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Use a sheet of paper to answer the following question. Take a picture of your answers, insert the...

Use a sheet of paper to answer the following question. Take a picture of your answers, insert the image into a Word Doc and attach below. (R)-3-Bromo-3-methylhexane loses its optical activity when dissolved in nitromethane, a highly polar but non-nucleophilic solvent. Explain this observation by providing a detailed mechanism.

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计 4) - の Ct) ナWhen (R)-3-bromo-3-methylhexane is dissolved in highly polar nitro methane solvent, it's undergo auto-ionisation to form a more stable 3° carbocation which is planar and sp2 hybridised. Due to planarity of carbocation, nucleophile Br- ion can approach from both sides with equal probability. As a result a mixture of 1:1 (R) and (S) isomer will formed. Hence, loss of optical activity observed.

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