83875-73-4Relevant academic research and scientific papers
Gas-Phase Derivatization for Determination of the Structures of C3H5+ Ions
Lay, J. O.,Gross, M. L.
, p. 3445 - 3451 (1983)
The structure of the C3H5+ ions formed via halide atom loss from ionized allyl, cyclopropyl, and 1- and 2-propenyl halides was investigated by derivatizing the ions with neutral benzene and substituted benzenes to produce gas-phase adduct ions.The structures of pressure stabilized adduct ions were directly determined by obtaining their collision-induced decomposition spectra and comparing them with the CID spectra of model ions.Two C3H5+ ion structures were found to be stable, the allyl cation from cyclopropyl and allyl halides and the 2-propenyl cation from 2-propenyl halides.The C3H5+ ions from 1-propenyl halides exist as a 2:1 mixture of the two ion structures.The mechanism of reaction was shown to be electrophilic attack on the ring ? system to produce a Wheland intermediate or other structure with the proton relocated.The reaction pathway was confirmed by Fourier transform mass spectrometry, and the rate constants for the derivatization reaction were determined by using pulsed ICR.
GAS-PHASE PROTONATION OF ALLENE AND PROPYNE. REMARKABLY SELECTIVE FORMATION OF 2-PROPENYL IONS.
Fornarini,Speranza,Attina,Cacace,Giacomello
, p. 2498 - 2501 (2007/10/02)
The structure of C//3H//5** plus ions, obtained in the dilute gas state from the protonation of propyne and allene by radiolytically formed H//3** plus and C//nH//5** plus (n equals 1,2) ions, has been investigated in the pressure range from 150 to 760 torr. The C//3H//5** plus ions have been trapped with two gaseous nucleophiles, i. e. , benzene and 1,4-dibromobutane, and their structure has been inferred from the nature of the neutral products isolated. The results, in particular those from the systems containing 1,4-dibromobutane, show that 2-propenyl ions are formed almost exclusively in the kinetically significant step of the protonation from both propyne and allene, a partial isomerization to the allyl structure being observed in the systems containing benzene.
