2-Methylnaphthalene

Base Information

• Chemical Name: 2-Methylnaphthalene
• CAS No.: 91-57-6
• Molecular Formula: C11H10
• Molecular Weight: 142.2
• Hs Code.: 29029080
• European Community (EC) Number: 202-078-3
• ICSC Number: 1276
• NSC Number: 3575
• UN Number: 3082,1993
• UNII: S8MCX3C16H
• DSSTox Substance ID: DTXSID4020878
• Nikkaji Number: J3.557B
• Wikipedia: 2-Methylnaphthalene
• Wikidata: Q2813819
• Metabolomics Workbench ID: 52554
• ChEMBL ID: CHEMBL195895
• Mol file: 91-57-6.mol

Synonyms:NSC 3575;b-Methylnaphthalene;

Chemical Property of 2-Methylnaphthalene

Chemical Property:

• Appearance/Colour: White crystalline solid
• Vapor Pressure: 0.0605mmHg at 25°C
• Melting Point: 34-36 °C(lit.)
• Refractive Index: 1.6019
• Boiling Point: 239.9 °C at 760 mmHg
• Flash Point: 97.8 °C
• PSA: 0.00000
• Density: 1.016 g/cm³
• LogP: 3.14820
• Storage Temp.: 2-8°C
• Solubility.: 0.025g/l
• Water Solubility.: 0.00246 g/100 mL
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 142.078250319
• Heavy Atom Count: 11
• Complexity: 128
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

2-[Methyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N, T
• Hazard Codes: Xn,N,T
• Statements: 22-36/37/38-51/53-63-43-23/24/25-45-20/21/22-67-40
• Safety Statements: 26-37/39-61-36/37-24/25-23-53-36-29

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Naphthalenes
• Canonical SMILES: CC1=CC2=CC=CC=C2C=C1
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes.
• Effects of Long Term Exposure: Repeated or prolonged inhalation may cause effects on the lungs.
• Description: 2-Methylnaphthalene is a polycyclic aromatic hydrocarbon (PAH), consisting of two-fused aromatic rings with a methyl group attached on one of the rings at the number two carbon.2-Methylnaphthalene is a natural component of crude oil and coal, and is found in pyrolysis and combustion products such as cigarette and wood smoke, emissions from combustion engines, asphalt, coal tar residues, and used oils (ATSDR, 1995; HSDB, 2002; Warshawsky, 2001).In the United States, 2-methylnaphthalene is used for making detergents, dyes, solvents, as well as vitamin K. 2-methylnapthalene is also used to make some pesticides, or as an additional ingredient in some pesticides. 2- methylnaphthalene is released into the environment when wood or fossil fuels are burned or when there are spills of products containing fossil fuels. 2-methylnaphthalene can evaporate or break down quickly in soils exposed to air or containing certain microorganisms, but it could stay a year or more under other conditions in certain sediments or soils.
• Uses: 2-methylnaphthalene are used to make other chemicals such as dyes, insecticides, Organic synthesis and resins. Pure 2-methylnaphthalene is a component used in the manufacture of vitamin K and the insecticide carbaryl (1-naphthyl-N-methylcarbamate) (HSDB, 2002).Methylnaphthalene (CASRN 1321-94-4) refers to a mixture of approximately two-thirds 2-methylnaphthalene and one-third 1-methylnaphthalene (CASRN 90-12-0). Methylnaphthalene is manufactured from coal tar through the extraction of heteroaromatics and phenols. Distillation of methylnaphthalene removes 1-methylnaphthalene, leaving 2-methylnaphthalene. Mixtures containing 2-methylnaphthalene are used in the formulation of alkyl-naphthalenesulfonates (used for detergents and textile wetting agents), chlorinated naphthalenes, and hydronaphthalenes (used as solvents). The main uses of methylnaphthalene are as a raw material for dyestuff dispersants and heat transfer oils, and as a solvent for agricultural chemical. It has been used as an indicator of smoke exposure in food and packaging materials.

Technology Process of 2-Methylnaphthalene

There total 437 articles about 2-Methylnaphthalene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

6-methyl-1,2,3,4-tetrahydronaphthalene (1680-51-9) → hydrogen (1333-74-0) + 2-Methylnaphthalene (91-57-6,34468-07-0)

Guidance literature:

With tetrakis(acetonitrile)palladium(II) bis(tetrafluoroborate); C₂₁H₁₃F₃NO₄PS₂; 9-(2-mesityl)-10-methylacridinium perchlorate; In dichloromethane; at 20 ℃; for 47h; Irradiation; Inert atmosphere;

DOI:10.1021/jacs.7b00253

Reference yield: 52.0%

2-methyltetralin (3877-19-8) → hydrogen (1333-74-0) + 2-Methylnaphthalene (91-57-6,34468-07-0)

Guidance literature:

With tetrakis(acetonitrile)palladium(II) bis(tetrafluoroborate); C₂₁H₁₃F₃NO₄PS₂; 9-(2-mesityl)-10-methylacridinium perchlorate; In dichloromethane; at 20 ℃; for 47h; Irradiation; Inert atmosphere;

DOI:10.1021/jacs.7b00253

Reference yield:

1-ethyl-8,9-benzospiro<4,6>undecane (219661-48-0) → 1-ethylnapthelene (1127-76-0) + dimethyl-1,2 naphtalene (573-98-8) + 1-methylanthracene (610-48-0) + 2-Methylnaphthalene (91-57-6,34468-07-0)

Guidance literature:

With palladium on activated charcoal; at 380 - 400 ℃; for 14h; Further byproducts given. Title compound not separated from byproducts;

upstream raw materials:

piperidine

1-bromo-2-methylnaphtalene

1-(1,3-dioxolan-2-yl)propan-2-one

benzylmagnesium chloride

Downstream raw materials:

1-chloromethylnaphthalene

2-bromomethylnaphthyl bromide

2-(2-methyl-[1]naphthoyl)-benzoic acid

1-benzyl-2-methyl-naphthalene

Refernces

• 1、 Yuan, Tao,Zheng, Meifang,Antonietti, Markus,Wang, Xinchen. "Ceramic boron carbonitrides for unlocking organic halides with visible light". . p. 6323 - 6332. Retrieved 2021/05/19.
• 2、 Cong, Yu,Li, Guangyi,Li, Ning,Wang, Aiqin,Wang, Ran,Wang, Xiaodong,Xu, Jilei,Zhang, Tao. "Synthesis of renewable alkylated naphthalenes with benzaldehyde and angelica lactone". supporting information. p. 5474 - 5480. Retrieved 2021/08/16.