6299-41-8

Basic information

• Product Name: N-(1-nitronaphthalen-2-yl)benzamide
• Synonyms: N-(1-nitronaphthalen-2-yl)benzamide
• CAS NO: 6299-41-8
• Molecular Formula: C₁₇H₁₂N₂O₃
• Molecular Weight: 292.2888
• Mol File: 6299-41-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 403.2 °C at 760 mmHg
• Flash Point: 197.7 °C
• Appearance: /
• Density: 1.364 g/cm³
• Vapor Pressure: 1.03E-06mmHg at 25°C
• Refractive Index: 1.726
• CAS DataBase Reference: N-(1-nitronaphthalen-2-yl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(1-nitronaphthalen-2-yl)benzamide(6299-41-8)
• EPA Substance Registry System: N-(1-nitronaphthalen-2-yl)benzamide(6299-41-8)

Safety Data

• Hazardous Substances Data: 6299-41-8(Hazardous Substances Data)

Usage

Description

N-(1-nitronaphthalen-2-yl)benzamide is a chemical compound that belongs to the category of benzamides. It is composed of a benzene ring bonded to a naphthalene ring and a benzamide group. The nitro group attached to the naphthalene ring imparts strong electron-withdrawing properties to the molecule, making it useful in organic synthesis and medicinal chemistry.

Uses

Used in Pharmaceutical Industry:
N-(1-nitronaphthalen-2-yl)benzamide is used as a building block for the production of various pharmaceuticals due to its potential applications in drug discovery and development.
Used in Agrochemical Industry:
N-(1-nitronaphthalen-2-yl)benzamide is used as a building block for the production of various agrochemicals, contributing to the development of new materials and dyes.
Used in Organic Synthesis:
N-(1-nitronaphthalen-2-yl)benzamide is used as a key intermediate in organic synthesis, taking advantage of its strong electron-withdrawing properties for the synthesis of complex organic molecules.
Used in Medicinal Chemistry:
N-(1-nitronaphthalen-2-yl)benzamide is used in medicinal chemistry for the development of new compounds with potential biological activity, making it a subject of interest for researchers in drug discovery.

InChI:InChI=1/C17H12N2O3/c20-17(13-7-2-1-3-8-13)18-15-11-10-12-6-4-5-9-14(12)16(15)19(21)22/h1-11H,(H,18,20)

Upstream product

• 606-57-5 1-nitro-2-naphthylamine 
• 98-88-4 benzoyl chloride 
• 91-59-8 naphthalen-2-ylamine 
• 18271-22-2 N-(naphthalen-2-yl)benzamide 

Downstream Products

• 3659-76-5 2-phenyl-1(3)H-naphth[1,2-d]imidazole 

Relevant articles and documents

Effective nitration of anilides and acrylamides by tert-butyl nitrite

Nitro compounds are important intermediates in synthetic organic chemistry and the chemical industry. Herein, the efficient copper-catalyzed [10% Cu(NO3)2·3H2O] nitration of anilides was developed by using TBN (tert-butyl nitrite) as a nitrating reagent to give the corresponding nitro-substituted aromatic products in good to excellent yields. The use of TBN also led to the selective nitration of acrylamides at room temperature to afford only the (E) isomer of the nitration product. A series of anilides and acrylamides with a broad array of functional groups were well-tolerated by this procedure. This synthetic method has many advantages, which include inexpensive starting materials, mild reaction conditions, a fast reaction rate, and high yields. A mechanistic investigation indicates that a nitro radical, which is generated from the thermal homolysis of TBN, is involved in the two nitration processes. The efficient nitration of both anilides and acrylamides was achieved by using TBN (tert-butyl nitrite) as a metal-free nitrating reagent. This synthetic method has many advantages such as mild reaction conditions, a fast reaction rate, good to excellent yields, and a broad substrate scope. Our investigation indicates that a nitro radical is involved in the reaction mechanism.