1. (8 pts) Your textbook suggest that 1 - butanol is protonated by HBr whish is
ID: 906972 • Letter: 1
Question
1. (8 pts) Your textbook suggest that 1 - butanol is protonated by HBr whish is created in situ as shown in the equation below .(4pts) a. The reaction shown above is not accurate and does not take place to any appreciable extend. Explain why? b. Given your explanation from part a, how does the overall reaction, transformation of 1 - butanol to 1 - bromobutane, take place? Show the complete mechanism. 2. (6 pts) One of the qualitative test you are performing in lab this week to confirm the presence of the halogen group on the product is the reaction with alcoholic silver nitrate. The book gives the following reaction (Chapter 25) to describe what happens in this chemical test: While the precipitate, AgBr, indeed forms in the presence of bromobutane, the other product described in this reaction is not likely to form. a. Explain why the organic product does not form. b. Suggest what might be the actual product that is formed in this chemical test other than the precipitate. Briefly, explain your choice of product.Explanation / Answer
Answers The reaction shown above is accurate and it does not take place to any appreciable extent because the salt reaction with acid proceeds perfectly but the acid generated does not react at the same rate with the substrate 1-butanol to form a protonated species. This is because there is loss of the reagent in the process or dissolution extent decide the reaction rate. Given the above explanation the transformation takes place but the rate of the reaction will be definitely slow and takes longer time and not proceeds towards the completion. Answers The white product of AgBr is formed is due to the HBr dissolved in the reaction mixture. Because the HBr is not strong enough to protonate the hydroxyl group and lead to the elimination by Bromide ion. Actually the product is not formed as reaction has not taken place due to the weak reactants. The starting material remained as such.
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