Gas-Phase Pyrolytic Reaction of 4-Aryl-3-buten-2-ols and Allyl Benzyl Ethers: Kinetic and Mechanistic Study

• Main Authors: Maher R. Ibrahim, Nouria A. Al-Awadi, Alya M. Al-Etaibi, Yehia A. Ibrahim
• Format: Article
• Language: English
• Published: MDPI AG 2010-01-01
• Series: Molecules
• Subjects: 4-aryl-3-buten-2-ols; 3-benzyloxy-1-butenes; alkenes; 1,2-dihydronaphthalene; 1,3-butadienes; pyrolysis
• Online Access: http://www.mdpi.com/1420-3049/15/1/407/

Flash vacuum pyrolysis (FVP) of 4-aryl-3-buten-2-ols [ArCH=CH-CH(CH3)OH, where Ar is phenyl, p-MeO, p-Me, p-Cl, p-NO2] gave the corresponding buta-1,3-dien-1-ylbenzene (ArCH=CH-CH=CH2, where Ar is Ph, p-MeO, p-Me, p-Cl, p-NO2) and 7-X-1,2-dihydronaphthalene derivatives (where X is H, MeO); FVP of 1-aryl-3-benzyloxy1-1-butenes and benzyl cinnamyl ethers [ArCH=CHCH(X)OCH2Ph, where Ar is phenyl, p-MeO, p-Me, p-Cl, X is H, Me, Ph] gave the corresponding but-2-en-1-ylbenzene derivatives (ArCH2CH=CH-X, where X is H, Me, Ph) together with benzaldehyde. The proposed mechanism of these pyrolytic transformations was supported by kinetic and product analysis.