5323-47-7

Basic information

• Product Name: N,N-diethyl-4-nitrobenzamide
• Synonyms: N,N-diethyl-4-nitrobenzamide
• CAS NO: 5323-47-7
• Molecular Formula: C₁₁H₁₄N₂O₃
• Molecular Weight: 222.24046
• Mol File: 5323-47-7.mol
• Article Data: 49

Chemical Properties

• Boiling Point: 386.7°Cat760mmHg
• Flash Point: 187.6°C
• Appearance: /
• Density: 1.172g/cm³
• Vapor Pressure: 3.48E-06mmHg at 25°C
• Refractive Index: 1.55
• CAS DataBase Reference: N,N-diethyl-4-nitrobenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-diethyl-4-nitrobenzamide(5323-47-7)
• EPA Substance Registry System: N,N-diethyl-4-nitrobenzamide(5323-47-7)

Safety Data

• Hazardous Substances Data: 5323-47-7(Hazardous Substances Data)

Usage

General Description

N,N-diethyl-4-nitrobenzamide is a chemical compound that belongs to the group of organic compounds known as nitrobenzenes. It is a yellow crystalline solid with the chemical formula C13H15N3O5. N,N-diethyl-4-nitrobenzamide is commonly used as a reagent in organic synthesis and as an intermediate in the production of pharmaceuticals and agrochemicals. It is also used as a pesticide and insect repellent. N,N-diethyl-4-nitrobenzamide is toxic if ingested or inhaled, and it can cause skin and eye irritation. It is important to handle this chemical with caution and proper safety measures.

InChI:InChI=1/C11H14N2O3/c1-3-12(4-2)11(14)9-5-7-10(8-6-9)13(15)16/h5-8H,3-4H2,1-2H3

Upstream product

• 17376-44-2 4-nitro-thiobenzoic acid diethylamide 
• 122-04-3 4-nitro-benzoyl chloride 
• 109-89-7 diethylamine 
• 636-98-6 p-nitrobenzene iodide 
• 201230-82-2 carbon monoxide 
• 1068-74-2 Diethylamino-trimethyl-stannan 
• 1696-17-9 N,N-diethylbenzamide 
• 78823-40-2 pivalic p-nitrobenzoic anhydride 
• 33377-47-8 (4-nitrophenyl)Pd(P(C₆H₅)3)2I 
• 902-47-6 p-nitrobenzoic anhydride 
• 403-50-9 p-nitrobenzoyl fluoride 
• 62-23-7 4-nitro-benzoic acid 
• 586-78-7 para-nitrophenyl bromide 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 51207-85-3 4-amino-N,N-diethylbenzamide 
• 96326-11-3 4-(2,2,2-trifluoroethoxy)-N,N-diethylbenzamide 
• 86251-74-3 5-nitro-5-(5-nitro-1,3-dioxa-5-cyclohexyl)-1,3-dioxacyclohexane 
• 115415-16-2 N,N-Diethyl p-(5-nitro-1,3-dioxa-5-cyclohexyl)benzamide 
• 555-16-8 4-nitrobenzaldehdye 
• 94781-50-7 α-deuterio-4-nitro-benzaldehyde 
• 84358-24-7 3-<-p-(N,N-diethylcarbamoyl)phenylimino>indolin-2-one 
• 84358-26-9 N,N-Diethyl-4-[5-methyl-2-oxo-1,2-dihydro-indol-(3Z)-ylideneamino]-benzamide 
• 84358-25-8 4-[5-Chloro-2-oxo-1,2-dihydro-indol-(3Z)-ylideneamino]-N,N-diethyl-benzamide 
• 84358-41-8 1-hydroxymethyl-3--5-chloroindolin-2-one 
• 84358-27-0 1-dimethylaminomethyl-3indolin-2-one 
• 84358-37-2 4-[1-Dimethylaminomethyl-5-methyl-2-oxo-1,2-dihydro-indol-(3Z)-ylideneamino]-N,N-diethyl-benzamide 
• 84358-32-7 1-dimethylamino-3--5-chloroindolin-2-one 
• 84358-28-1 4-[1-Diethylaminomethyl-2-oxo-1,2-dihydro-indol-(3Z)-ylideneamino]-N,N-diethyl-benzamide 

Relevant articles and documents

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Organophotoredox-Mediated Amide Synthesis by Coupling Alcohol and Amine through Aerobic Oxidation of Alcohol

The combination of an organic photocatalyst [4CzIPN (1,2,3,5-tetrakis(carbazol-9-yl)-4,6 dicyanobenzene) or 5MeOCzBN (2,3,4,5,6-pentakis(3,6-dimethoxy-9 H-carbazol-9-yl)benzonitrile)], quinuclidine, and tetra-n-butylammonium phosphate (hydrogen-bonding catalyst) was employed for amide bond formations. The hydrogen-bonded OH group activated the adjacent C?H bond of alcohols towards hydrogen atom transfer (HAT) by a radical species. The quinuclidinium radical cation, generated through single-electron oxidation of quinuclidine by the photocatalyst, employed to abstract a hydrogen atom from the α-C?H bond of alcohols selectively due to a polarity effect-produced α-hydroxyalkyl radical, which subsequently converted to the corresponding aldehyde under aerobic conditions. Then the coupling of the aldehyde and an amine formed a hemiaminal intermediate that upon photocatalytic oxidation produced the amide.