26153-26-4

Basic information

• Product Name: 1-NAPHTHOYLFORMIC ACID
• Synonyms: 1-NAPHTHOYLFORMIC ACID;RARECHEM AL BO 0570;NAPHTHALENYL OXOACETIC ACID;2-(Naphthalen-1-yl)-2-oxoacetic acid
• CAS NO: 26153-26-4
• Molecular Formula: C₁₂H₈O₃
• Molecular Weight: 200.19
• Mol File: 26153-26-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 112-113 °C
• Boiling Point: 372.4°C at 760 mmHg
• Flash Point: 193.2°C
• Appearance: /
• Density: 1.337g/cm³
• Vapor Pressure: 3.31E-06mmHg at 25°C
• Refractive Index: 1.666
• PKA: 2.07±0.54(Predicted)
• CAS DataBase Reference: 1-NAPHTHOYLFORMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-NAPHTHOYLFORMIC ACID(26153-26-4)
• EPA Substance Registry System: 1-NAPHTHOYLFORMIC ACID(26153-26-4)

Safety Data

• Hazardous Substances Data: 26153-26-4(Hazardous Substances Data)

Usage

Molecular weight

191.19 g/mol

Physical state

White crystalline solid

Solubility

Insoluble in water, soluble in organic solvents

Primary use

Intermediate in the synthesis of pharmaceuticals and pesticides

Derived from

Naphthalene and formic acid

Versatile compound

Can be used in various organic synthesis reactions

Precursor

Often used as a precursor for the production of other chemicals

Potential properties

Being studied for its potential anti-inflammatory and anti-cancer properties

Industrial and medicinal applications

Has a range of applications in the field of organic chemistry and pharmaceutical development.

InChI:InChI=1/C12H8O3/c13-11(12(14)15)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,(H,14,15)

Upstream product

• 64-17-5 ethanol 
• 201230-82-2 carbon monoxide 
• 90-11-9 1-Bromonaphthalene 
• 74-88-4 methyl iodide 
• 90-13-1 1-Chloronaphthalene 
• 97611-60-4 2-amino-2-(naphthalen-1-yl)acetic acid 

Downstream Products

• 890-50-6 [1]naphthylmethylen-aniline 
• 86-87-3 naphth-1-yl acetic acid 
• 86-55-5 1-naphthalenecarboxylic acid 
• 66-77-3 1-naphthaldehyde 
• 6309-40-6 (+/-)-hydroxy-phenyl-(naphthyl-⁽¹⁾)-acetic acid 
• 6341-58-8 α-Hydroxy-α-methyl-1-naphthylessigsaeure 
• 16736-86-0 1-(naphthalen-1-yl)-3-phenylprop-2-yn-1-one 
• 1173294-96-6 (2-naphthalen-1-yl)(2-(pyridin-2-yl)phenyl)methanone 
• 897-18-7 2-(1-naphthyl)-5-phenyl-1,3,4-oxadiazole 

Relevant articles and documents

Enzymatic conversion of unnatural amino acids by yeast D-amino acid oxidase

Unnatural amino acids, particularly synthetic α-amino acids, are becoming crucial tools for modern drug discovery research. In particular, this application requires enantiomerically pure isomers. In this work we report on the resolution of racemic mixtures of the amino acids D,L-naphthylalanine and D,L-naphthylglycine by using a natural enzyme, D-amino acid oxidase from the yeast Rhodotorula gracilis. A significant improvement of the bioconversion is obtained using a single-point mutant enzyme designed by a rational approach. With this D-amino acid oxidase variant the complete resolution of all the unnatural amino acids tested was obtained: in this case, the bioconversion requires a shorter time and a lower amount of biocatalyst compared to the wild-type enzyme. The simultaneous production of the corresponding α-keto acid, a possible precursor of the amino acid in the L-form, improves the significance of the procedure.

Carbonylation of Aryl Halides and Vinyl Bromides Mediated by Tetracarbonylcobalt Anion

The reaction of aryl halides (1a-g) with octacarbonyldicobalt in the presence of methyl iodide and sodium hydroxide under phase-transfer conditions was found to give a mixture of aryl methyl ketones (2a-g) and aromatic carboxylic acids (3a-h).From vinyl halides (9a-c), however, the corresponding carboxylic acids (10a-c) were obtained exclusively.

COBALT-CATALYZED LOW PRESSURE DOUBLE CARBONYLATION OF ARYL AND SECONDARY BENZYL HALIDES

α-Ketoacids can be easily synthesized with satisfactory yields and selectivities by carbonylation of aryl halides and secondary benzyl halides under very mild conditions.The reactions are catalyzed by Co2(CO)8 in alcoholic solvents; the presence of a methyl source (dimethyl sulfate or methyl iodide) is necessary for the carbonylation of the aryl halides.Base, temperature and solvent have large effects on the course of the reaction.