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

Description

N-Methylnaphthalene-1-carboxamide, with the molecular formula C13H11NO, is an amide derivative of naphthalene that incorporates a methyl group and a carboxamide functional group. This chemical compound is recognized for its unique electronic and optical properties, which have garnered interest in various scientific and industrial applications.

Uses

Used in Pharmaceutical Production:
N-Methylnaphthalene-1-carboxamide is utilized as an intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs due to its chemical reactivity and structural properties.
Used in Dye Manufacturing:
In the dye industry, N-Methylnaphthalene-1-carboxamide serves as a key component in the production of various dyes, leveraging its chemical structure to impart color and stability to the final products.
Used in Organic Synthesis:
N-Methylnaphthalene-1-carboxamide is employed as a building block in organic synthesis, enabling the creation of a wide range of organic compounds for different applications, from chemical research to industrial processes.
Used in Industrial Product Manufacturing:
N-Methylnaphthalene-1-carboxamide is incorporated into the manufacturing of various industrial products, where its chemical properties are harnessed to enhance performance or achieve specific functional requirements.
Used in Organic Electronics:
Owing to its electronic and optical properties, N-Methylnaphthalene-1-carboxamide is studied for potential applications in the field of organic electronics, where it could be used in the development of devices such as organic light-emitting diodes (OLEDs) or organic solar cells.
Used in Medicinal Applications:
N-Methylnaphthalene-1-carboxamide has demonstrated antimicrobial and anti-inflammatory activities, making it a potential candidate for use in medicinal applications, where it could contribute to the treatment of infections and inflammatory conditions.

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

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

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.

Rhenium-Catalyzed Phthalide Synthesis from Benzamides and Aldehydes via C-H Bond Activation

The [4 + 1] annulation of benzamides and aldehydes for phthalide synthesis was achieved via rhenium-catalyzed C-H activation, which demonstrates an unprecedented reaction pattern distinct from those of other transition-metal catalyses. The reaction also features readily available starting materials, a wide scope for both electro-rich and electro-deficient substrates, and the elimination of homoannulation byproducts.