Reaction Iodoethane with Saccharin, an Ambident Nucleophile Essay


Through this experiment, we alkylate salt saccharin to N-ethylsaccharin with iodoethane within an aprotic solvent N, In dimethylformamide. Nucleophiles in this try things out will behave better in an aprotic solvent. Aprotic solvents have dipoles due to its polar bonds however they do not have L atoms that may be donated to a H-bond. The anions which are the O- and N- of sodium saccharin are not solvated therefore happen to be " naked” and the response is not inhibited and preceded within an accelerated level. The reaction was an SN2 reaction. Because the Oxygen and Nitrogen are more electronegative compared to the carbon where they're fastened electrons are pulled towards O- and N- bringing in the ethane from Iodoethane. Iodine being more electronegative breaks off from ethane and joins the Na+. Seeing that, the Fresh air of sodium saccharin is somewhat more electronegative than the nitrogen for that reason this gives oxygen a higher incomplete negative fee therefore a great attack about Oxygen will offer a product that is created faster; this can be called a kinetic product. The transition point out energy is leaner than a product formation by thermodynamic control. At energy equilibrium at 80°C a much more stable method form via a higher transitional state energy. The nucleophiles in the molecule sodium saccharin are O- and N- and the major product produced depending on which oh the nucleophile was attacked the majority of in the reaction. Nucleophilic harm by nitrogen will deliver N-ethylsaccharin and nucleophilic add by air will yield O-ethylsaccharin. " N-saccharin much more stable than O- ethylsaccharin because the Ethyl group can be attached to the Nitrogen offering the same spacial configuration to get the five membered engagement ring (which is flat or perhaps planar). ” (Richard con. a. ). The carbonyl carbon can be sp2 and flat. It has little diamond ring strain and it is stable. The first relationship between co2 and fresh air in a carbonyl group is made by overlapping an sp2 hybrid orbital from carbon dioxide with a great sp2 cross orbital via oxygen (sigma bond). The second...

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