6949-28-6

Usage

Chemical Properties

Yellow Oil

InChI:InChI=1/C12H26N2O/c1-3-5-7-9-11-14(13-15)12-10-8-6-4-2/h3-12H2,1-2H3

Upstream product

• 2296-13-1 di-n-hexylammonium chloride 
• 143-16-8 dihexylamine 
• 95448-16-1 C₁₂H₂₆ClNO₂S 

Downstream Products

• 21983-64-2 N-nitrodihexylamine 
• 95368-97-1 5-Nitro-2-hydroxy-benzal-N,N-dihexyl-hydrazin 
• 63400-99-7 (1-Benzyl-hexyl)-hexyl-amine 

Relevant academic research and scientific papers

An efficient synthesis of: N -nitrosamines under solvent, metal and acid free conditions using tert -butyl nitrite

Synthesis of various N-nitroso compounds from secondary amines is reported using tert-butyl nitrite (TBN) under solvent free conditions. Broad substrate scope, metal and acid free conditions, easy isolation procedure and excellent yields are few important features of this methodology. The acid labile protecting groups such as tert-butyldimethylsilyl (TBDMS) and tert-butyloxycarbonyl (Boc) as well as sensitive functional groups such as phenols, olefins and alkynes are found to be stable under the standard reaction conditions. Besides N-nitrosation, TBN is also found to be an efficient reagent in few other transformations including aryl hydrazines to aryl azides and primary amides to carboxylic acids under mild conditions.

N-nitrosation of secondary amines using supported perchloric acid on silica gel and stereoselectivity study of nitrosated products

N-Nitrosation of different types of secondary amines has been proceeded using supported perchloric acid on silica gel and sodiume nitrite under heterogeneous conditions. The operational system is simple and high pure products can be easily isolated with good to high yields.

Facile N-nitrosation of secondary amines using poly(N,N'-dibromo-Nethylene- benzene-1,3-disulfonamide) and N,N,N′,N′-tetrabromobenzene-1,3- disulfonamide/NaNO2 under mild conditions

In this research project, a combination of poly(N,N′-dibromo-N- ethylene-benzene-1,3-disulfonamide) [PBBS] and/or (N,N,N′,N′- tetrabromobenzene-1,3-disulfonamide) [TBBDA] with sodium nitrite in the presence of wet SiO2 (50% w/w) was used as an efficient nitrosating agent for the conversion of secondary amines to their corresponding nitroso compounds. N-Nitrosation reaction has been performed in dichloromethane at room temperature under mild and heterogeneous conditions. The reaction is operationally simple and corresponding products were achieved in good to excellent yields.

Iodide-catalyzed synthesis of N-nitrosamines via C-N cleavage of nitromethane

An iodide-catalyzed process to synthesize N-nitrosamines has been developed using TBHP as the oxidant. The mild catalytic system succeeded in cleaving the carbon-nitrogen bond in nitromethane. This methodology uses commercially available, inexpensive catalysts and oxidants and has a wide substrate scope and operational simplicity.

N-NITROSAMINES FROM THE REACTION OF SULFAMOYLCHLORIDES WITH SODIUM NITRITE

N,N-Dialkylsulfamoyl chlorides react smoothly with sodiun nitrite in acetonitrile to afford the corresponding N-nitrosamines in nearly quantitative yields.