7068-83-9

Usage

Safety Profile

Poison by ingestion, inhalation, intraperitoneal, and subcutaneous routes. Questionable carcinogen with experimental carcinogenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NO,. See also NITROSAMINES.

InChI:InChI=1/C5H12N2O/c1-3-4-5-7(2)6-8/h3-5H2,1-2H3

Upstream product

• 110-68-9 N-n-butyl-N-methylamine 

Downstream Products

• 20240-62-4 N-butyl-N-methyl-hydrazine 
• 1617-61-4 5-Nitro-2-hydroxy-benzal-methylbutylhydrazin 
• 110-68-9 N-n-butyl-N-methylamine 
• 96329-29-2 2-Hydroxy-thiobenzoesaeure-(N²-methyl-N²-butyl-hydrazid) 
• 74940-27-5 N-butyl-N-(hydroperoxymethyl)nitrosamine 
• 52330-07-1 N-butyl-N-methyl-nitramine 

Relevant academic research and scientific papers

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.

β-KETONITROSAMINES. SYNTHETIC EQUIVALENTS OF α-METHYLENE ALKYLAMINO ANIONS (-CH2NHR).

β-Ketonitrosamines are important in the study of nitrosamine metabolism, carcinogenesis and in vivo alkylation.The enhanced acidity of protons at the α-carbon, as well as the ease of fragmentation of the title compounds establishes them as synthetic equivalents of α-methylene alkylamino anions (-CH2NHR).Anion formation is carried out with powdered sodium hydroxide - sodium carbonate in DMF or THF at 25 deg C.Reaction with an alkyl halide gives a good yield of the alkylated product.Retro-Claisen cleavage in aqueous basic media gives the corresponding dialkyl - nitrosamine or, with D2O, the deuterated analog.