575-43-9

Basic information

• Product Name: 1,6-Dimethylnaphthalene
• Synonyms: AI3-17608; HSDB 6024; NSC 52966; Naphthalene, 1,6-dimethyl-; Naphthalene, 1,6-dimethyl- (8CI)(9CI)
• CAS NO: 575-43-9
• Molecular Formula: C₁₂H₁₂
• Molecular Weight: 156.22
• EINECS: 209-385-1
• Mol File: 575-43-9.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 264.4°Cat760mmHg
• Flash Point: 110.5°C
• Appearance: /
• Density: 1g/cm³
• Vapor Pressure: 0.0159mmHg at 25°C
• Refractive Index: 1.604
• CAS DataBase Reference: 1,6-Dimethylnaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-Dimethylnaphthalene(575-43-9)
• EPA Substance Registry System: 1,6-Dimethylnaphthalene(575-43-9)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 575-43-9(Hazardous Substances Data)

Usage

General Description

1,6-Dimethylnaphthalene is a chemical compound with the molecular formula C12H12. It is a type of polycyclic aromatic hydrocarbon (PAH) with two methyl groups attached to the naphthalene ring structure. 1,6-Dimethylnaphthalene is commonly used as a chemical intermediate in the production of dyes, pigments, and other organic compounds. It is also utilized in the manufacturing of insecticides and as a solvent in various industrial processes. The compound has been identified as a potential environmental pollutant and is subject to regulation due to its toxicity and potential long-term health effects. Additionally, 1,6-Dimethylnaphthalene has been investigated for its potential use as a fuel additive and as a component in electronic materials due to its electronic and optical properties.

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

Upstream product

• 2051-04-9 diisoamyl disulfide 
• 475-03-6 1,2,3,4-tetrahydro-1,1,6-trimethylnaphthalene 
• 67-56-1 methanol 
• 91-57-6 2-Methylnaphthalene 
• 83469-38-9 1-<(methoxytrimethylsilyl)methyl>-6-methylnaphthalene 
• 7446-70-0 aluminium trichloride 
• 483-78-3 cadalene 
• 7664-93-9 sulfuric acid 
• 134973-39-0 4,7-dimethyl-naphthalene-1-sulfonic acid 
• 3454-06-6 1,6-dimethyl-tetrahydronaphthalene 
• 14087-01-5 (-)-isozingiberene 
• 473-03-0 Ambrein 
• 54881-55-9 2-(1-Methyl-2-m-tolyl-ethylidene)-malononitrile 
• 523-47-7 cadinene 

Downstream Products

• 23802-58-6 trans-1,6-Bis-(3,4-dimethoxy-styryl)-naphthalin 
• 23802-59-7 trans-1,6-Bis-<4-phenoxy-styryl>-naphthalin 
• 63409-04-1 6-methyl-1-naphthaldehyde 
• 102606-09-7 5-methyl-2-naphthaldehyde 
• 102606-10-0 Acetic acid 6-methyl-naphthalen-1-ylmethyl ester 
• 581-42-0 2.6-dimethylnaphthalene 
• 2089-87-4 naphthalene-1,6-dicarboxylic acid 
• 46255-71-4 2,5-dimethylnaphthalene-1,4-dione 
• 37102-74-2 3-methylphthalic acid 
• 23802-57-5 trans-1,6-Bis-<4-methoxy-styryl>-naphthalin 
• 23802-60-0 trans-1,6-Bis-(4-phenyl-styryl)-naphthalin 
• 569-51-7 benzene-1,2,3-tricarboxlic acid 
• 108712-23-8 2-(4,7-dimethylnaphthoyl)benzoic acid 
• 124-38-9 carbon dioxide 

Relevant articles and documents

Synthesis of Nanosized ZSM-5 Zeolites by Different Methods and Their Catalytic Performance in the Alkylation of Naphthalene

Abstract: Three nanosized ZSM-5 zeolites were successfully prepared from reactive gelswith the same Si/Al ratios by different synthetic procedures that included theuse of tetrapropylammonium hydroxide or n-butylamine as a template and a seedingmethod that did not use an organic additive. The effect of the synthetic methodon the physicochemical properties of the prepared samples was investigated byXRD, XRF, XPS, N2 physisorption, SEM, TEM,27Al MAS NMR, NH3-TPD, andPy-FTIR. The catalytic performance of thenanosized ZSM-5 zeolites in the alkylation of naphthalene with methanol wascompared. The prepared samples were phase-pure, highly crystalline ZSM-5zeolites, but they had different bulk and surface Si/Al ratios as well astextural and acidic properties. The study of the prepared catalysts innaphthalene methylation revealed that both the acid characteristics of the ZSM-5nanosized zeolites and their textural properties were responsible for theiractivity in the reaction. A difference in the composition ofmonomethylnaphthalenes and dimethylnaphthalenes was attributed to the ability ofthe catalyst to isomerize the primary reaction products on acid sites located onthe external surface of the zeolite crystals. 2,7-DMN was found to be thepreferred reaction product over 2,6-DMN when formed at pore entrances to ZSM-5channels due to the differences in their dimensions. In contrast,2,6-dimethylnaphthalene could be produced on weaker external Br?nsted acidsites, which are hydroxyls attached to octahedral Al atoms. The presentedresults show that the method used to synthesize nanoscale ZSM-5 zeolites is acritical factor that determines the physicochemical properties and catalyticperformance of the resulting crystals.

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.

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.