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Drupady [299]
3 years ago
10

Consider the E2 elimination of 3‑bromopentane with hydroxide. The starting material consists of a chiral carbon with an in plane

bond to bromine pointing to the upper left, an in plane bond to ethyl pointing to the right, a wedged bond to ethyl pointing to the lower left and a dashed bond to hydrogen pointing to the lower left. This reacts with hydroxide to form the product, water and bromide ion. Complete the curved arrow electron-pushing mechanism and draw the structure of the organic product formed.

Chemistry
1 answer:
Tanzania [10]3 years ago
7 0

Answer:

Scheme is attached

Explanation:

When 3‑bromopentane reacts with hydroxide, (Z)-pent-2-ene will produce through E 2 (Z)-pent-2-ene.

Mechanism

Hydroxide ion (OH⁻ ) is a strong nucleophile so it abstract the proton from carbon next to the carbon attached with bromine.

The the carbon next to carbon of bromine gets -ve charge, mean while it shares its electrons with the carbon having bromine and make a double bond.

As bromine  is a good leaving group so it easily gets detached from carbon, so that carbon comes to its normal state.

As a result (Z)-pent-2-ene will produce. we call it Z because mostly trans products will form.

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