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Volume 64, 1968
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Molecular structure and photochemical reactivity. Part 7.—Vapor-phase photochemistry of cyclopropane carboxaldehyde

Abstract

Irradiation of cyclopropane carboxaldehyde in the vapour phase at 3130 Å and 120°C gives crotonaldehyde (Φ= 0.35), propylene (Φ= 0.25), and carbon monoxide (Φ= 0.30) as major products, with a variety of hydrocarbons in minor amounts. Experimental conditions were : temperature 100–200°C, light intensity 0.6 × 1014 to 1.1 × 1016 quanta absorbed cm–3 sec–1 and total pressure 17–154 mm. Cyclopropane is a major product at high temperatures (Φ= 0.76 at 200°C) or low light intensities (Φ= 0.23 at 120°C and 0.6 × 1014 quanta absorbed cm–3 sec–1). A mechanism is proposed involving reactions from two excited states. It is suggested that cyclopropane is formed in a free radical chain originating from one excited state and propylene is produced in a primary process from the other; crotonaldehyde is formed from both excited states. The ratio of radical to non-radical products is 1/3.

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Article information


Trans. Faraday Soc., 1968,64, 2308-2319
Article type
Paper

Molecular structure and photochemical reactivity. Part 7.—Vapor-phase photochemistry of cyclopropane carboxaldehyde

D. G. Marsh, E. Heine and J. N. Pitts, Trans. Faraday Soc., 1968, 64, 2308
DOI: 10.1039/TF9686402308

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