Influence of the Nature of Charging Stock

Abstract

THE aromatizing cracking of hydrocarbon oils is, at least to a certain extent, due to a breakdown into small units, particularly olefins and diolefins, and a subsequent resynthesis by a Diels-Alder mechanism, one would expect that the results reflect the proneness of the various types of hydrocarbons to such breakdown-i.e., will depend on the chemical nature of the charging stock. In Table I, a number of charging stocks of roughly similar boiling range but varying nature are compared as to the yield in liquid aromatized product.

Formation of benzene by the pyrolysis of 4-vinylcyclohexene Regiospecific formation of anthracenes in the pyrolysis of dibenzosuberones and related systems

“…Mass spectra data of butadiene (32) and of butadiene-1,1,4,4-^ (32-^) Table 2. Mass spectra data of 4-vinylcyclohexene (34) and of 4-vinylcyclohexene-3,3,5,5,6,6,8,8-^ (34-^) Table 3. Relative yields of starting material, benzene (30), and toluene (46) produced in the FVP of 4-vinylcyclohexene (34) at 800°C Table 4.…”

“…Mass spectra data of toluene (46) and of toluene-d (46-^) produced in the FVP of 4-vinylcyclohexene-3,3-5,5,6,6,8,8-dg (34-dg) at 800°C Table 6. Mass spectra data of 4-vinylcyclohexene (34) and of the recovered starting material in the FVP of 4-vinylcyclohexene-3,3,5,5,6,6,8,8-dg (34-^) at 800°C 45 Table 7. Comparison of the deuterium content of 4-vinylcyclohexene-3,3,5,5,6,6,8,8-do (34-do) and of the recovered starting material in the FVP of 34-do at --o 800°C Table 8.…”

“…Proton NMR spectra (300 MHz) of (a) the toluene (46) produced in the FVP of 4-vinylcyclohexene (34) and (b) the pyrolyzate of the FVP of 4-vinylcyciohexene-3,3,5,5,6;6,8,8-dg (34-^) (with butadiene-1,1,4,4-d^ (32-^) removed) 39 Figure 8. Proton NMR spectra (300 MHz) of (a) 4-vinylcyclo hexene (34) and (b) the pyrolyzate of the FVP of 4-vinylcyclohexene-3,3,5,5,6,6,8,8-dg (34-^) (with butadiene-1,1,4,4-^ (32-d^) removed) 43 coupled with the observation that it is not prone to isomerize immediately to 1 allows the opportunity for some unique chemistry to be examined. Experiments performed in this laboratory on the thermal chemistry of 1 and 2 have led to the research to be described herein.…”

“…The autoclave technique was necessary because a large percentage of the sealed tubes would burst when heated directly. The static thermolysis of butadiene (32) gave as the major product 4-vinylcyclohexene (VCH) (34), which arises from a Diels-Alder reaction (Figure 3). ^^'^^'^^ Combined gas chromatography (gc) and mass spectra (ms) analysis showed the product to be 94% pure, contaminated by 5% 44 and 0.3% 45, which arise from secondary rearrangements of 34.…”

“…Relative yields of starting material, benzene(30), and toluene (46) produced in the FVP of 4-vinylcyclohexene(34) at 800OC Mass spectra data of benzene (30) and of benzene-d(30-d) produced in the FVP of 4-vinylcyclohexene-3,3,5,5,6,6,8,8-^…”