573-98-8

Basic information

• Product Name: 1,2-DIMETHYLNAPHTHALENE
• Synonyms: 1,2-DIMETHYLNAPHTHALENE 96+%;1,2-DiMethylnaphthalene 95%;1,2-DIMETHYLNAPHTHALENE;Naphthalene, 1,2-dimethyl-;1,2-DIMETHYLNAPHTHALENE OEKANAL, 250 MG;1,2-Dimethylnaphthalene,98%
• CAS NO: 573-98-8
• Molecular Formula: C₁₂H₁₂
• Molecular Weight: 156.22
• EINECS: 209-364-7
• Product Categories: Naphthalene derivatives;NaphthalenesChemical Class;PAHsMore...Close...;Alpha Sort;Analytical Standards;AromaticsVolatiles/ Semivolatiles;Chemical Class;D;DAlphabetic;DID - DINAnalytical Standards;Hydrocarbons;NeatsAnalytical Standards;Arenes;Building Blocks;Organic Building Blocks
• Mol File: 573-98-8.mol

Chemical Properties

• Melting Point: −2-−1 °C(lit.)
• Boiling Point: 266-267 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.013 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.615(lit.)
• Water Solubility: Difficult to mix in water.
• BRN: 2039376
• CAS DataBase Reference: 1,2-DIMETHYLNAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIMETHYLNAPHTHALENE(573-98-8)
• EPA Substance Registry System: 1,2-DIMETHYLNAPHTHALENE(573-98-8)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• Hazardous Substances Data: 573-98-8(Hazardous Substances Data)

Usage

Uses

Used in Environmental Research:
1,2-Dimethylnaphthalene is used as a suitable reagent for investigating secondary organic aerosol (SOA) production via gas-phase photooxidation. This application is crucial for understanding the formation and impact of atmospheric pollutants, which can have significant implications for air quality and human health.
Used in Chemical Industry:
As a member of the PAHs family, 1,2-Dimethylnaphthalene is utilized in various chemical processes and applications within the industry. Its unique structure and properties make it a valuable compound for the development of new materials and products.
Used in Analytical Chemistry:
1,2-Dimethylnaphthalene can be employed as a reference compound or a standard in analytical chemistry for the identification and quantification of PAHs in environmental samples. This helps in assessing the extent of contamination and the need for appropriate remediation measures.

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

Upstream product

• 6626-23-9 1-chloromethyl-2-methyl-naphthalene 
• 1985-59-7 1,1-dimethyltetralin 
• 118-75-2 chloranil 
• 124688-17-1 2,2-dimethyl-1,2-dihydronaphthalene-1-thione 
• 2733-79-1 1,2-dihydro-1,1-dimethylnaphthalene 
• 10034-85-2 hydrogen iodide 
• 77-78-1 dimethyl sulfate 
• 60-29-7 diethyl ether 
• 2586-62-1 1-bromo-2-methylnaphtalene 
• 71-43-2 benzene 
• 5195-39-1 3,4-dimethyl-1,2-dihydronaphthalene 
• 64-17-5 ethanol 
• 13556-55-3 3,3-dimethyl-1,2-dihydronaphthalene 
• 7732-18-5 water 

Downstream Products

• 61172-29-0 1-bromomethyl-2-methylnaphthalene 
• 94465-12-0 2-(3,4-Dimethyl-naphthoyl-⁽¹⁾)-benzoesaeure 
• 1706-15-6 α-methyl-1-naphthalenometanol 
• 16020-34-1 1-Hydroxy-3,4-dimethylnaphthalene 
• 2088-87-1 naphthalene-1,2-dicarboxylic acid 
• 33828-50-1 C₂₆H₂₂ 
• 20027-77-4 5,6-dimethyl-1,2,3,4-tetrahydronaphthalene 
• 36736-25-1 1,2-dimethyl-1,2,3,4-tetrahydronaphthalene 
• 226-88-0 benzo[a]naphthacene 
• 65492-95-7 benzo[a]naphthacene-8,13-dione 
• 91-20-3 naphthalene 
• 582-16-1 2,7-dimethylnaphthalene 
• 1127-76-0 1-ethylnapthelene 
• 575-43-9 1,6-dimethylnaphthalene 

Relevant articles and documents

Sterically hindered N-heterocyclic carbene/palladium(ii) catalyzed Suzuki-Miyaura coupling of nitrobenzenes

Palladium-catalyzed denitrative Suzuki coupling of nitroarenes using 2-aryl-5-(2,4,6-triisopropylphenyl)-2,3-imidazolylidene[1,5-a]pyridines as the ligands is described. The key to success is the use of the NHC ligands which show strong donating ability and suitable steric hindrance allowing the successful oxidative addition of Ar-NO2 bonds. Both aromatic and aliphatic boronic acids are tolerated, and a variety of biphenyls and alkylarenes were obtained in good to excellent yields.

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.

Ni-Catalyzed cross-coupling of aryl thioethers with alkyl Grignard reagents via C-S bond cleavage

A Ni-catalyzed cross-coupling of aryl thioethers with alkyl Grignard reagents, accompanied by the cleavage of the C(aryl)-SMe bond, has been presented. This method is distinguished by its mild conditions and moderate functional group tolerance, such as hydroxyl, halogen, and heterocycles, which should provide a straightforward access to the modification of sulfur-containing molecules.

Cross-coupling reaction with lithium methyltriolborate

We newly developed lithium methyltriolborate as an air-stable white solid that is convenient to handle. The good performance of this triolborate for metal-catalyzed bond-forming reactions was demonstrated in palladium-catalyzed cross-coupling reactions wi

Methylation of naphthalene on MTW-type zeolites. Influence of template origin and substitution of Al by Ga

Two templates, methyltriethylammonium bromide (MTEA) and tetraethylammonium bromide (TEA) were used to synthesize aluminosilicate ZSM-12 zeolites. Additionally, zeolites isomorphously substituted (partially or totally) by gallium were prepared with MTEA.

Gold(I)-catalyzed double migration cascades toward (1E,3E)-dienes and naphthalenes

A novel gold(I)-catalyzed cascade cycloisomerization of a variety of propargylic esters leading to unsymmetrically substituted naphthalenes has been developed. This domino process involves an unprecedented tandem sequence of 1,3- and 1,2-migrations of two

Gold-catalyzed double migration-benzannulation cascade toward naphthalenes

(Chemical Equation Presented) A novel gold(I)-catalyzed cycloisomerization of propargylic esters leading to unsymmetrically substituted naphthalenes has been developed. This cascade reaction involves an unprecedented tandem sequence of 1,3- and 1,2-migration of two different migrating groups. It is believed that this transformation likely proceeds via the formation of 1,3-diene intermediate or its precursor, which upon cyclization and aromatization steps transforms into the naphthalene core. 2008 American Chemical Society.

Indium-catalyzed asymmetric hydrogenation of unfunctionalized tetrasubstituted olefins

(Chemical Equation Presented) Even notoriously unreactive substrates such as tetrasubstituted unfunctionalized olefins can be hydrogenated with high efficiency and excellent enantioselectivity using readily accessible chiral Ir catalysts. In this way, two adjacent stereogenic centers can be introduced in a single step (see scheme for an example; BArF = tetrakis(3,5- di(trifluoromethyl)-phenyl)borate, o-Tol = ortho-tolyl).

Synthesis of annulated oxazolidinones as potential precursors of cyclic cis-β-amino alcohols

A simple method for the synthesis of annulated 1,3-oxazolidin-2-ones from accessible ketones, acetylene, and carbon dioxide was developed. If their molecules contain arylalkyl substituents, intramolecular cyclization in acidic media gave rise to fused heterocyclic systems in high yields. The effects of the substituents in positions 3 and 5 of the oxazolidine ring on the regioselectivity of this cyclization were studied. The possibilities of converting oxazolidinones into cyclic cis-β-amino alcohols were studied.