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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