Molecules 2000, 5(5), 737-745; doi:10.3390/50500737
Article

Structural Elucidation of Z- and E- Isomers of 5-Alkyl-4-ethoxycarbonyl-5-(4`-chlorophenyl)-3-oxa-4-pentenoic Acids

Synthetic Organic Chemistry Laboratory, Department of Chemistry, Faculty of Science, Ain Shams University, Abbassiya, Cairo, Egypt
Received: 6 September 1999; in revised form: 7 November 1999 / Accepted: 7 February 2000 / Published: 20 May 2000
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Abstract: Z- and E-isomers of 5-alkyl-4-ethoxycarbonyl-5-(4`-chlorophenyl)-3-oxa-4-pentenoic acids were prepared via the condensation of p-chloroacetophenone and/or pchloropropiophenone with diethyl-2,2`-oxydiacetate in the presence of sodium hydride as a basic catalyst. The Z-isomers of 2a and 2b were found to be predominant. The behaviour of the corresponding anhydrides towards the action of hydrazine, phenylhydrazine, primary aromatic amines, hydrocarbons and ethanolysis has also been investigated. The structures and configurations of the products have been elucidated by chemical and spectroscopic means.
Keywords: Aromatic ketones; 2; 2'-oxydiacetate; stereoisomeric alkenes

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MDPI and ACS Style

Madkour, H.M.F. Structural Elucidation of Z- and E- Isomers of 5-Alkyl-4-ethoxycarbonyl-5-(4`-chlorophenyl)-3-oxa-4-pentenoic Acids. Molecules 2000, 5, 737-745.

AMA Style

Madkour HMF. Structural Elucidation of Z- and E- Isomers of 5-Alkyl-4-ethoxycarbonyl-5-(4`-chlorophenyl)-3-oxa-4-pentenoic Acids. Molecules. 2000; 5(5):737-745.

Chicago/Turabian Style

Madkour, H. M.F. 2000. "Structural Elucidation of Z- and E- Isomers of 5-Alkyl-4-ethoxycarbonyl-5-(4`-chlorophenyl)-3-oxa-4-pentenoic Acids." Molecules 5, no. 5: 737-745.

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