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

email
Received: 6 September 1999; in revised form: 7 November 1999 / Accepted: 7 February 2000 / Published: 20 May 2000
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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
PDF Full-text Download PDF Full-Text [35 KB, uploaded 18 June 2014 19:25 CEST]

Export to BibTeX |
EndNote


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.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert