56020-58-7

Basic information

• Product Name: Methyl 2-Methyl-1-naphthoate
• Synonyms: Methyl 2-Methyl-1-naphthoate;1-NAPHTHALENECARBOXYLIC ACID, 2-METHYL-, METHYL ESTER
• CAS NO: 56020-58-7
• Molecular Formula: C₁₃H₁₂O₂
• Molecular Weight: 200.23318
• Mol File: 56020-58-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methyl 2-Methyl-1-naphthoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-Methyl-1-naphthoate(56020-58-7)
• EPA Substance Registry System: Methyl 2-Methyl-1-naphthoate(56020-58-7)

Safety Data

• Hazardous Substances Data: 56020-58-7(Hazardous Substances Data)

Upstream product

• 2586-62-1 1-bromo-2-methylnaphtalene 
• 37763-43-2 1-bromo-2-(bromomethyl)naphthalene 
• 91-57-6 2-Methylnaphthalene 

Downstream Products

• 1286180-72-0 methyl 2-(benzenesulphonylmethyl)naphthalene-1-carboxylate 
• 478157-73-2 1-[2-(2-iodo-4-methoxy-phenyl)-allyl]-2-methyl-1,4-dihydro-naphthalene-1-carboxylic acid methyl ester 
• 478157-74-3 1-[2-(2-iodo-phenyl)-allyl]-2-methyl-1,4-dihydro-naphthalene-1-carboxylic acid methyl ester 
• 5657-01-2 3(1H)-benzoisobenzofuranone 
• 2417-76-7 1-methoxycarbonyl-2-(bromomethyl)naphthalene 

Relevant articles and documents

Improved efficiency and product selectivity in the photo-Claisen-type rearrangement of an aryl naphthylmethyl ether using a microreactor/flow system

Ultraviolet (UV) irradiation of 2-[(2,4,6-trimethylphenoxy)methyl]-1- (methoxycarbonyl)naphthalene promotes a photochemical reaction that gives a cyclohexa-2,4-dienone product arising from a photo-Claisen-type ortho-rearrangement and a phenol derivative arising from a meta-rearrangement, along with 1-methoxycarbonyl-2-methylnaphthalene and 1,2-bis[1-(methoxycarbonyl) naphthalen-2-yl]ethane. When this process is carried out in a microreactor/flow system, its efficiency is dramatically enhanced and selectivity of products is improved. The effects on efficiency and product selectivity caused by the microreactor/flow system are attributed to more efficient light absorption and the suppression of secondary reactions.

Intramolecular 9-membered hydrogen bonding of 2-arylmethylphenols having carbonyl groups at 2′-position

Thermodynamic parameters of nine-membered intramolecular hydrogen bonding between carbonyl groups and phenolic hydroxyl groups of 2-arylmethylphenols having methoxycarbonyl, dimethylcarbamoyl, and formyl groups were determined by variable temperature 1H NMR studies and van't Hoff analysis. The enthalpy of the hydrogen bonding was related to the electron-withdrawing ability of the substituents on the phenol and the basicity of the carbonyl group. The entropy loss of the hydrogen bonding was dependent on the rotation freedom of the phenol group. The enthalpy of nine-membered intramolecular hydrogen bonding between carbonyl groups and phenolic hydroxyl groups of 2-arylmethylphenols was related to the electron-withdrawing ability of the substituents on the phenol and the basicity of the carbonyl group. The entropy loss was dependent on the rotation freedom of the phenol group.

Direct observation of 2-(1-methoxycarbonylnaphthyl)methyl radical via photo-Claisen type rearrangement

The photo-Claisen type rearrangement of 2-(1-methoxycarbonylnaphthyl)methyl phenyl ether derivatives 1a-f was investigated. The 2-(1-methoxycarbonylnaphthyl)methyl radical and its fluorescence by use of two colored laser flash photolysis (LFP) technique were directly observed as a reactive intermediate. The reactivity of the photorearrangement depended on the p-substituents on the phenoxy group.

A novel photorearrangement of aryl naphthylmethyl ethers. Formation of cyclohexa-2,4-dienone derivatives

Irradiation of a benzene solution containing 1-methoxycarbonyl-2- naphthylmethyl 2,6-dimethyl substituted phenyl ethers (1a,b) afforded cyclohexa-2,4-dienone derivatives (2a,b) as initial rearranged products via C-O bond cleavage and meta substituted phenols (3a,b) which were formed by subsequent photorearrangement of 2a,b.