91-65-6

Basic information

• Product Name: N,N-DIETHYLCYCLOHEXYLAMINE
• Synonyms: Cyclohexylamine, N,N-diethyl-;Cyclohexyldiethylamine;Diethylcyclohexylamine;n,n-diethyl-cyclohexanamin;N,N-Diethylcyclohexanamine;n,n-diethyl-cyclohexylamin;(DIETHYLAMINO)CYCLOHEXANE;DECHA
• CAS NO: 91-65-6
• Molecular Formula: C₁₀H₂₁N
• Molecular Weight: 155.28
• EINECS: 202-087-2
• Mol File: 91-65-6.mol
• Article Data: 15

Chemical Properties

• Melting Point: 172 °C
• Boiling Point: 193 °C
• Flash Point: 57°C
• Appearance: /
• Density: 0,84 g/cm3
• Vapor Pressure: 0.351mmHg at 25°C
• Refractive Index: n20/D 1.4562(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 10.69±0.20(Predicted)
• CAS DataBase Reference: N,N-DIETHYLCYCLOHEXYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIETHYLCYCLOHEXYLAMINE(91-65-6)
• EPA Substance Registry System: N,N-DIETHYLCYCLOHEXYLAMINE(91-65-6)

Safety Data

• Hazard Codes: C
• Statements: 34-20/21/22
• Safety Statements: 26-36/37/39-45-27-16
• RIDADR: 2734
• RTECS: GU5830125
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 91-65-6(Hazardous Substances Data)

Usage

Purification Methods

Dry the amine with BaO and fractionally distil it. The picrate has m 98-99o (from aqueous EtOH) and the methiodide has m 224o (from Me2CO/pet ether) [Cadogan J Chem Soc 1081 1957.] [Bain & Pollard J Am Chem Soc 61 2704 1939, Beilstein 12 H 6, 12 III 14, 12 IV 19.]

InChI:InChI=1/C10H21N/c1-3-11(4-2)10-8-6-5-7-9-10/h10H,3-9H2,1-2H3

Upstream product

• 617-84-5 N-formyldiethylamine 
• 108-94-1 cyclohexanone 
• 109-89-7 diethylamine 
• 7732-18-5 water 
• 91-68-9 3-diethylaminophenol 
• 64-17-5 ethanol 
• 108-91-8 cyclohexylamine 
• 60-29-7 diethyl ether 
• 108-95-2 phenol 
• 56553-60-7 sodium tris(acetoxy)borohydride 
• 5459-93-8 N-ethyl-cyclohexanamine 
• 64-19-7 acetic acid 
• 104-94-9 4-methoxy-aniline 
• 75-05-8 acetonitrile 

Downstream Products

• 308-95-2 perfluoro(diethylcyclohexylamine) 
• 1696-17-9 N,N-diethylbenzamide 
• 76187-22-9 N-cyclohexyl-N-ethylbenzamide 
• 91-66-7 N,N-diethylaniline 
• 5459-93-8 N-ethyl-cyclohexanamine 
• 75-07-0 acetaldehyde 
• 203450-53-7 1,1-diethyl-3-(pyridin-2-yl)urea 
• 1227614-32-5 C₁₄H₂₁N₃O 
• 1071654-34-6 N-cyclohexyl-N-ethyl-N'-tosylformimidamide 
• 134694-58-9 Methyl 5S-Hydroxy-5-methyl-6R-(4-carbomethoxyphenylthio)eicosa-7E,9E,11Z,14Z-tetraenoate 
• 108836-05-1 <2-(ω-chlorohexafluoro-n-butyryl)vinyl>ethylcyclohexylamine 
• 108-93-0 cyclohexanol 
• 42362-44-7 1,1-Bis-(2,4-dinitrophenylthio)-2-N-ethylcyclohexylamino-ethen 
• 52011-00-4 (perfluoro)N(methyl),N(ethyl)-n-hexylamine 

Relevant articles and documents

Reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3as a reductant

Herein, we report the first example of efficient reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3 as a catalyst and a reductant under mild conditions, affording various tertiary and secondary amines in excellent yields. A mechanistic study indicates that BH3N(C2H5)3 plays a dual function role of promoting imine and iminium formation and serving as a reductant in reductive amination. This journal is

Mild N-Alkylation of Amines with Alcohols Catalyzed by the Acetate Ru(OAc)2(CO)(DiPPF) Complex

The acetate complex Ru(OAc)2(DiPPF) (2) obtained from Ru(OAc)2(PPh3)2 (1) and 1,1′-bis(diisopropylphosphino)ferrocene (DiPPF) reacts cleanly with formaldehyde affording Ru(OAc)2(CO)(DiPPF) (3) in high yield. The monocarbonyl complex 3 (0.4-2 mol %) efficiently catalyzes the N-alkylation of primary and secondary alkyl and aromatic amines using primary alcohols ROH (R=Et, nPr, nBu, PhCH2) under mild reaction conditions (30–100 °C) with an alcohol/amine molar ratio of 10-100. Formation of the monohydride RuH(OAc)(CO)(DiPPF) (4) has been observed by reaction of 3 with iPrOH in the presence of NEt3 at RT through an equilibrium reaction.

N-Alkylation of amines with phenols over highly active heterogeneous palladium hydride catalysts

Phenols are directly converted to secondary amines in considerable yield via hydrogenation and amination tandem reaction over Al2O3 supported palladium hydride (PdHx) bi-functional catalyst. Note that this system proceeds efficiently with mild conditions under H2 atmosphere, which was difficult to achieve in previous reports. The catalyst and the mechanism of reaction are both studied. Furthermore, various secondary amines can be formed in good yields under this conversion system.