62062-39-9

Basic information

• Product Name: 1-(naphthalen-1-yl)piperidine
• CAS NO: 62062-39-9
• Molecular Formula: C₁₅H₁₇N
• Molecular Weight: 211.3022
• Mol File: 62062-39-9.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 362.9°C at 760 mmHg
• Flash Point: 156.2°C
• Density: 1.079g/cm³
• Vapor Pressure: 1.88E-05mmHg at 25°C
• Refractive Index: 1.621
• CAS DataBase Reference: 1-(naphthalen-1-yl)piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(naphthalen-1-yl)piperidine(62062-39-9)
• EPA Substance Registry System: 1-(naphthalen-1-yl)piperidine(62062-39-9)

Safety Data

• Hazardous Substances Data: 62062-39-9(Hazardous Substances Data)

Usage

General Description

1-(naphthalen-1-yl)piperidine is a chemical compound with the molecular formula C16H19N. It is a piperidine derivative, with a naphthalene group attached to the piperidine ring. 1-(naphthalen-1-yl)piperidine is often used in organic synthesis as a building block for more complex molecules. It has also been investigated for its potential pharmacological activities, including as a potential drug targeting the central nervous system. However, due to its structural similarity to other psychoactive compounds, its use and research are subject to strict regulations in many countries. Overall, 1-(naphthalen-1-yl)piperidine is a versatile and potentially useful chemical compound with diverse applications in both research and industry.

Upstream product

• 110-89-4 piperidine 
• 60-29-7 diethyl ether 
• 321-38-0 1-Fluoronaphthalene 
• 4442-11-9 lithium piperidide 
• 90-15-3 α-naphthol 
• 90-11-9 1-Bromonaphthalene 
• 580-13-2 2-bromonaphthalene 
• 591-51-5 phenyllithium 
• 323-09-1 2-fluoronaphthalene 
• 91-58-7 2-chloronaphthalene 
• 612-55-5 2-iodonaphthalene 
• 90-14-2 1-Iodonaphthalene 
• 90-13-1 1-Chloronaphthalene 
• 111-24-0 1,5-dibromo-pentane 

Downstream Products

• 202983-74-2 C₃₂H₃₇N₃ 
• 1027919-53-4 4,4'-di(piperidin-1-yl)-1,1'-binaphthyl 

Relevant articles and documents

Iodine-Mediated Coupling of Cyclic Amines with Sulfonyl Hydrazides: an Efficient Synthesis of Vinyl Sulfone Derivatives

An efficient iodine-mediated coupling of cyclic amines with sulfonyl hydrazides is reported. This transformation opens a new route to the synthesis of vinyl sulfones derivatives, which is a common structural motif in natural products and pharmaceuticals. Tentative mechanistic studies suggest that this reaction is likely to involve a radical process.

Palladium Complexes Based on Ylide-Functionalized Phosphines (YPhos): Broadly Applicable High-Performance Precatalysts for the Amination of Aryl Halides at Room Temperature

Palladium allyl, cinnamyl, and indenyl complexes with the ylide-substituted phosphines Cy3P+?C?(R)PCy2 (with R=Me (L1) or Ph (L2)) and Cy3P+?C?(Me)PtBu2 (L3) were prepared and applied as defined precatalysts in C?N coupling reactions. The complexes are highly active in the amination of 4-chlorotoluene with a series of different amines. Higher yields were observed with the precatalysts in comparison to the in situ generated catalysts. Changes in the ligand structures allowed for improved selectivities by shutting down β-hydride elimination or diarylation reactions. Particularly, the complexes based on L2 (joYPhos) revealed to be universal precatalysts for various amines and aryl halides. Full conversions to the desired products are reached mostly within 1 h reaction time at room temperature, thus making L2 to one of the most efficient ligands in C?N coupling reactions. The applicability of the catalysts was demonstrated for aryl chlorides, bromides and iodides together with primary and secondary aryl and alkyl amines, including gram-scale applications also with low catalyst loadings of down to 0.05 mol %. Kinetic studies further demonstrated the outstanding activity of the precatalysts with TOF over 10.000 h?1.

Practical and regioselective amination of arenes using alkyl amines

The formation of carbon–nitrogen bonds for the preparation of aromatic amines is among the top five reactions carried out globally for the production of high-value materials, ranging from from bulk chemicals to pharmaceuticals and polymers. As a result of this ubiquity and diversity, methods for their preparation impact the full spectrum of chemical syntheses in academia and industry. In general, these molecules are assembled through the stepwise introduction of a reactivity handle in place of an aromatic C–H bond (that is, a nitro group, halogen or boronic acid) and a subsequent functionalization or cross-coupling. Here we show that aromatic amines can be constructed by direct reaction of arenes and alkyl amines using photocatalysis, without the need for pre-functionalization. The process enables the easy preparation of advanced building blocks, tolerates a broad range of functionalities, and multigram scale can be achieved via a batch-to-flow protocol. The merit of this strategy as a late-stage functionalization platform has been demonstrated by the modification of several drugs, agrochemicals, peptides, chiral catalysts, polymers and organometallic complexes.