When CH3CH2CH2CH2OH is treated with H2SO4 + NaBr, CH3CH2CH2CH2Br is the major product

Chapter 9, Problem 9.62

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When CH3CH2CH2CH2OH is treated with H2SO4 + NaBr, CH3CH2CH2CH2Br is the major product, and CH3CH2CH CH2 and CH3CH2CH2CH2OCH2CH2CH2CH3 are isolated as minor products. Draw a mechanism that accounts for the formation of each of these products

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