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

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

Uses

Used in Chemical Synthesis:
N-isopropyl-4-nitrobenzamide is used as an intermediate in the synthesis of other organic compounds for various applications. Its unique structure allows it to be a versatile building block in the creation of new molecules with specific properties.
Used in Pest Control Products:
N-isopropyl-4-nitrobenzamide is used in the formulation of pest control products, where its chemical properties contribute to the effectiveness of these products in controlling and eliminating pests.
Used in Pharmaceutical Manufacturing:
N-isopropyl-4-nitrobenzamide is utilized in the manufacturing of pharmaceuticals, where it may serve as a precursor or a key component in the development of new drugs with potential therapeutic benefits.
Used as a Research Chemical:
In academic and industrial laboratories, N-isopropyl-4-nitrobenzamide is used as a research chemical to study its properties, reactions, and potential applications in various fields of chemistry and material science.
Safety Measures:
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 to ensure the safety of individuals and the environment.

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

Downstream Products

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

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.

Tert -Butyl nitrite promoted transamidation of secondary amides under metal and catalyst free conditions

A mild and efficient method is demonstrated for the transamidation of secondary amides with various amines including primary, secondary, cyclic and acyclic amines in the presence of tert-butyl nitrite. The reaction proceeds through the N-nitrosamide intermediate and provides the transamidation products in good to excellent yields at room temperature. Moreover, the developed methodology does not require any catalyst or additives.

Chemoselective Synthesis of α-Amino-α-cyanophosphonates by Reductive Gem-Cyanation-Phosphonylation of Secondary Amides

A novel approach to α-amino-α-cyanophosphonates has been developed. The method features a Tf2O-mediated reductive geminal cyanation/phosphonylation of secondary amides. Mild reaction conditions, high bond-forming efficiency, inexpensive readily available starting materials, and good to excellent yields with wide functional group compatibility constitute the main advantages of this method. The protocol can be run on a gram scale.

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.

The copper-catalyzed cross-coupling reactions of aryl diazonium salts and isocyanides

The copper-catalyzed cross-coupling reaction of aryl diazonium salts and isocyanides has been performed. This is a successful example of preparation of arylcarboxyamides with moderate to good yield under mild conditions.

Acid mediated deprotection of N-isopropyl tertiary amides

Tertiary amides containing an N-isopropyl group were selectively deprotected by heating in methanesulfonic acid. The N-isopropyl group was removed selectively in the presence of other groups on the amide nitrogen such as methyl, primary alkyl, or aryl. The putative isopropyl cation was trapped by Friedel-Crafts alkylation of anisole when the latter was included as a co-solvent.

A transition-metal-free synthesis of arylcarboxyamides from aryl diazonium salts and isocyanides

A transition-metal-free carboxyamidation process, using aryl diazonium tetrafluoroborates and isocyanides under mild conditions, has been developed. This novel conversion was initiated by a base and solvent induced aryl radical, followed by radical addition to isocyanide and single electron transfer (SET) oxidation, affording the corresponding arylcarboxyamide upon hydration of the nitrilium intermediate.

Isoquinoline-catalyzed reaction of phenacyl bromide and N, N -dialkylcarbodiimides: Novel synthesis of azirines

A practical and efficient procedure for the synthesis of polysubstituted azirines and in some cases benzamides was developed through reaction of phenacyl bromides and N,N-dialkylcarbodiimides, in the presence of catalytic amount of isoquinoline in dry ace

High-load, oligomeric monoamine hydrochloride: facile generation via ROM polymerization and application as an electrophile scavenger

A new high-load, oligomeric monoamine hydrochloride (OMAm·HCl) derived from ring-opening metathesis polymerization (ROMP) of norbornene methylamine is reported. This oligomeric amine has been shown to be an effective scavenger of acid chlorides, sulfonyl chlorides, and isocyanates. The reagent can be synthesized in a straightforward protocol from the Diels-Alder reaction of dicyclopentadiene (DCPD) 1 with allylamine (neat), formation of the corresponding ammonium salt and subsequent ROM polymerization to afford the desired oligomeric ammonium salts.