Question 1. But-1-ene can be converted to but-2-ene in two steps (reactions A and B), or it may be reacted with bromine in diethyl ether (reaction C): Conc. HCI A B Brz Et0 (a) Draw a curly arrow mechanism for reaction A. Identify the nucleophile and electrophile in each step. (Б) Draw a diagram showing relative energy against reaction progress for your mechanism in part (i), indicating the positions of all organic species observed in the mechanism. (c) What type of reaction is reaction B? (d) Propose a reagent that could be used to convert but-1-ene to but-2-ene in a single synthetic step, and give a curly arrow mechanism for the reaction. (e) Predict the product(s) and give a mechanism for reaction C. Explain the stereochemical outcome of the reaction.

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Question 1. But-1-ene can be converted to but-2-ene in two steps (reactions A and B), or it
may be reacted with bromine in diethyl ether (reaction C):
Conc. HCI
A
в
Bra
Etg0
?
(a)
Draw a curly arrow mechanism for reaction A. Identify the nucleophile and
electrophile in each step.
(b)
Draw a diagram showing relative energy against reaction progress for your
mechanism in part (i), indicating the positions of all organic species observed in the
mechanism.
(c)
What type of reaction is reaction B?
(d)
Propose a reagent that could be used to convert but-1-ene to but-2-ene in a single
synthetic step, and give a curly arrow mechanism for the reaction.
(e)
Predict the product(s) and give a mechanism for reaction C. Explain the
stereochemical outcome of the reaction.
Transcribed Image Text:Question 1. But-1-ene can be converted to but-2-ene in two steps (reactions A and B), or it may be reacted with bromine in diethyl ether (reaction C): Conc. HCI A в Bra Etg0 ? (a) Draw a curly arrow mechanism for reaction A. Identify the nucleophile and electrophile in each step. (b) Draw a diagram showing relative energy against reaction progress for your mechanism in part (i), indicating the positions of all organic species observed in the mechanism. (c) What type of reaction is reaction B? (d) Propose a reagent that could be used to convert but-1-ene to but-2-ene in a single synthetic step, and give a curly arrow mechanism for the reaction. (e) Predict the product(s) and give a mechanism for reaction C. Explain the stereochemical outcome of the reaction.
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