14108-88-4

Usage

Uses

Used in Chemical Synthesis:
5,8-dimethyl-1,2,3,4-tetrahydronaphthalene is used as an intermediate in the production of various chemical compounds, including pesticides, insecticides, and pharmaceuticals. Its versatile chemical structure allows for the synthesis of a wide range of products with different applications.
Used in Pesticide Production:
In the agricultural industry, 5,8-dimethyl-1,2,3,4-tetrahydronaphthalene is used as a key component in the synthesis of certain pesticides. Its chemical properties enable the development of effective pest control agents that protect crops from damage caused by insects and other pests.
Used in Insecticide Production:
Similarly, in the insecticide industry, 5,8-dimethyl-1,2,3,4-tetrahydronaphthalene serves as an essential intermediate for the creation of insecticides. These insecticides are designed to target and eliminate harmful insects, reducing their impact on human health and the environment.
Used in Pharmaceutical Industry:
5,8-dimethyl-1,2,3,4-tetrahydronaphthalene is also utilized in the pharmaceutical sector as a precursor for the synthesis of various drugs. Its unique structure contributes to the development of medications with specific therapeutic properties.
Environmental Considerations:
5,8-dimethyl-1,2,3,4-tetrahydronaphthalene has been identified as a potential environmental pollutant, and its presence in the environment is subject to regulation in certain jurisdictions. Due to its flammable nature and potential to cause skin and eye irritation, appropriate handling and storage precautions are necessary to minimize its impact on the environment and human health.

Upstream product

• 1217-45-4 9,10-Dicyanoanthracene 
• 1216-53-1 Ethyl 5,5-dimethylbicyclo<4.4.0>dodec-6-ene-4-one-1-carboxylate 
• 42409-86-9 1,2-bis-(4-methyl-[1]naphthyl)-ethane 

Downstream Products

• 31540-99-5 2-(1,4-Dimethyl-5,6,7,8-tetrahydro-naphthalene-2-carbonyl)-benzoic acid 
• 1217-45-4 9,10-dicyanoanthracene radical anion 
• 571-58-4 1,4-dimethylnaphthalene 
• 58791-49-4 1,4-bis(bromomethyl)naphthalene 
• 74157-78-1 5,8-Dimethyl-6-nitro-7-(2,4,6-trimethyl-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalene 
• 74157-63-4 1,4-Dimethyl-2-nitro-3-(2,4,6-trimethyl-phenylsulfanyl)-naphthalene 
• 74157-64-5 1-Methyl-2-nitro-4-(2,4,6-trimethyl-phenylsulfanylmethyl)-naphthalene 
• 74157-67-8 2-(3-Chloro-phenylsulfanyl)-1,4-dimethyl-3-nitro-naphthalene 
• 74157-77-0 5,8-Dimethyl-6-nitro-7-phenylsulfanyl-1,2,3,4-tetrahydro-naphthalene 
• 74157-68-9 4-(3-Chloro-phenylsulfanylmethyl)-1-methyl-2-nitro-naphthalene 
• 74157-65-6 1,4-Dimethyl-2-nitro-3-p-tolylsulfanyl-naphthalene 
• 74157-66-7 1-Methyl-2-nitro-4-p-tolylsulfanylmethyl-naphthalene 
• 74157-59-8 1,4-Dimethyl-2-nitro-3-phenylsulfanyl-naphthalene 
• 74157-60-1 1-methyl-2-nitro-4-phenylthiomethylnaphthalene 

Relevant academic research and scientific papers

Acid induced rearrangement of α,γ-unsaturated ketones

The molecular rearrangement of the ketones (1), (10) and (19) to phenanthrene derivative (3) and decalin derivative (11) and (12) is respectively described.

Efficiencies of photoinduced electron-transfer reactions: Role of the Marcus inverted region in return electron transfer within geminate radical-ion pairs

In photoinduced electron-transfer processes the primary step is conversion of the electronic energy of an excited state into chemical energy retained in the form of a redox (geminate radical-ion) pair (A + D →hν A?-/D?+). In polar solvents, separation of the geminate pair occurs with formation of free radical ions in solution. The quantum yields of product formation, from reactions of either the free ions, or of the geminate pair, are often low, however, due to the return electron transfer reaction (A?-/D?+ → A + D), an energy-wasting step that competes with the useful reactions of the ion pair. The present study was undertaken to investigate the parameters controlling the rates of these return electron transfer reactions. Quantum yields of free radical ion formation were measured for ion pairs formed upon electron-transfer quenching of the first excited singlet states of cyanoanthracenes by simple aromatic hydrocarbon donors in aceonitrile at room temperature. The free-ion yields are determined by the competition between the rates of separation and return electron transfer. By assuming a constant rate of separation, the rates of the return electron transfer process are obtained. These highly exothermic return electron transfer reactions (-ΔG-et = 2-3 eV) were found to be strongly dependent on the reaction exothermicity. The electron-transfer rates showed a marked decrease (ca. 2 orders of magnitude in this ΔG-et range) with increasing exothermicity. This effect represents a clear example of the Marcus "inverted region". Semiquantum mechanical electron-transfer theories were used to analyze the data quantitatively. The electron-transfer rates were found also to depend upon the degree of charge delocalization within the ions of the pair, which is attributed to variations in the solvent reorganization energy and electronic coupling matrix element. Accordingly, mostly on the basis of redox potentials, one can vary the quantum yield of free-ion formation from a few percent to values approaching unity. Use of a strong donor with a strong acceptor to induce reactions based on electron transfer is likely to be inefficient because of the fast return electron transfer in the resulting low-energy ion pair. A system with the smallest possible driving force for the initial charge-separation reaction results in a high-energy, and therefore long-lived ion pair, which allows the desired processes to occur more efficiently. The use of an indirect path based on secondary electron transfer, a concept called "cosensitization", results in efficient radical-ion formation even when the direct path results in a very low quantum yield.

Competition between Birch Reduction and Bond Cleavage in 1,2-Bis(4-methyl-1-naphthyl)ethane

The reaction of 1,2-bis(4-methyl-1-naphthyl)ethane with Li, Na, and K in ammonia, THF, and HMPA, or mixtures thereof, has been examined with respect to the factors favoring Birch reduction of the aromatic ring and cleavage of the ethane carbon-carbon bond.Bond cleavage was found to increase relative to ring reduction in the series Li Na K and with the solvents NH3 THF HMPA.However, the latter position of ammonia may be due to the necessarily restricted low-reaction temperature since only ring reduction was observed at temperatures at or below the boiling pointof ammonia (-33 deg C).A number of reduction and cleavage products were isolated and identified, and the mechanistic pathways for their formation is discussed.