121564-25-8Relevant articles and documents
SULFENIC ACIDS IN THE GAS PHASE. PREPARATION, IONIZATION ENERGIES AND HEATS OF FORMATION OF METHANE-, ETHENE-, ETHYNE- AND BENZENESULFENIC ACID
Turecek, Frantisek,Brabec, Libor,Vondrak, Tomas,Hanus, Vladimir,Hajicek, Josef,Havlas, Zdenek
, p. 2140 - 2158 (2007/10/02)
Methane-, ethene-, and ethynesulfenic acids were generated in the gas phase by flash-vacuum pyrolysis of the corresponding tert-butyl sulfoxides at 400 deg C and 10-4 Pa.Benzenesulfenic acid was prepared from phenyl 3-buten-1-yl sulfoxide at 350 deg C and 10-4 Pa.The sulfenic acids were characterized by mass spectrometry.Threshold ionization energies (IE) were measured as IE(CH3SOH) = 9.07 +/- 0.03 eV, IE(CH2=CHSOH) = 8.70 +/- 0.03 eV, IE(HCCSOH) = 8.86 +/- 0.04 eV, and IE(C6H5SOH) = 8.45 +/- 0.03 eV.Radical cations .(1+), .(1+) and CSOH>.(1+) were generated by electron-impact-induced loss of propene from the corresponding propyl sulfoxides and their heats of formation were assessed by appearance energy measurements as 685, -1, respectively.Heats of formation of the neutral sulfenic acids and the S-(O)(C), S-(O)(Cd), S-(O)(Ct), and S-(O)(Cβ) group equivalents were determined.The experimental data, supported by MNDO calculations, point to sulfenate-like structures (R-S-OH) for the sulfenic acids under study.
