16738-12-8

Basic information

• Product Name: Methyl 2-(naphthalen-1-yl)-2-oxoacetate
• Synonyms: Methyl 2-(naphthalen-1-yl)-2-oxoacetate
• CAS NO: 16738-12-8
• Molecular Formula: C₁₃H₁₀O₃
• Molecular Weight: 214.2167
• Mol File: 16738-12-8.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methyl 2-(naphthalen-1-yl)-2-oxoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-(naphthalen-1-yl)-2-oxoacetate(16738-12-8)
• EPA Substance Registry System: Methyl 2-(naphthalen-1-yl)-2-oxoacetate(16738-12-8)

Safety Data

• Hazardous Substances Data: 16738-12-8(Hazardous Substances Data)

Upstream product

• 2876-78-0 methyl 1-naphthylacetate 
• 13158-05-9 (+/-)-Methyl α-methoxy-α-(1-naphthyl)acetate 
• 370561-84-5 methyl 2-diazo-2-(naphthalen-1-yl)acetate 
• 78772-53-9 methyl 2-hydroxy-2-(naphthalen-1-yl)acetate 
• 67-56-1 methanol 
• 941-98-0 1'-naphthacetophenone 
• 553-90-2 Dimethyl oxalate 
• 90-11-9 1-Bromonaphthalene 
• 5781-53-3 monomethyl oxalyl chloride 
• 91-20-3 naphthalene 
• 18166-02-4 N-trimethylsilylmethylamine 
• 124-38-9 carbon dioxide 
• 88313-80-8 naphthalen-1-yl(trimethylsilyl)methanone 
• 879-18-5 naphthalene-1-carbonic acid chloride 

Downstream Products

• 86-87-3 naphth-1-yl acetic acid 

Relevant articles and documents

Visible-Light-Induced Catalyst-Free Carboxylation of Acylsilanes with Carbon Dioxide

Intermolecular carbon-carbon bond formation between acylsilanes and carbon dioxide (CO2) was achieved by photoirradiation under catalyst-free conditions. In this reaction, siloxycarbenes generated by photoisomerization of the acylsilanes added to the C═O bond of CO2 to give α-ketocarboxylates, which underwent hydrolysis to afford α-ketocarboxylic derivatives in good yields. Control experiments suggest that the generated siloxycarbene is likely to be from the singlet state (S1) of the acylsilane and the addition to CO2 is not in a concerted manner.

Preparation method of alpha-naphthylacetic acid

The invention relates to the technical field of organic synthesis, and provides a preparation method of alpha-naphthylacetic acid. The invention aims to solve the problem that preparation of alpha-naphthylacetic acid is not economical and environmentally friendly in the prior art. The preparation method comprises the following steps: (1) dissolving naphthalene and Lewis acid in a solvent, carryingout heating, adding oxalyl chloride monoester, and carrying out a reaction to generate alpha-acetonaphthone acid ester; and (2) adding the alpha-acetonaphthone acid ester obtained in the step (1) andhydrazine hydrate into a high-boiling-point alcohol solvent, carrying out a heating reaction, adding a strong base, continuing the heating reaction, and adjusting a pH value to an acidic state afterthe reaction is finished so as to obtain alpha-naphthylacetic acid. According to the method, naphthalene and oxalyl chloride monoester which are cheap and easy to obtain are used as raw materials, alpha-acetonaphthone acid ester is prepared under the action of Lewis acid, and then a series of reactions are performed under the action of hydrazine hydrate to generate alpha-naphthylacetic acid, so the use of highly toxic cyanide is avoided, highly toxic or foul gas is not generated in the reaction process, only one product is produced, reaction conditions are mild, yield is high and cost is low.

CuO-catalyzed oxidation of aryl acetates with aqueous tert-butyl hydroperoxide for the synthesis of α-ketoesters

A practical method to access α-ketoesters from readily available aryl acetates is developed. In this approach, aqueous tert-butyl hydroperoxide and CuO are employed. No additional solvents are required and it was found that the peroxide side products in the reaction can be decomposed by pyridine.