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3. The following alkyl bromide can undergo SN1, SN2 and E2 chemistry depending on the conditions of the reaction. a) Redraw each reaction and

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3. The following alkyl bromide can undergo SN1, SN2 and E2 chemistry depending on the conditions of the reaction. a) Redraw each reaction and provide the major product(s) after the arrow. Show stereochemistry in your products and note that for the SN1 reaction a rearrangement takes place. All structures must be redrawn. i) ii) iii) Br ** Br Br CH3OH SN1 CH3ONa SN CH3ONa/A E2 **** 400 400 229992000200401 ******* - *****000000000 HARROOOOOOOODARDS **** **** MARRASSMEDD WWE WEWN ****00050652000erneshreen - O 44092A DR. **** time in 23-C DE ESTE 20 A m b) Provide a full detailed curved arrow mechanism for each of the three reactions above. Use proper curved arrows, show each step in the reaction pathway, and indicate correct stereochemistry in the products. Show the arrows in the correct orientations; e.g. for the SN2 reaction show backside attack. Draw out complete step- by-step mechanisms in a neat and tidy fashion. Your mechanisms only need to show the major product(s) as indicated by the reaction-type under the arrow. All structures must be redrawn.

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