59486-99-6

Basic information

• Product Name: N,N-diethylpiperidine-1-carboxamide
• Synonyms: 1-piperidinecarboxamide, N,N-diethyl-
• CAS NO: 59486-99-6
• Molecular Formula: C₁₀H₂₀N₂O
• Molecular Weight: 184.2786
• Mol File: 59486-99-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 287.3°C at 760 mmHg
• Flash Point: 113.8°C
• Density: 0.993g/cm³
• Vapor Pressure: 0.0025mmHg at 25°C
• Refractive Index: 1.487
• CAS DataBase Reference: N,N-diethylpiperidine-1-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-diethylpiperidine-1-carboxamide(59486-99-6)
• EPA Substance Registry System: N,N-diethylpiperidine-1-carboxamide(59486-99-6)

Safety Data

• Hazardous Substances Data: 59486-99-6(Hazardous Substances Data)

Upstream product

• 110-89-4 piperidine 
• 1250853-39-4 6-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-1-yl diethylcarbamate 
• 1250853-37-2 6-chloro-1H-benzo[d][1,2,3]triazol-1-yl diethylcarbamate 

Relevant articles and documents

Synthesis and aminolysis of N,N-diethyl carbamic ester of HOBt derivatives

The reaction of N,N-diethyl carbamates of 1H-[1,2,3]triazolo[4,5-b]pyridin- 1-ol (4-HOAt) 7, 3H-[1,2,3]triazolo[4,5- b]pyridin-3-ol (7-HOAt) 8, 1H-benzo[d][1,2,3]triazol-1-ol (HOBt) 9, 6-chloro-1H-benzo[d][1,2,3]triazol-1-ol (Cl- HOBt) 10, 6-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-1-ol (CF3 3-HOBt) 11, and 6-nitro-1H-benzo[d][1,2,3]triazol- 1-ol (NO2 2-HOBt) 12 with morpholine and piperidine in CH3CN underwent acyl nucleophilic substitution to give the corresponding carboxamide derivatives. The reactants and products were identified by elemental analysis, IR and NMR. We measured the kinetics of these reactions spectrophotometrically in CH3 3CN at a range of temperatures. The rates of morpholinolysis and piperidinolysis were found to fit the Hammett equation and correlated with s-Hammett values. The values were 1.44 - 1.21 for morpholinolysis and 1.95 - 1.72 for piperidinolysis depending on the temperature. The Bronsted-type plot was linear with a βlg = -0.49 ± 0.02 and -0.67 ± 0.03. The kinetic data and structure-reactivity relationships indicate that the reaction of 9-12 with amines proceeds by a concerted mechanism. The deviation from linearity of the correlation ?H# vs. ?S# and plot of logkpip vs. logkmorph and Bronsted-type correlation indicate that the reactions of amines with carbamates 7 and 8 is attributed to the electronic nature of their leaving groups.