54104-82-4

Basic information

• Product Name: Pyrrolidine, 1-(4-Methylphenyl)-
• Synonyms: Pyrrolidine, 1-(4-Methylphenyl)-
• CAS NO: 54104-82-4
• Molecular Formula: C₁₁H₁₅N
• Molecular Weight: 161.2435
• Mol File: 54104-82-4.mol
• Article Data: 72

Chemical Properties

• Boiling Point: 274.1°Cat760mmHg
• Flash Point: 109.3°C
• Appearance: /
• Density: 1.006g/cm³
• Vapor Pressure: 0.00553mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: Pyrrolidine, 1-(4-Methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolidine, 1-(4-Methylphenyl)-(54104-82-4)
• EPA Substance Registry System: Pyrrolidine, 1-(4-Methylphenyl)-(54104-82-4)

Safety Data

• Hazardous Substances Data: 54104-82-4(Hazardous Substances Data)

Usage

General Description

Pyrrolidine, 1-(4-Methylphenyl)- is a chemical compound with the molecular formula C11H15N. It is a derivative of pyrrolidine, a five-membered heterocyclic ring containing one nitrogen atom. The compound is also known as 4-methylphenylpyrrolidine and is utilized in the synthesis of various pharmaceuticals and organic compounds. It is a colorless liquid with a faint odor, and is insoluble in water but soluble in organic solvents. The substance is commonly used in the pharmaceutical and research industries as a building block for the synthesis of various drugs and other organic compounds. Additionally, it may also have potential applications in the field of medicinal chemistry and drug development.

InChI:InChI=1/C11H15N/c1-10-4-6-11(7-5-10)12-8-2-3-9-12/h4-7H,2-3,8-9H2,1H3

Upstream product

• 109-99-9 tetrahydrofuran 
• 106-49-0 p-toluidine 
• 110-52-1 1,4-dibromo-butane 
• 628-21-7 1,4-Diiodobutane 
• 123-75-1 pyrrolidine 
• 624-31-7 4-tolyl iodide 
• 110-63-4 Butane-1,4-diol 
• 103-89-9 4-Methylacetanilide 
• 3899-96-5 4-methylphenyl tosylate 
• 622-57-1 N-ethyl-p-tolylamine 
• 106-44-5 p-cresol 
• 67-56-1 methanol 
• 23438-23-5 4-hydroxy-4-methyl-cyclohexa-2,5-dienone 
• 121-45-9 phosphorous acid trimethyl ester 

Downstream Products

• 88320-30-3 2,2,2-trifluoro-1-<5-methyl-2-(1-pyrrolidinyl)phenyl>ethanone 
• 1105066-17-8 5-[1-(4-methylphenyl)-2-pyrrolidinyl]-2(5H)-furanone 
• 54105-25-8 10-methyl-1-(p-tolyl)-2,3,3a,3b,4,5,6,11b-octahydro-1H-dipyrrolo[1,2-a:3′,2′-c]quinoline 

Relevant articles and documents

Catalytic Amination of Phenols with Amines

Given the wide prevalence and ready availability of both phenols and amines, aniline synthesis through direct coupling between these starting materials would be extremely attractive. Herein, we describe a rhodium-catalyzed amination of phenols, which provides concise access to diverse anilines, with water as the sole byproduct. The arenophilic rhodium catalyst facilitates the inherently difficult keto–enol tautomerization of phenols by means of π-coordination, allowing for the subsequent dehydrative condensation with amines. We demonstrate the generality of this redox-neutral catalysis by carrying out reactions of a large array of phenols with various electronic properties and a wide variety of primary and secondary amines. Several examples of late-stage functionalization of structurally complex bioactive molecules, including pharmaceuticals, further illustrate the potential broad utility of the method.

I2/NaH2PO2-mediated deoxyamination of cyclic ethers for the synthesis of: N -aryl-substituted azacycles

We have developed a protocol for efficient synthesis of N-aryl-substituted azacycles from aryl amines and cyclic ethers using I2/NaH2PO2 as the mediator. A diverse range of aryl amines and cyclic ethers undergo amination reaction to generate products in good to excellent yields with good functional group tolerance. This reaction can be easily scaled up to give N-aryl-substituted azacycles on a gram scale. Further chemical manipulation of the products enabled useful transformations of the quinoline ring, including bromination and acetylation. This journal is

Dehydrogenation/(3+2) Cycloaddition of Saturated Aza-Heterocycles via Merging Organic Photoredox and Lewis Acid Catalysis

Herein, we report a photoinduced dehydrogenation/(3+2) cycloaddition reaction by merging organic photoredox and Lewis acid catalysis, providing a straightforward and efficient approach for directly installing a benzofuran skeleton on the saturated aza-heterocycles. In this protocol, we also describe a novel organic photocatalyst (t-Bu-DCQ) with the advantages of a wider redox potential, easy synthesis, and a low price. Furthermore, the stepwise activation mechanism of dual C(sp3)-H bonds was demonstrated by a series of experimental and computational studies.