10436-75-6

Basic information

• Product Name: N-ISOPROPYL-P-TOLUIDINE
• Synonyms: N-ISOPROPYL-P-TOLUIDINE;N-Isopropyl-4-toluidine
• CAS NO: 10436-75-6
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.23
• Mol File: 10436-75-6.mol
• Article Data: 19

Chemical Properties

• Melting Point: 1.08°C (estimate)
• Boiling Point: 240.76°C (estimate)
• Appearance: /
• Density: 0.9226
• Refractive Index: 1.5332
• CAS DataBase Reference: N-ISOPROPYL-P-TOLUIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ISOPROPYL-P-TOLUIDINE(10436-75-6)
• EPA Substance Registry System: N-ISOPROPYL-P-TOLUIDINE(10436-75-6)

Safety Data

• Hazardous Substances Data: 10436-75-6(Hazardous Substances Data)

Usage

General Description

N-Isopropyl-p-toluidine is a chemical compound that belongs to the group of toluidines, which are aromatic amines. It is commonly used as an intermediate in the production of dyes, pharmaceuticals, and agricultural chemicals. This chemical is also utilized as a corrosion inhibitor in industrial applications and as a catalyst in various chemical reactions. N-Isopropyl-p-toluidine has been found to have skin and eye irritation properties, and it is important to handle it with caution and use appropriate protective equipment when working with this compound.

Upstream product

• 109557-40-6 2,5-dimethyl-2,5-di-p-toluidino-[1,4]dithiane 
• 75-30-9 2-iodo-propane 
• 106-49-0 p-toluidine 
• 67-63-0 isopropyl alcohol 
• 75-26-3 isopropyl bromide 
• 555-31-7 aluminum isopropoxide 
• 2417-95-0 p-tolyllithium 
• 219943-31-4 N-isopropyl-O-(trimethylsilyl)hydroxylamine 
• 67-64-1 acetone 
• 75-31-0 isopropylamine 
• 108-18-9 diisopropylamine 
• 624-31-7 4-tolyl iodide 
• 589-92-4 1-methylcyclohexan-4-one 
• 106-43-4 para-chlorotoluene 

Downstream Products

• 2272-45-9 benzal-p-toluidine 
• 106-49-0 p-toluidine 
• 1357519-19-7 [iPrNH₂(4-MeC₆H₁₀)][HB(C₆F₅)3] 
• 128309-71-7 N--4-methylaniline 
• 1350911-45-3 5,5-dimethylhex-1-en-3-yn-2-yl isopropyl-p-tolylcarbamate 
• 1350911-20-4 1-iodovinyl isopropyl-p-tolylcarbamate 
• 1350911-14-6 vinyl isopropyl-p-tolylcarbamate 
• 1350911-09-9 N-isopropyl-N-p-tolylcarbamoylchloride 
• 125535-57-1 3-benzenesulfonylamido-5-methyl-3-(trifluoromethyl)-N-isopropylindolin-2-one 

Relevant articles and documents

Selective Pd-catalyzed monoarylation of small primary alkyl amines through backbone-modification in ylide-functionalized phosphines (YPhos)

Ylide-substituted phosphines have been shown to be excellent ligands for C-N coupling reactions under mild reaction conditions. Here we report studies on the impact of the steric demand of the substituent in the ylide-backbone on the catalytic activity. Two new YPhos ligands with bulky ortho-tolyl (pinkYPhos) and mesityl (mesYPhos) substituents were synthesized, which are slightly more sterically demanding than their phenyl analogue but considerably less flexible. This change in the ligand design leads to higher selectivities and yields in the arylation of small primary amines compared to previously reported YPhos ligands. Even MeNH2 and EtNH2 could be coupled at room temperature with a series of aryl chlorides in high yields.

A Highly Active Ylide-Functionalized Phosphine for Palladium-Catalyzed Aminations of Aryl Chlorides

Ylide-functionalized phosphine ligands (YPhos) were rationally designed to fit the requirements of Buchwald–Hartwig aminations at room temperature. This ligand class combines a strong electron-donating ability comparable to NHC ligands with high steric demand similar to biaryl phosphines. The active Pd species are stabilized by agostic C?H???Pd rather than by Pd–arene interactions. The practical advantage of YPhos ligands arises from their easy and scalable synthesis from widely available, inexpensive starting materials. Benchmark studies showed that YPhos-Pd complexes are superior to the best-known phosphine ligands in room-temperature aminations of aryl chlorides. The utility of the catalysts was demonstrated by the synthesis of various arylamines in high yields within short reaction times.

Cs2CO3-Promoted Direct N-Alkylation: Highly Chemoselective Synthesis of N-Alkylated Benzylamines and Anilines

Herein is described an efficient and chemoselective method for the synthesis of diversely substituted secondary amines in yields up to 98 %. Direct mono-N-alkylation of primary benzylamines and anilines with a wide range of alkyl halides is promoted by a cesium base in the absence of any additive or catalyst. The basicity and solubility of cesium carbonate in anhydrous N,N-dimethylformamide not only enables mono-N-alkylation of primary amines but also suppresses undesired dialkylation of the desired amines.