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A nucleophilic substitution reaction on an optically pure sample of a tertiary alkyl chloride with aqueous NaOH gives a racemic mixture of alcohol. The reaction

A nucleophilic substitution reaction on an optically pure sample of a tertiary alkyl chloride with aqueous NaOH gives a racemic mixture of alcohol. The reaction follows

a. SN1 mechanism

b. Free radical mechanism

c. SN2 mechanism

d. A concerted reaction path

e. Both c and d

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