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In this experiment we synthesized t-pentyl chloride from 2-methyl-2-butanol using 12.0 M HCl and a sodium...

In this experiment we synthesized t-pentyl chloride from 2-methyl-2-butanol using 12.0 M HCl and a sodium bicarbonate wash. What effect would using an excess of 12.0 M HCl have on the rate of the reaction? Explain your answer.

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Since, reaction proceeds through SN1 mechanism as the alcohol is 3o. In reaction, first step is the formation of carbocation by solvation. This is a slow step and hence the rate determining step for the overall reaction. Thus, formation of carbocation will depend upon the polarity of solvent not on the conc. of HCl. Thus, there will be no effect on the rate of reaction on using excess of HCl. Since, reaction proceeds through SN1 mechanism as the alcohol is 3o. In reaction, first step is the formation of carbocation by solvation.

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