Question 4 Rank the carbocations in Figure 4 in order of increasing stability. Format of answer. A

Draw bith the higher molecular weight prlduct and the lowe weight product

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Draw an arrow on the carbocation in the box on the left to show how it rearranges to the carbocation in the box on the right.

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6) Rank the stability of the following carbocations (1 = most stable) To

Draw three additional reasonable resonance structures of carbocation A below, using appropriate curved arrow notation to show electron movement.

Build a model of methylcyclohexane, and use the model to complete the following Newmanprojections of methylcyclohexane in the chair conformation: a. When the methyl group is in an axial or equatorial (circle one) position, the molecule is inits lowest potential energy conformation. b. Label one Newman projection above anti and the other gauche to describe the relationshipbetween the methyl group and C3 of the ring. c. In general, which is a lower PE conformation, anti or gauche? d. Explain how your answer to b and c provide an explanation for why it is more favorable fora large group to be in an equatorial than an axial position.

Draw both resonance structures of the most stable carbocation intermediate in the reaction shown. Do not include the halide anion. Let Marvin JS adjust the number of hydrogens automatically as you use the charge tool to specify formal charge. + HCI Marvin JS - Troubleshooting Marvin JS - Compatibility

Draw a curved arrow mechanism for the substitution reaction that will occur with the alkyl halide and nucleophile below, adding steps as necessary. Be sure to include all nonbonding electrons and all nonzero formal charges, and show all species that react or are formed in this reaction.