2-Methoxynaphthalene

Base Information

• Chemical Name: 2-Methoxynaphthalene
• CAS No.: 93-04-9
• Molecular Formula: C11H10O
• Molecular Weight: 158.2
• Hs Code.: 2909.30
• European Community (EC) Number: 202-213-6
• NSC Number: 4171
• UNII: VX2T1Z50C4
• DSSTox Substance ID: DTXSID7044392
• Nikkaji Number: J4.667A
• Wikipedia: Β-Naphthol methyl ether
• Wikidata: Q2240068
• Metabolomics Workbench ID: 45758
• ChEMBL ID: CHEMBL195857
• Mol file: 93-04-9.mol

Synonyms:2-methoxynaphthalene

Chemical Property of 2-Methoxynaphthalene

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.000228mmHg at 25°C
• Melting Point: 70-73 °C(lit.)
• Refractive Index: 1.5440 (estimate)
• Boiling Point: 272 °C at 760 mmHg
• PKA: 0[at 20 ℃]
• Flash Point: 102.3 °C
• PSA: 9.23000
• Density: 1.072 g/cm³
• LogP: 2.84840
• Storage Temp.: Store below +30°C.
• Solubility.: H2O: soluble (completely)
• Water Solubility.: INSOLUBLE
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 158.073164938
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxynaphthalene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Naphthalenes
• Canonical SMILES: COC1=CC2=CC=CC=C2C=C1
• Description: β-Naphthyl methyl ether has an intensely sweet, floral odor suggestive of orange blossoms. It is free from naphthol by-odor. It has a sweet, strawberry taste. This may be prepared from potassium β-naphthol and methyl chloride at 300°C; by methylation of β-naphthol with dimethyl sulfate or by direct esterification with methyl alcohol.
• Uses: 2-Methoxynaphthalene is an Impurity of the non-steroidal anti-inflammatory Naproxen (N377525). 2-methoxynaphthalene acylation is used as a model reaction to study the catalytic benefits of delamination. It was also used to study the alkali-metal-mediated manganation (AMMMn) reactions. 2-methoxynaphthalene acylation was used as a model reaction to study the catalytic benefits of delamination. It was also used to study the alkali-metal-mediated manganation (AMMMn) reactions.

Technology Process of 2-Methoxynaphthalene

There total 160 articles about 2-Methoxynaphthalene 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: 100.0%

1-bromo-2-methoxynaphthalene (3401-47-6) → 2-Methoxynaphthalene (93-04-9)

Guidance literature:

With potassium phosphate; palladium diacetate; In methanol; benzene; at 40 ℃; for 18h;

DOI:10.1055/s-2006-951538

Reference yield: 99.0%

β-naphthol (135-19-3) + methyl iodide (74-88-4) → 2-Methoxynaphthalene (93-04-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.organomet.9b00660

Reference yield: 99.0%

dimethyl sulfate (77-78-1) + β-naphthol (135-19-3) → 2-Methoxynaphthalene (93-04-9)

Guidance literature:

With poly(ethylene glycol) 400; sodium carbonate; at 110 ℃; for 8h;

DOI:10.1080/00397910008087221

upstream raw materials:

diazomethane

β-naphthol

methanol

sodium 2-naphtholate

Downstream raw materials:

1-(2-methoxy-1-naphthyl)-3-phenylpropynone

N-(2-methoxy-[1]naphthylmethyl)-benzamide

1-chloro-2-methoxynaphthalene

1-bromo-2-methoxynaphthalene

Refernces

• 1、 Patai,Bentov. "-". . p. 6118. Retrieved 1952.
• 2、 Bolte, Michael,Bauch, Christian. "2-Methoxynaphthalene at 173 K". . p. 1862 - 1863. Retrieved 1998.
• 3、 Singh, Bhagat,Ahmed, Jasimuddin,Biswas, Amit,Paira, Rupankar,Mandal, Swadhin K.. "Reduced Phenalenyl in Catalytic Dehalogenative Deuteration and Hydrodehalogenation of Aryl Halides". supporting information. p. 7242 - 7255. Retrieved 2021/05/29.
• 4、 Wu, Ke,Ling, Yichen,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu,Jin, Liqun,Hu, Xinquan. "Ni-catalyzed reductive decyanation of nitriles with ethanol as the reductant". supporting information. p. 2273 - 2276. Retrieved 2021/03/09.