"Relative donor properties of various propyl ketones in iodine solution" by Christine Franchi

Date of Award

1969

Document Type

Senior Scholars Paper (Open Access)

Department

Colby College. Chemistry Dept.

Advisor(s)

Smith, Wayne L.

Abstract

Ketones in iodine solution are capable of transferring a nonbonding electron from the carbonyl oxygen to a halogen molecule forming a charge transfer complex. The electron-repelling nature of alkyl groups on either side of the carbonyl contributes to electron density and makes the ketone a better donor. The equilibrium constant of complex formation is an experimental measure of relative donor basicity and a theoretical measure of inductive effects. This study has determined that (1) the difference in inductive nature between a n-propyl and a methyl group is apparently negligible and (2) equilibrium constants may not be correlated with inductive effects when a substituent group interacts with the π-electrons of the carbonyl.

Keywords

Ketones

Included in

Chemistry Commons

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