52178-91-3

Basic information

• Product Name: Naphthalene, 1,2-dihydro-7-methoxy-
• Synonyms: 7-methoxy-1,2-dihydro-naphthalene;Naphthalene,1,2-dihydro-7-methoxy
• CAS NO: 52178-91-3
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• Mol File: 52178-91-3.mol

Chemical Properties

• Melting Point: 79-80 °C
• Boiling Point: 103 °C(Press: 1 Torr)
• Density: 1.0561 g/cm3(Temp: 26.5 °C)
• CAS DataBase Reference: Naphthalene, 1,2-dihydro-7-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Naphthalene, 1,2-dihydro-7-methoxy-(52178-91-3)
• EPA Substance Registry System: Naphthalene, 1,2-dihydro-7-methoxy-(52178-91-3)

Safety Data

• Hazardous Substances Data: 52178-91-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 9, p. 267, 1961 DOI: 10.1248/cpb.9.267

Upstream product

• 898826-73-8 3-(but-3-enyl)-4-chloroanisole 
• 1730-48-9 6-methoxy-1,2,3,4-tetrahydronaphthalene 
• 1078-19-9 6-methoxy-3,4-dihydro-1(2H)-naphthalenone 

Downstream Products

• 70312-05-9 2-amino-6-methoxy-1,2,3,4-tetrahydronaphthalene 
• 93-04-9 2-Methoxynaphthalene 
• 65272-95-9 4-Methoxy-2-(3-oxo-propyl)-benzaldehyde 
• 83960-80-9 3-(2-Carboxy-5-methoxy-phenyl)-propionsaeure 
• 2472-22-2 6-methoxy-2-tetralone 
• 22117-57-3 3,4-Dihydro-6-methoxy-2-phenylnaphthalene 

Relevant articles and documents

Ruthenium-Catalyzed Dehydrogenation Through an Intermolecular Hydrogen Atom Transfer Mechanism

The direct dehydrogenation of alkanes is among the most efficient ways to access valuable alkene products. Although several catalysts have been designed to promote this transformation, they have unfortunately found limited applications in fine chemical synthesis. Here, we report a conceptually novel strategy for the catalytic, intermolecular dehydrogenation of alkanes using a ruthenium catalyst. The combination of a redox-active ligand and a sterically hindered aryl radical intermediate has unleashed this novel strategy. Importantly, mechanistic investigations have been performed to provide a conceptual framework for the further development of this new catalytic dehydrogenation system.

Dioxomolybdenum Complexes as Excellent Catalysts for the Deoxygenation of Aryl Ketones to Aryl Alkenes

This work describes a new methodology for the selective deoxygenation of aryl ketones to the corresponding aryl alkenes catalyzed by dioxomolybdenum complexes using silanes as reducing agents. The best results were obtained with the system PhSiH3/MoO2Cl2(H2O)2 (5-10 mol %), which was very efficient for the deoxygenation of a large variety of aryl ketones to alkenes in excellent yields. This new methodology has the advantages of using an inexpensive, environmentally friendly, easily prepared, and air-stable catalyst in ether solution.

Intramolecular photoarylation of alkenes by phenyl cations

Acetone-sensitized irradiation of various o-chlorophenyl allyl ethers in polar solvents led to either (dihydro)benzofurans or chromanes. The reaction appeared to involve photoheterolysis of the aryl-Cl bond followed by phenyl cation addition onto the tethered double bond either in 5-exo or 6-endo modes. The adduct cation gave the end products by deprotonation: addition of chloride anion or of the solvent, depending on the struc ture: and the conditions used. Preference for the 5-exo mode increased in passing from medium polarity (methylene chloride, ethyl acetate) to high polarity solvents (aqueous acetonitrile, methanol, 2,2,2-trifluoroethanol), for which this was often the exclusive path. The same compounds underwent photohomolysis when irradiated in cyclohexane, and radical cyclization was one of the process occurring. Substitution of a methylene group for the ether oxygen atom made 6-endo cyclization by far the main path in a related o-chlorophenylbutene. Again, the selectivity was higher in polar protic solvents. The results are discussed in terms of in cage ion pair versus free phenyl cation reactions.