61837-10-3Relevant academic research and scientific papers
STRUCTURE AND REACTIVITY OF C7H7 + IONS FROM THE DECAY OF TRITIATED TOLUENES. 1. REACTIONS OF FREE TOLYL IONS WITH METHANOL IN THE GAS AND LIQUID PHASES.
Cacace,Ciranni,Sparapani,Speranza
, p. 8046 - 8050 (1984)
Labeled tolyl cations from the decay of ring-multitritiated toluene have been allowed to react with methanol in the liquid and the gas phases, at pressures ranging from 6 to 100 torr, yielding methyl tolyl ethers as the major products, without appreciable
Dediazoniations of Arenediazonium Ions. Part 25. Influence of Substituents on the Exchange of the Diazonio Group for External Molecular Nitrogen and on the N(α),N(β)-Rearrangement in the Diazonio Group.
Ravenscroft, Michael D.,Zollinger, Heinrich
, p. 507 - 514 (2007/10/02)
The N(α), N(β)-rearrangement of the two N-atoms which can be observed in solutions of -labelled p-substituted benzenediazonium ions follows dual substituent parameter treatments.The reaction yields a negative field and positive resonance reaction constant (ρF = -3.35, ρR = 2.47).The magnitude of these constants is, within experimental error, the same as the respective reaction constants for solvolytic dediazonation.The exchange of the diazonio group of 15N-labelled p-substituted benzenediazonium ion yields, however, field and resonance reaction constants for the forward and reverse steps in the complex mechanism of the exchange reaction.
Gas-Phase Heats of Formation of C7H7+ Isomers: m-Tolyl, p-Tolyl, and Benzyl Ions
Baer, Tomas,Morrow, J. C.,Shao, Jian Dong,Olesik, Susan
, p. 5633 - 5638 (2007/10/02)
The dissotiation onsets of C7H7+ formation from the ionic precursors of benzyl bromide and m- and p-nitrotoluene have been investigated by photoelectron photoion coincidence in order to determine accurate heats of formation of the resulting C7H7+ ion structures.These parent ions are known to produce 100 percent benzyl and tolyl ions, respectively.Because the benzyl bromide ion dissociation was found to be rapid, the dissociation onset was determined from the crossover energy in the breakdown diagram and appropriately corrected for the precursor thermal energy.The nitrobenzene ions dissociate slowly near the dissotiacion onset, so that the thermochemical onset was found by extrapolating the measured decay rates with the RRKM/QET statistical theory.The rate data indicate that p- and m-nitrotoluene ions do not isomerize to a common structure prior to dissociation.This suggest that the p- and m-tolyl ions also exist as unique structures.However, no information about the o-tolyl ion was obtained.The derived ionic heats of formation were ΔHf0298(m-tolyl) = 1054 +/- 10 kJ/mol, ΔHf0298(p-tolyl) = 1074 +/ 10 kJ/mol, and ΔHf0298(benzyl) = 897 +/- 5 kJ/mol.An upper limit for the heat of formation of C6H4CH3O+, the NO loss product from the p-nitrotoluene ion, was determined to be 890 kJ/mol.These heats of formation allow the methyl and ring C-H bond energies in the toluene ion to be calculated.They are 2.18 and 3.9, respectively.
