571-61-9

Usage

Uses

Used in Chemical Synthesis Industry:
1,5-Dimethylnaphthalene is used as a solvent and intermediate for the synthesis of various organic compounds, leveraging its chemical properties to facilitate reactions and improve the production process.
Used in Dye Production:
In the dye industry, 1,5-Dimethylnaphthalene is utilized in the production of dyes, contributing to the development of colorants for various applications due to its chemical structure and reactivity.
Used in Resin Manufacturing:
1,5-Dimethylnaphthalene serves as a key component in the manufacturing of resins, where its aromatic nature and solubility properties enhance the performance and characteristics of the final resin products.
Used in Storage and Handling Safety Measures:
Given its flammable properties and potential for irritation, 1,5-Dimethylnaphthalene necessitates the implementation of proper safety measures during its storage and handling to minimize risks and adverse health effects.

InChI:InChI=1/C12H12/c1-9-5-3-8-12-10(2)6-4-7-11(9)12/h3-8H,1-2H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 6939-35-1 5-methyl-1-tetralone 
• 1733-76-2 1,5-bis(chloromethyl)naphthalene 
• 21564-82-9 4,8-dimethyl-1,2-dihydro-naphthalene 
• 30824-84-1 (+/-)-1ξ.4a-Dimethyl-cis-decalin 
• 20366-59-0 1-bromo-5-methylnaphthalene 
• 77-78-1 dimethyl sulfate 
• 22851-69-0 6-methylbenzocycloheptane 
• 21564-91-0 1,5-dimethyltetraline 
• 79750-37-1 1,5-dimethyl-3,7-di-tert-butylnaphthalene 
• 30824-84-1 (+/-)-1ξ.4a-Dimethyl-trans-decalin 
• 529-20-4 2-methylphenyl aldehyde 
• 91-20-3 naphthalene 
• 573-98-8 dimethyl-1,2 naphtalene 

Downstream Products

• 1733-76-2 1,5-bis(chloromethyl)naphthalene 
• 19990-01-3 1,5-Bis--naphthalin 
• 23802-83-7 trans-1,5-Bis-(4-phenyl-styryl)-naphthalin 
• 23802-81-5 trans-1,5-Bis-(3,4-dimethoxy-styryl)-naphthalin 
• 23802-82-6 trans-1,5-Bis-<4-phenoxy-styryl>-naphthalin 
• 51036-95-4 3-Phenyl-1,5-dimethylnaphthalin 
• 51036-96-5 1,5-Dimethyl-4-phenyl-naphthalin 
• 19458-95-8 1,5-naphthalenedicarboxylic acid dimethyl ester 
• 80236-27-7 (E,E)-1,5-Bis(2-phenylethenyl)naphthalin 
• 20771-93-1 2-acetyl-6-methyl-benzoic acid methyl ester 
• 65755-13-7 Acetic acid 5-methyl-naphthalen-1-ylmethyl ester 
• 104306-72-1 5-methyl-1-naphthaldehyde 
• 21564-91-0 1,5-dimethyltetraline 
• 575-43-9 1,6-dimethylnaphthalene 

Relevant academic research and scientific papers

Metal-Free Visible-Light-Mediated Aromatization of 1,2–Dihydronaphthalenes

A series of polyaromatic naphthalenes have been synthesized through the dehydrogenation of the corresponding 1,2-dihydroarylnaphthalenes by using 9-mesityl-10-methylacridinium perchlorate as a photocatalyst and diphenyliodonium triflate as an external oxidant under visible light irradiation. The reaction proceeds smoothly under metal-free conditions and tolerates some functionalities. Interestingly, the reaction is also amenable to the aromatization of tetrahydronaphthalenes and fair conversions were obtained. Preliminary mechanistic investigations have been conducted and a reasonable mechanism is proposed.

Methylation of 2-methylnaphthalene over metal-impregnated mesoporous MCM-41 for the synthesis of 2,6-triad dimethylnaphthalene isomers

2,6-Dimethylnaphthalene (2,6-DMN) is one of the key intermediates for the production of polyethylene naphthalate (PEN), which demonstrates superior properties compared with the polyethylene terephthalate. However, the complex synthesis procedure of 2,6-DMN increases the production cost and decreases the commercialisation of PEN. In this study, selective synthesis of 2,6-triad DMN isomers (1,5-DMN, 1,6-DMN and 2,6-DMN) has been investigated by the methylation of 2-methylnaphthalene (2-MN) over mesoporous Cu/MCM-41 and Zr/MCM-41 zeolite catalysts. On the contrary of other DMN isomers, 2.6-triad isomers can effectively be converted to be profitable 2,6-DMN with an additional isomerisation reaction, which is a new approach to reach higher 2,6-DMN yield. The methylation reactions of 2-MN were investigated in a fixed-bed reactor at 400?°C and weight hourly space velocity of 1–3?h?1. The results showed that the activity of MCM-41 on the methylation of 2-MN has been enhanced with the impregnation of Cu. The conversion increased from about 17% to 35 wt% with the impregnation of Cu. Similarly, the 2,6-triad DMN selectivity and 2,6-/2,7-DMN ratio reached the maximum level (48 wt% and 1.95, respectively) over Cu-impregnated MCM-41 zeolite catalyst.

Selective synthesis of 2,6-triad dimethylnaphthalene isomers by disproportionation of 2-methylnaphthalene over mesoporous MCM-41

2,6-Dimethylnaphthalene (2,6-DMN) is one of the crucial intermediates for the synthesis of polybutylenenaphthalate and polyethylene naphthalate (PEN). The complex synthesis procedure and the high cost of 2,6-DMN production significantly reduce the commercialisation of PEN even though PEN demonstrates superior properties compared with polyethylene terephthalate. 2,6-DMN can be produced by methylation of 2-methylnaphthalene (2-MN) and/or naphthalene, disproportionation of 2-MN, and/or isomerisation of dimethylnaphthalenes (DMNs). In this study, synthesis of 2,6-triad DMN isomers consisting of 2,6-DMN, 1,6-DMN, and 1,5-DMN have been investigated with the disproportionation of 2-MN over unmodified and Zr-modified mesoporous MCM-41 zeolite catalysts. In contrast to other DMN isomers, both 1,5-DMN and 1,6-DMN can be effectively isomerised to be profitable 2,6-DMN. The disproportionation of 2-MN experiments were carried out in a catalytic fixed-bed reactor in the presence of 1?g of catalyst at a temperature range of 350–500?°C and weight hourly space velocity between 1 to 3?h?1. The results demonstrated that mesoporous MCM-41 zeolite catalyst has a selective pore shape for 2,6-triad DMN isomers, which may allow a decrease in the production cost of 2,6-DMN. Additionally, 2,6-DMN was successfully synthesised by the disproportionation of 2-MN over MCM-41 zeolite catalyst. Furthermore, both the conversion of 2-MN and the selectivity of 2,6-DMN were considerably enhanced by the Zr impregnation on MCM-41.

Palladium-Catalysed Direct Cross-Coupling of Organolithium Reagents with Aryl and Vinyl Triflates

A palladium-catalysed cross-coupling of organolithium reagents with aryl and vinyl triflates is presented. The reaction proceeds at 50 or 70 C with short reaction times, and the corresponding products are obtained with moderate to high yields, with a variety of alkyl and (hetero)aryl lithium reagents.

Catalytic dehydroaromatization of n-alkanes by pincer-ligated iridium complexes

Aromatic hydrocarbons are among the most important building blocks in the chemical industry. Benzene, toluene and xylenes are obtained from the high temperature thermolysis of alkanes. Higher alkylaromatics are generally derived from arene-olefin coupling, which gives branched products-that is, secondary alkyl arenes-with olefins higher than ethylene. The dehydrogenation of acyclic alkanes to give alkylaromatics can be achieved using heterogeneous catalysts at high temperatures, but with low yields and low selectivity. We present here the first catalytic conversion of n-alkanes to alkylaromatics using homogeneous or molecular catalysts-specifically 'pincerg'-ligated iridium complexes-and olefinic hydrogen acceptors. For example, the reaction of n-octane affords up to 86% yield of aromatic product, primarily o-xylene and secondarily ethylbenzene. In the case of n-decane and n-dodecane, the resulting alkylarenes are exclusively unbranched (that is, n-alkyl-substituted), with selectivity for the corresponding o-(n-alkyl)toluene.

Dehydrogenation process of dimethylnaphthalene using metal catalyst

Disclosed herein is a process of producing high purity and high yield dimethylnaphthalene by dehydrogenating a dimethyltetralin isomer using a metal catalyst for dehydrogenation. The metal catalyst contains a carrier selected from alumina (Al2O3), silica (SiO2), a silica-alumina mixture and zeolite. The metal catalyst also contains 0.05 to 2.5% by weight of platinum (Pt), 0.1 to 3.0% by weight of tin (Sn) or indium (In), 0.5 to 15.0% by weight of at least one selected from the group consisting of potassium (K), magnesium (Mg) and cesium (Cs), 0.3 to 3.0% by weight of chlorine, and 0.01 to 3.0 % by weight of zinc (Zn) or gallium (Ga) as active components based on an element weight of the final catalyst.

Method for producing dimethylnaphthalene using a metal catalyst

Disclosed herein is a process of producing high purity and high yield dimethylnaphthalene by dehydrogenating a dimethyltetralin isomer using a metal catalyst for dehydrogenation. The metal catalyst contains a carrier selected from alumina (Al2O3), silica (SiO2), a silica-alumina mixture and zeolite. The metal catalyst also contains 0.05 to 2.5 % by weight of platinum (Pt), 0.1 to 3.0 % by weight of tin (Sn) or indium (In), 0.5 to 15.0 % by weight of at least one selected from the group consisting of potassium (K), magnesium (Mg) and cesium (Cs), 0.3 to 3.0 % by weight of chlorine, and 0.01 to 3.0 % by weight of zinc (Zn) or gallium (Ga) as active components based on an element weight of the final catalyst.

Method for obtaining 2,6-dimethylnaphthalene using isomerization and crystallization processes

The present invention relates to a method for preparation, separation and purification of high-purity 2,6-dimethylnaphthalene. The method according to the present invention comprises a step of subjecting a dimethylnaphthalene isomer mixture rich in 1,5-dimethylnaphthalene, high boiling point materials, unreacted 1,5-dimethyltetralin, and low boiling point materials, which are produced from a dehydrogenation reaction of 1,5-dimethyltetralin, to separation, using a distillation column;a step of subjecting the dimethylnaphthalene mixture separated by the distillation column to liquid state isomerization in the presence of an isomerization catalyst;a first crystallization step (melt crystallization process) of cooling the product of liquid state isomerization with a refrigerant without a solvent to form crystals; anda second crystallization step (solution crystallization process) of mixing the product of the first crystallization step with a solvent to form crystals.

PREPARATION METHOD OF 1,5-DIMETHYLTETRALIN

The present invention provides a method for preparing 1,5-dimethyltetralin by cyclization of 5-ortho-tolylpentene in the presence of a zeolite beta catalyst in which the mole ratio of SiO2/Al2O3 exceeds 30.0 and said zeolite beta is preferably in the form of pellets. The conventional cyclization of 5-ortho-tolylpentene by using a catalyst such as a mordenite, zeolite X, zeolite Y and ultrastable zeolite Y has low selectivity for 1,5-dimethyltetralin and low yield since the cyclization reaction produces a lot of by-products such as dimethylnaphthalene isomers, dimethyltetralin isomers, dimers and polymers. The cyclization of 5-ortho-tolylpentene of the present invention can produce 1,5-dimethyltetralin with high selectivity and high yield by using a zeolite beta catalyst in which the mole ratio of SiO2/Al2O3 exceeds 30.0. Furthermore, the present invention can provide a preparing method for 1,5-dimethyltetralin with immediate industrial applicability by using the pellet form catalyst of the zeolite beta.