766-17-6

Basic information

• Product Name: cis-2,6-Dimethylpiperidine
• Synonyms: Piperidine,2,6-dimethyl-,(2R,6S)-rel-;CIS-2,6-DIMETHYLPIPERIDINE;CIS-2,6-LUPETIDINE;CIS-LUPETIDINE;CIS-HEXAHYDRO-2,6-LUTIDINE;2,6-DIMETHYLPIPERIDINE, CIS;2,6-Dimethylpiperidine,predominantlycis,99%;cis-2,6-dimetylopiperidine
• CAS NO: 766-17-6
• Molecular Formula: C₇H₁₅N
• Molecular Weight: 113.2
• EINECS: 207-981-6
• Product Categories: Pharmaceutical Intermediates
• Mol File: 766-17-6.mol

Chemical Properties

• Melting Point: -20℃
• Boiling Point: 127-128 °C768 mm Hg(lit.)
• Flash Point: 53 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 0.84 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.4394(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: pK1:11.07(+1) (25°C)
• CAS DataBase Reference: cis-2,6-Dimethylpiperidine(CAS DataBase Reference)
• NIST Chemistry Reference: cis-2,6-Dimethylpiperidine(766-17-6)
• EPA Substance Registry System: cis-2,6-Dimethylpiperidine(766-17-6)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• RTECS: OK5775000
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 766-17-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Cis-2,6-Dimethylpiperidine is used as an intermediate compound for the synthesis of various pharmaceutical products. Its unique structure allows it to be a key component in the development of new drugs, contributing to the advancement of medicine.
Used in Chemical Research:
In the field of chemical research, cis-2,6-Dimethylpiperidine is employed as a model compound to study the properties and reactions of heterocyclic compounds. This helps researchers understand the behavior of similar compounds and develop new synthetic methods or applications.
Used in Industrial Applications:
Cis-2,6-Dimethylpiperidine is used as a building block in the production of specific chemical products. Its presence in these products can enhance their performance or provide new functionalities, making it a valuable component in industrial processes.

InChI:InChI=1/C7H15N/c1-6-4-3-5-7(2)8-6/h6-8H,3-5H2,1-2H3

Upstream product

• 38227-84-8 Li(cis-2,6-dimethylpiperidine(-1H)) 
• 108-18-9 diisopropylamine 
• 2439-13-6 cis-1,2,6-trimethylpiperidine 

Downstream Products

• 130275-66-0 cis-2,6-dimethyl-α,α-diphenyl-1-piperidinebutanenitrile 
• 100862-81-5 2r,6c-dimethyl-piperidine-1-carboxamidine 
• 109395-08-6 (2r,6c-dimethyl-piperidino)-acetic acid-(2,4,6-trimethyl-anilide) 
• 101449-96-1 2r,6c-dimethyl-1-veratryl-piperidine 
• 16642-61-8 cis-2,6-dimethyl-1-nitrosopiperidine 
• 74484-68-7 2-[4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynyloxy]-isoindole-1,3-dione 
• 135276-05-0 (2S,6R)-1-[4-(4,5-Diphenyl-4H-[1,2,4]triazol-3-ylsulfanyl)-but-2-ynyl]-2,6-dimethyl-piperidine 
• 135276-14-1 (2S,6R)-1-[4-(4-Cyclohexyl-5-phenyl-4H-[1,2,4]triazol-3-ylsulfanyl)-but-2-ynyl]-2,6-dimethyl-piperidine 
• 97051-08-6 3-[4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynyl]-5-phenyl-3H-[1,3,4]thiadiazol-2-one; hydrochloride 
• 97051-20-2 5-(4-Chloro-phenyl)-3-[4-((2S,6R)-2,6-dimethyl-piperidin-1-yl)-but-2-ynyl]-3H-[1,3,4]thiadiazol-2-one; hydrochloride 
• 97051-14-4 3-[4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynyl]-5-(4-nitro-phenyl)-3H-[1,3,4]thiadiazol-2-one; hydrochloride 
• 130525-09-6 cis-2,6-dimethyl-α-<(1-phenylethoxy)methyl>-1-piperidineethanol 
• 74484-72-3 2-[4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynyl]-isoindole-1,3-dione 
• 130275-56-8 methyl 3-(2,6-dimethyl-1-piperidinyl)propanoate 

Relevant articles and documents

Quenching of singlet oxygen by tertiary aliphatic amines. Structural effects on rates and products

A kinetic and product study of the reaction of a series of α-methyl-substituted N-methylpiperidines with thermally generated 1O2 in MeCN was carried out. It was found that as the number of α-methyl groups (Me in α-position relative to the N-atom) increases, the rate of 1O2 quenching (physical plus chemical) slightly decreases. This finding shows that, with respect to the reaction rate, steric effects are much more important than electronic effects as the latter should have produced the opposite result. The opposite outcome was instead found for the chemical quenching that leads to the N-demethylation products and N-formyl derivatives. The same trend was observed for the ratio between N-demethylation and formation of the N-formyl derivatives (NH/NCHO ratio). All these results are consistent with the mechanism reported in Scheme 1 where an exciplex is first formed that by a H-atom transfer process produces an α-amino-substituted C-radical. The latter forms the product of N-demethylation by one electron oxidation, or affords the N-formyl derivative by radical coupling (Scheme 1). Similar results were obtained with N,N-dimethylcyclohexanamine. However, this 'acyclic' amine exhibited behaviors quite distinct from those of the N-methylpiperidines series, with respect to reaction rate, extent of chemical quenching, and NH/NCHO ratio.

Diesters of carbonic acid endowed with antiviral and anti-inflammatory activity

Diesters of carbonic acid disubstituted with primary, secondary or tertiary amine groups, pharmaceutically acceptable salts thereof, and their use as antiviral and inti-inflammatory agents.

LITHIUM DIALKYLAMIDES. 13C PARAMETERS AND SLOW PROTON TRANSFER

The changes in 13C chemical shifts for the structural change R2NH -> R2N-Li have been measured for a series of dialkylamines.These lithiation shifts are largest at the alpha carbon (3.7-9.7 ppm) and decrease in the order α > β > χ > δ.The rates of lithium-hydrogen interchange between R2NH and R'2N-Li have been determined.The activation energies are large (9 - 17 kcal/mole) and increase as the size of R or R' increases.The slow exchange permits the direct measurement of acidity differences between pairs of amines using 13C nmr.