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Using 1,2-dimethylcyclohexene as your starting material, show how you would synthesize

Chapter 8, Problem 8-50

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QUESTION:

Using 1,2-dimethylcyclohexene as your starting material, show how you would synthesize the following compounds. (Once you have shown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.) If a chiral product is shown, assume that it is part of a racemic mixture. 1,2-dimethylcyclohexene (a) Br (b) OH (c) Br CH3 CH3 Br (e) OH CH3 CH3 OH (g) CH3 CH3 Br OH (d) CH3 CH3 OH OH (f) CH3 OH (h) O O (i) 1,2-dimethylcyclohexene (a) Br (b) OH (c) Br CH3 CH3 Br (e) OH CH3 CH3 OH (g) CH3 CH3 Br OH (d) CH3 CH3 OH OH (f) CH3 OH (h) O O

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QUESTION:

Using 1,2-dimethylcyclohexene as your starting material, show how you would synthesize the following compounds. (Once you have shown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.) If a chiral product is shown, assume that it is part of a racemic mixture. 1,2-dimethylcyclohexene (a) Br (b) OH (c) Br CH3 CH3 Br (e) OH CH3 CH3 OH (g) CH3 CH3 Br OH (d) CH3 CH3 OH OH (f) CH3 OH (h) O O (i) 1,2-dimethylcyclohexene (a) Br (b) OH (c) Br CH3 CH3 Br (e) OH CH3 CH3 OH (g) CH3 CH3 Br OH (d) CH3 CH3 OH OH (f) CH3 OH (h) O O

ANSWER:

Step 1 of 10

The structure of the given starting material (dimethylcyclohexene) appears as follows:

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