83709-88-0

Basic information

• Product Name: 2-methyl-6-undecylpiperidine
• Synonyms: Piperidine, 2-methyl-6-undecyl-
• CAS NO: 83709-88-0
• Molecular Formula: C₁₇H₃₅N
• Molecular Weight: 253.4665
• Mol File: 83709-88-0.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 320.1°C at 760 mmHg
• Flash Point: 150.9°C
• Density: 0.821g/cm³
• Vapor Pressure: 0.000324mmHg at 25°C
• Refractive Index: 1.445
• CAS DataBase Reference: 2-methyl-6-undecylpiperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-6-undecylpiperidine(83709-88-0)
• EPA Substance Registry System: 2-methyl-6-undecylpiperidine(83709-88-0)

Safety Data

• Hazardous Substances Data: 83709-88-0(Hazardous Substances Data)

Upstream product

• 112724-45-5 1-methoxycarbonyl-6-methyl-2-undecyl-1,2,3,4-tetrahydropyridine 
• 112724-33-1 1-methoxycarbonyl-6-methyl-2-(1-undecynyl)-1,2-dihydropyridine 
• 348608-13-9 2R-(+)-4,5-didehydro-N-[(R)-α-methylbenzyl]-2-methyl-piperidine 
• 120343-60-4 (R)-1-phenylethylpyridinium chloride 
• 4185-69-7 1-(2,4-dinitrophenyl)-pyridinium chloride 
• 4282-44-4 1-iodo-n-undecane 
• 191013-97-5 tert-butyl (2R)-(-)-methylpiperidine-1-carboxylate 
• 888745-46-8 (R)-Undeca-1,10-diene-4,8-diol 
• 111512-38-0 4,8-dihydroxy-1,10-undecanediene 
• 503843-27-4 (2R,6R)-[(1R)-2-hydroxy-1-phenylethyl]-2-methyl-6-undecylpiperidine 
• 917-54-4 methyllithium 
• 160549-82-6 tert-butyl (2R,6R)-(-)-2-methyl-6-undecyl-piperidine-1-carboxylate 
• 213828-95-6 (6R)-1-[(1R)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl]-6-methyl-2-piperidinethione 

Relevant articles and documents

Hydrogenation of Pyridines Using a Nitrogen-Modified Titania-Supported Cobalt Catalyst

Novel heterogeneous catalysts were prepared by impregnation of titania with a solution of cobalt acetate/melamine and subsequent pyrolysis. The resulting materials show an unusual nitrogen-modified titanium structure through partial implementation of nitrogen into the support. The optimal catalyst displayed good activity and selectivity for challenging pyridine hydrogenation under acid free conditions in water as solvent.

Access to 2,6-disubstituted piperidines: Control of the diastereoselectivity, scope, and limitations. applications to the stereoselective synthesis of (-)-solenopsine A and alkaloid (+)-241D

Scope and limitations in the diastereoselective preparation of 2,6-cis or 2,6-trans disubstituted piperidines are described, through intramolecular reaction of chiral β′-carbamate-α,β-unsaturated ketone. This methodology has been applied to the total synthesis of a few well chosen examples, such as (-)-solenopsine A and alkaloid (+)-241D.

Removal of the pyridine directing group from α-substituted N-(pyridin-2-yl)piperidines obtained via directed Ru-catalyzed sp3 C-H functionalization

Two strategies, "hydrogenation-hydride reduction" and "quaternization-hydride reduction", are reported that make use of mild reaction conditions (room temperature) to efficiently remove the N-pyridin-2-yl directing group from a diverse set of C-2-substituted piperidines that were synthesized through directed Ru-catalyzed sp3 C-H functionalization. The deprotected products are obtained in moderate to good overall yields irrespective of the strategy followed, indicating that both methods are generally equally effective. Only in the case of 2,6-disubstituted piperidines, could the "quaternization-hydride reduction" strategy not be used. The "hydrogenation-hydride reduction" protocol was successfully applied to trans- and cis-2-methyl-N-(pyridin-2-yl)-6-undecylpiperidine in a short synthetic route toward (±)-solenopsin A (trans diastereoisomer) and (±)-isosolenopsin A (cis diastereoisomer). The absolute configuration of the enantiomers of these fire ant alkaloids could be determined via VCD spectroscopy.