3400-33-7

Basic information

• Product Name: N-Methylnaphthalene-1-carboxamide
• Synonyms: N-Methyl-1-naphthamide;N-Methylnaphthalene-1-carboxamide;1-Naphthalenecarboxamide, N-methyl-;N-methyl-1-Naphthalenecarboxamide
• CAS NO: 3400-33-7
• Molecular Formula: C₁₂H₁₁NO
• Molecular Weight: 185.2218
• Mol File: 3400-33-7.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 416.3°Cat760mmHg
• Flash Point: 247.2°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 3.86E-07mmHg at 25°C
• Refractive Index: 1.621
• CAS DataBase Reference: N-Methylnaphthalene-1-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methylnaphthalene-1-carboxamide(3400-33-7)
• EPA Substance Registry System: N-Methylnaphthalene-1-carboxamide(3400-33-7)

Safety Data

• Hazardous Substances Data: 3400-33-7(Hazardous Substances Data)

Usage

General Description

N-Methylnaphthalene-1-carboxamide is a chemical compound with the molecular formula C13H11NO. It is an amide derivative of naphthalene, containing a methyl group and a carboxamide functional group. N-Methylnaphthalene-1-carboxamide is used in the production of pharmaceuticals, dyes, and organic synthesis, as well as in the manufacture of various industrial products. It has also been studied for potential applications in the field of organic electronics, due to its unique electronic and optical properties. Additionally, N-Methylnaphthalene-1-carboxamide has demonstrated antimicrobial and anti-inflammatory activities, making it a potential candidate for use in medicinal applications.

InChI:InChI=1/C12H11NO/c1-13-12(14)11-8-4-6-9-5-2-3-7-10(9)11/h2-8H,1H3,(H,13,14)

Upstream product

• 74-89-5 methylamine 
• 879-18-5 naphthalene-1-carbonic acid chloride 
• 86-55-5 1-naphthalenecarboxylic acid 
• 13493-24-8 N-benzyl-N-methyl-1-naphthamide 
• 123-39-7 N-Methylformamide 
• 90-11-9 1-Bromonaphthalene 
• 67-56-1 methanol 
• 2243-81-4 1-naphthylcarboxamide 
• 86-53-3 1-Cyanonaphthalene 
• 13504-46-6 1-naphtylaldehyde oxime 
• 14489-75-9 N-methyl-1-naphthalenemethylamine 
• 593-51-1 methylamine hydrochloride 

Downstream Products

• 14489-75-9 N-methyl-1-naphthalenemethylamine 
• 91161-71-6 terbinafin 
• 65472-88-0 naftifine 
• 642-29-5 1-benzoylnaphthalene 
• 1613320-01-6 1-(methylcarbamoyl)naphthalen-2-yl 4-chlorobenzoate 
• 1402849-80-2 2-(4-methoxyphenyl)-N-methyl-1-naphthamide 
• 1402849-71-1 N-methyl-2-phenyl-1-naphthamide 
• 1315257-15-8 2-methyl-3,4-diphenylbenzo[h]isoquinolin-1(2H)-one 
• 65473-13-4 N-methyl-1-naphthalenemethylamine hydrochloride 

Relevant articles and documents

Palladium-Catalyzed Annulation of Arylbenzamides with Diaryliodonium Salts

By using diaryliodonium salts, a cylization has been accomplished in the synthesis of N-aryl phenanthridinone derivatives via a cascade of ortho-arylation and Csp2-N bond formation in the presence of palladium catalyst. The reaction exhibits a broad compatibility of readily available N-arylnaphthamides. (Figure presented.).

Rhodium-Catalyzed Electrooxidative C?H Olefination of Benzamides

Metal-catalyzed chelation-assisted C?H olefinations have emerged as powerful tools for the construction of functionalized alkenes. Herein, we describe the rhoda-electrocatalyzed C?H activation/alkenylation of arenes. The olefinations of challenging electron-poor benzamides were thus accomplished in a fully dehydrogenative fashion under electrochemical conditions, avoiding stoichiometric chemical oxidants, and with H2 as the only byproduct. This versatile alkenylation reaction also features broad substrate scope and used electricity as a green oxidant.

Atom-Economical and Tandem Conversion of Nitriles to N-Methylated Amides Using Methanol and Water

A cobalt complex catalyzed tandem conversion of nitrile to N-methylated amide is described using a methanol and water mixture. Using this protocol, several nitriles were directly and efficiently converted to the desired N-methylated amides. Kinetic experiments using H2O18 and CD3OD suggested that water and methanol were the source of the oxygen atom and methyl group, respectively, in the final N-methylated amides. Importantly, the participation of active Co(I)-H species in this transformation was realized from the control experiment. The kinetic isotope effect (KIE) study suggested that the activation of the C-H bond of methanol was a kinetically important step. The Hammett plot confirmed that the reaction was faster with the electron deficient nitriles. In addition, the plausible pathway for the formation of N-methylated amides from the nitriles was supported by the computational study.