title: Mass spectral studies of a series of N,N-dialkyl aminoethyl-2-chlorides and trimethyl silyl ethers of N,N-dialkyl aminoethane-2-ols under electron impact conditions.
abstract: The electron impact (EI) mass spectra of a series of N,N-dialkyl-aminoethyl-2-chlorides, N(R(1))(R(2))-CH(2)-CH(2)Cl and trimethylsilyl ethers of N,N-dialkyl aminoethane-2-ols, N(R(1))(R(2))-CH(2)-CH(2)-O-Si(CH(3))(3), where R(1) and R(2) = methyl, ethyl, propyl and isopropyl, which are precursors of VX type of compounds, are studied. All the compounds (1-20) show abundant molecular ions, in addition to a weak [M - H](+) ion, except the N,N-diisopropyl group containing compounds (8 and 18). A general EI fragmentation pattern for the above two series of compounds is discussed. The observed fragment ions are due to simple homolytic cleavages, and they are distinct to allow the identification of the compounds unequivocally including those of isomeric compounds. The primary fragmentation of compounds 1-20 is beta-cleavage, i.e. homolytic cleavage of C-C bond, which is linked to the nitrogen atom. Three types of beta-cleavages are possible for these compounds, in which the abundance of beta-cleavage product ions is found to depend on the size and structure of the alkyl group attached to nitrogen. The alpha-cleavage fragment ions are found only for N,N-dialkyl aminoethyl-2-chlorides but are absent in the corresponding trimethylsilyl ethers of N,N-dialkyl aminoethane-2-ols. The retention indices are calculated for all the studied compounds (1-20) and are in the ranges of 750.38-1079.24 for 1-10 and 905.23-1190.25 for 11-20.
authors.affiliation: National Centre for Mass Spectrometry, Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: T Jagadeshwar
authors.initials: TJ
authors.lastname: Reddy
authors.forename: S
authors.initials: S
authors.lastname: Prabhakar
authors.forename: M
authors.initials: M
authors.lastname: Ravi Kumar
authors.forename: U V R Vijaya
authors.initials: UV
authors.lastname: Saradhi
authors.forename: M
authors.initials: M
authors.lastname: Vairamani
mesh_terms: D000473:Alkanes / Q000032:analysis*; D002619:Chemical Warfare Agents / Q000032:analysis*; D004983:Ethanolamines / Q000032:analysis*; D005021:Ethylamines / Q000032:analysis*; D008401:Gas Chromatography-Mass Spectrometry; D007202:Indicators and Reagents; D007536:Isomerism; D009946:Organothiophosphorus Compounds / Q000032:analysis; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D000473:Alkanes; D002619:Chemical Warfare Agents; D004983:Ethanolamines; D005021:Ethylamines; D007202:Indicators and Reagents; D009946:Organothiophosphorus Compounds; C009680:VX-agent