to its potential toxic and carcinogenic effects. Proper handling and safety measures should be taken to minimize risks associated with its use.

InChI:InChI=1/C14H16/c1-9-5-13-7-11(3)12(4)8-14(13)6-10(9)2/h5-8H,1-4H3

Upstream product

• 408539-51-5 2,3,6,7-tetramethyl-naphthalene-1,4-dicarboxylic acid diamide 
• 95-47-6 o-xylene 
• 7475-92-5 2,3-dimethylsuccinic anhydride 
• 38312-86-6 2,3,6,7-Tetramethyl-1,2,3,4,4a,5,8,8a-octahydro-naphthalene 
• 526-86-3 2,3-dimethyl-1,4-benzoquinone 
• 38312-85-5 2,3,6,7-Tetramethyl-2,3,4a,5,8,8a-hexahydro-[1,4]naphthoquinone 
• 38312-84-4 2,3,6,7-tetramethyl-4a,5,8,8a-tetrahydro-1,4-naphthoquinone 
• 916462-45-8 1,4,5,8,8a-hexahydro-1,4-dihydroxy-2,3,6,7-tetramethylnaphthalene 
• 916462-46-9 5,8-dihydro-2,3,6,7-tetramethylnaphthalene 
• 408539-28-6 2,3,6,7-tetramethyl-naphthalene-1,4-dicarbonitrile 
• 5866-20-6 trans-2,3-dimethylsuccinic anhydride 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 

Downstream Products

• 110380-65-9 3,4,7,8-Tetramethyl-1,2,5,6-tetratellura-cyclopenta[fg]acenaphthylene; compound with 2-(4-dicyanomethylene-cyclohexa-2,5-dienylidene)-malononitrile 

Relevant academic research and scientific papers

TRIPLE-LAYERED NAPHTHALENOPHANE

The title compound 1 was synthesized via tetrathianaphthalenophane 7 and showed a marked transannular interaction in the electronic spectrum.

Further studies of the thermal and photochemical Diels-Alder reactions of N-methyl-1,2,4-triazoline-3,5-dione (MeTAD) with naphthalene and some substituted naphthalenes

MeTAD thermally reacted with naphthalene (2) and methylated naphthalenes to give equilibrium mixtures of starting materials and [4 + 2] cycloadducts. Methyl substitution on the naphthalene ring generally increased both the amount of cycloadduct formed and the rate of cycloaddition relative to 2. The isolated cycloadducts were all thermally labile and quantitatively reverted to the parent naphthalene in the presence of 2,3-dimethyl-2-butene as a trap for liberated MeTAD. The rates of the cycloreversion reactions were affected by substitution patterns but not appreciably by solvent. A mechanism for the cycloaddition reaction is presented that proposes the involvement of a charge-transfer complex. Photochemically, MeTAD demonstrated lower regioselectivity in its reactions with substituted naphthalenes relative to the corresponding thermal reactions.

The question of aromaticity in open-shell cations and anions as ion-radical offsprings of polycyclic aromatic and antiaromatic hydrocarbons

(Chemical Equation Presented) Arene cation-radicals and anion-radicals result directly from the one-electron oxidation and reduction of many aromatic hydrocarbons, yet virtually nothing is known of their intrinsic (thermodynamic) stability and hence "aromatic character". Since such paramagnetic ion radicals lie intermediate between aromatic (Hueckel) hydrocarbons with 4n+2-electrons and antiaromatic analogues with 4n-electrons, we can now address the question of π-delocalization in these odd-electron counterparts. Application of the structure-based "harmonic oscillator model of aromaticity" or the HOMA method leads to the surprising conclusion that the aromaticity of these rather reactive, kinetically unstable arene cation and anion radicals (as measured by the HOMA index) is actually higher than that of their (diamagnetic) parent-contrary to conventional expectations.