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

Rank from least stable to most stable

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

6. Rank the alkenes in order of increasing stability. (1 = least stable, 4 = most stable)

pls help

3. Draw all possible monobromination products (including stereoisomers) for the following molecule and circle the major product(s). II CI NBS hv

Rank the alkenes shown below based on stability, should be indicated as (most stable (left) to least stable right): i.e.: A > B > C > D

4. Explain why one of the carbocations below is much more stable than the other. Illustrate with an appropriate orbital overlap picture. stable unstable

[Review Topics] Draw a structural formula for 2,2-dichlorocycloheptanol. • Show stereochemistry only if given in the name. • If a group is achiral, do not use wedged or hashed bonds on it. • In cases where there is more than one answer, just draw one. P. opy aste [F ChemDoodle