2374-61-0

Usage

Uses

Used in Insect Repellent Industry:
N,N-diethylmethanesulphonamide is used as an active ingredient in insect repellents for its ability to effectively deter various insects, including mosquitoes, ticks, and flies. This helps in reducing the risk of insect-borne diseases such as malaria, Zika virus, and West Nile virus.
Used in Public Health and Disease Prevention:
N,N-diethylmethanesulphonamide is used as a protective measure in public health initiatives aimed at preventing the spread of insect-borne diseases. By blocking the insects' ability to detect human odors, DEET plays a significant role in disease prevention and control strategies.

InChI:InChI=1/C5H13NO2S/c1-4-6(5-2)9(3,7)8/h4-5H2,1-3H3

Upstream product

• 74-96-4 ethyl bromide 
• 3144-09-0 methanesulfonamide 
• 99337-25-4 C₅H₁₃NO₂S 
• 558-25-8 methyl fluorosulfonate 
• 109-89-7 diethylamine 
• 124-63-0 methanesulfonyl chloride 
• 99337-26-5 C₁₀H₁₅NO₂S 

Downstream Products

• 62162-78-1 N,N-diethyl-1-phenylmethanesulfonamide 
• 62285-42-1 dimethyl methyl>phosphonate 

Relevant academic research and scientific papers

Reaction between N,N-Dialkylhydroxylamines and Sulphinyl Chlorides

The reactions of several N,N-dialkylhydroxylamines with methane- and benzene-sulphinyl chlorides below 0 deg C give O-sulphinylated intermediates.These rearrange at ambient temperatures to give the corresponding sulphonamides and in some cases the imines and products derived from the decomposition of the accompanying sulphinic acids.N.m.r. spectra ((1H and 13C) show strong polarizations in the sulphonamides, indicating a radical-cage mechanism.No CIDNP signals were observed in the imines, which can be formed in a six-electron symmetry-allowed cyclic elimination.

The Reaction between N,N-Dialkylhydroxylamines and Sulphinyl Chlorides

The reaction of N,N-dialkylhydroxylamines with sulphinyl chlorides proceeds via an O-sulphinylated hydroxylamine intermediate, which has been isolated and characterised by n.m.r. spectroscopy; rearrangement of this intermediate to the sulphonamide has been shown to involve an aminyl radical.