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Gas-phase pyrolytic reaction of 3-phenoxy and 3-phenylsulfanyl-1-propanol derivatives: Kinetic and mechanistic study

✍ Scribed by H. H. Dib; M. R. Ibrahim; N. A. Al-Awadi; Y. A. Ibrahim; S. Al-Awadi

Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
277 KB
Volume
40
Category
Article
ISSN
0538-8066

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✦ Synopsis

Abstract

3‐Phenoxy‐1‐propanols 1a–c and 3‐phenylsulfanyl‐1‐propanols 2a–c containing primary, secondary, and tertiary alcohols were prepared and subjected to gas‐phase pyrolysis in a static reaction system. Pyrolysis of 4‐phenyl‐1‐butanol 3, 2‐methyl‐3‐phenyl‐1‐propanol 4, and 2‐methyl‐3‐phenylpropanoic acid 5 was also studied, and results were compared with those obtained for compounds 1–3. The pyrolytic reactions were homogeneous and followed a first‐order rate equation. Analysis of the pyrolysate showed the products to be phenol (from 1a to 1c), thiophenol (from 2a to 2c), and toluene (from 3 to 5) and carbonyl compounds. The kinetic results and product analysis of each of the nine investigated compounds are rationalized in terms of a plausible transition state for the elimination pathway. © 2007 Wiley Periodicals, Inc. 40: 51–58, 2008

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