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Determine a synthesis to prepare 2-chloro-4-methylpentane from 1-iodo-4-methylpentane.
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1-iodo-4-methylpentane is reacted with KOt-Bu(potassium tert-butoxide) to afford 4-methyl-1-pentene(E2 Reaction). Next, this product is reacted with HCl to perform a markovnikov addition addition across a double bond and afford the desired product, 2-chloro-4-methylpentane.