Question

- NaOEt, EtOH Br

Fill in the boxes with reactants, reagents or products. If enantiomers or diastereomers are made, please draw the stereoisomers.

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Answer:-

Naoet, Eton E2 H . Reaction T 1 Bre (axial) (3-methyl-l-cyclohexene) (Product).

This is elimination (E-2) reaction of trans-1-bromo-2-methylcyclohexane in the presence of strong base (sodium ethoxide). In this case, hydrogen that is eliminated is not removed from the beta-carbon bonded to the fewest hydrogens. Thus, this elimination does not follow Zaistev's rule. The reason is that the elimination can occur only if the two substituents that are eliminated are in axial positions, the axial positions, the axial hydrogen is removed even though is not bonded to the beta-carbon with the fewest hydrogens.

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