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11 Nov 2019

For the synthesis of butyl acetate, provide a full reaction mechanism for a possible Sn2 side reaction that may occur under the same conditions. (Acetic acid + butanol + sulfuric acid = butyl acetate). Include all charges and intermediates.

Remember this is a possible Sn2 SIDE reaction!

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Tod Thiel
Tod ThielLv2
25 Oct 2019

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Related questions

Azeotropes can be used to shift chemical equilibria by removingproducts. Treatment of 1-butanol with acetic acid in the presenceof sulfuric acid as a catalyst results in formation of butylacetate and water. The mixture of 1-butanol/butyl acetate/ waterforms a ternary azeotrope that boils at 90.7 degree C. Thisazeotrope separates into two layers; the upper layer is largelybutyl acetate, along with 11% 1-butanol, and the lower layer islargely water. Butyl acetate forms by an equilibrium reaction thatdoes not especially favor product formation.

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