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The Sn1 Reaction Mechanism: Hydrolysis of T-Butyl Chloride


A solution of t-butyl chloride in acetone is added to water in the presence of a base and universal indicator. Depending on the concentration of t-butyl chloride, the reaction to form t-butyl alcohol is indicated by a series of drastic color changes.

The color change occurs as aqueous chlorine removes a proton from the transition state, resulting in a lower pH of the system (see mechanism in “concept” section). This demonstration can also qualitatively show that the rate of reaction is dependant of the concentration of t-butyl chloride.

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