38681-76-4

Basic information

• Product Name: N-isopropyl-4-nitrobenzamide
• Synonyms: N-isopropyl-4-nitrobenzamide;4-nitro-N-(propan-2-yl)benzamide
• CAS NO: 38681-76-4
• Molecular Formula: C₁₀H₁₂N₂O₃
• Molecular Weight: 208.21388
• Mol File: 38681-76-4.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 387.7°C at 760 mmHg
• Flash Point: 188.3°C
• Appearance: /
• Density: 1.189g/cm³
• Vapor Pressure: 3.23E-06mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: N-isopropyl-4-nitrobenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-isopropyl-4-nitrobenzamide(38681-76-4)
• EPA Substance Registry System: N-isopropyl-4-nitrobenzamide(38681-76-4)

Safety Data

• Hazardous Substances Data: 38681-76-4(Hazardous Substances Data)

Usage

General Description

N-isopropyl-4-nitrobenzamide is a chemical compound that belongs to the class of organic compounds known as nitrobenzenes. It is characterized by the presence of a nitro group (-NO2) attached to a benzene ring and an isopropyl group (-CH(CH3)2) attached to the nitrogen atom. N-isopropyl-4-nitrobenzamide has various industrial applications, including its use as an intermediate in the synthesis of other organic compounds and in the formulation of pest control products. Additionally, it is also used in the manufacturing of pharmaceuticals and as a research chemical in academic and industrial laboratories. Due to its chemical properties and potential hazards, it is important to handle N-isopropyl-4-nitrobenzamide with care and in accordance with proper safety measures.

InChI:InChI=1/C10H12N2O3/c1-7(2)11-10(13)8-3-5-9(6-4-8)12(14)15/h3-7H,1-2H3,(H,11,13)

Upstream product

• 122-04-3 4-nitro-benzoyl chloride 
• 75-31-0 isopropylamine 
• 19172-47-5 Lawessons reagent 
• 846550-60-5 N-isopropyl-4-nitrobenzohydroxamic acid 
• 99-81-0 4-Nitrophenacyl bromide 
• 693-13-0 diisopropyl-carbodiimide 
• 598-45-8 i-propyl isocyanide 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 100-01-6 4-nitro-aniline 
• 79606-48-7 N,N-diisopropyl-4-nitrobenzamide 
• 555-16-8 4-nitrobenzaldehdye 
• 67-63-0 isopropyl alcohol 
• 82897-03-8 N-methyl-4-nitro-N-nitrosobenzamide 
• 2585-23-1 N-methyl-4-nitrobenzamide 

Downstream Products

• 774-67-4 p-Aminobenzoic isopropylamide 
• 97884-26-9 N-Isopropyl-4-nitrothiobenzamid 
• 1103415-14-0 N-(pyridin-2-yl)-N-isopropyl-4-nitrobenzamide 
• 1103414-91-0 N-(isoquinolin-1-yl)-N-isopropyl-4-nitrobenzamide 
• 1103415-28-6 C₁₅H₁₄⁽²⁾HN₃O₃ 
• 619-72-7 4-nitrobenzonitrile 
• 202934-58-5 4-(N-isopropyl-amino-methyl)-nitrobenzene 
• 59862-74-7 (E)-N-isopropyl-1-(4-nitrophenyl)methanimine 
• 555-16-8 4-nitrobenzaldehdye 
• 10326-99-5 2-methyl-1-(4-nitrophenyl)propan-1-one 
• 111961-43-4 N-isopropyl-(4-nitrobenzyl)amine hydrochloride 

Relevant articles and documents

Hydrogenation of Secondary Amides using Phosphane Oxide and Frustrated Lewis Pair Catalysis

The metal-free catalytic hydrogenation of secondary carboxylic acid amides is developed. The reduction is realized by two new catalytic reactions. First, the amide is converted into the imidoyl chloride by triphosgene (CO(OCCl3)2) using novel phosphorus(V) catalysts. Second, the in situ generated imidoyl chlorides are hydrogenated in high yields by an FLP-catalyst. Mechanistic and quantum mechanical calculations support an autoinduced catalytic cycle for the hydrogenation with chloride acting as unusual Lewis base for FLP-mediated H2-activation.

Tf2O-Mediated Intermolecular Coupling of Secondary Amides with Enamines or Ketones: A Versatile and Direct Access to β-Enaminones

Based on the Tf2O-mediated intermolecular reaction of secondary amides with enamines derived from ketones, a novel approach to β-enaminones has been developed. The reaction is widely functional group tolerant and highly chemoselective. In the presence of 4 ? molecular sieves, the method can be extended to the one-pot condensation of secondary amides with ketones for NH β-enaminones synthesis.

TfOH catalyzed One-Pot Schmidt–Ritter reaction for the synthesis of amides through N-acylimides

A One-Pot tandem Schmidt–Ritter process for the synthesis of amides has been developed using the super acid as catalyst. The in situ generated aryl/aliphatic nitriles from the reaction of aldehydes and sodium azide in the presence of TfOH and AcOH (Schmidt reaction) react with suitable alcohol (Ritter reaction) to give the amides. For the first time we observed that during the Schmidt process N-acylimides were generated along with nitriles, interestingly these N-acylimides also participated in the Ritter reaction.