Aromatization of [1- 14C]heptane over “nonacidic” platinum-alumina catalyst

Abstract

[1- 14C]Heptane was aromatized under 5 atm pressure over a “nonacidic” 3% platinum on alumina catalyst maintained at 500 °C. The reactant was pumped in at a HLSV of 0.88, and the hydrogen-to-heptane mole ratio was 5.1. The samples of product were collected (one during the first 90 min and another during the next 90 min), the toluene was separated from the respective samples, and the radioactivity in each position of the toluene was determined by a degradation sequence. The distribution of radioactivity in sample 1 was as follows: in position 1–2.6%, 2–38.6%; 3–14.5%; 4–4.2%, and in the methyl group—40.1%. Approximately similar distribution of radioactivity was found in sample 2. 1,6-Ring closure is the most important pathway leading to the formation of toluene from [1- 14C]heptane; lesser amounts of repetitive, 1,5-ring closure and hydrogenolysis, and bond shift reactions followed by 1,6-ring closure and dehydration can explain the distribution of radioactivity. The participation of 1,7-ring closure in the reaction is also indicated.