4. For the following structures, draw both possible chair conformations, using a ring flip to go from one to the other, and circle the one that is most stable/lowest energy. (Hint: Use Table 4.8 in Klein.) Show all groups, including hydrogen atoms, attached to the cyclohexane ring. А. Me Me Et
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Q: H.
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- Consider the molecule 1-bromo-2-methylbutane. C3 and C4 should be drawn as Et as in theexample. This group is called an ethyl group and can be considered a sphere about twice the sizeof a methyl group. Draw the following Newman projections sighting down the C1C2 bond... a. The lowest potential energy conformation. b. The highest potential energy staggered conformation.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.b. Draw a Newman projection of the given compound H viewed from C-2 to C-3 orientated according to the first template. Then use the Newman projection to demonstrate the most stable conformation around the C2-C3 bond according to the second template. (Hint: Order of decreasing group size 'Pr > CH2CH3 > CH3 > OH > Br > H] NH2 Me Ме H 'Pr Given conformation Most stable conformation
- Consider compound Q shown below (trimethylcyclohexane isomer). compound Q Which of the following is the most stable conformation of compound Q? I ||| CH3 Select one: O A. II OB. I O C. III O. D. IV H CH3 H CH3 H H- CH3 CH3 H CHS ||| H IV CH3 H CH₁ CH3 fff, H CH3 CH3 CH3Q2. a) Draw the Newman projection of the most stable staggered conformation of 2-methylpentane, looking down the 3,4 bond. H3C c-CH2-CH2CH3 H3C´H b) The structure of cis-1-tert-butyl-3-methylcyclohexane is shown below. Draw both chair forms of this molecule, and circle the one you think is less stable. Me 't-BuConsider the cyclohexane framework in a chair conformation, where carbon 1 has two substituents, X and Y. a. Label each position as axial or equatorial. b. On the same figure, label all positions that are gauche to the Y group on carbon 1. A bin may hold more than one label. Answer Bank equatorial axial guache
- E. Draw the two ring interconversion structures each for cis and trans 1-cyclopropyl-2-ethylcyclohexane and rank all four according to stability (code: 1 = most stable to 4 = least stable). Be sure to also draw all hydrogen atoms and justify your four stability choices.Consider compound Q shown below (trimethylcyclohexane isomer). compound Q Which of the following is the most stable conformation of compound Q? E ||| CH3 Select one: O A. II B. I O C. III D. IV H CH3 CH3 H H CH3 CH3 H CH3 || H CH3 CH3 H CH3 CH3 CH3 IV CH3 "f H H2. *)Use either one of the chair cyclohexane templates I've provided below to draw the given compound in its lowest energy conformation. (Put H atoms at the ends of bonds in the template that don't point to other substituents.) H;C CH3 H.C HO
- 5. Chairs and E2 b. a. Draw the line-bond structure of (1R, 2S,3S)-1-ethyl-2-iodo-3-isopropylcyclohexane. Draw both chair flips of (1R, 2S,3S)-1-ethyl-2-iodo-3-isopropylcyclohexane. Showing all calculations, determine which is the more stable conformation. C. Which chair flip is able to undergo E2 elimination? Justify your answer. d. Show the product of such an E2 elimination using NaOEt as base.6. Newman projections to Lewis structures From the following Newman projections, draw the corresponding Lewis structure in the same conformation. A) B) H. H CH3 H₂C N H OH CI Br CH3 H OH CH31. Draw the most and least stable Newman projections for the following molecules (focus on C2 and C3). a. 2-chloro-2-fluoropentane b. 2,2-dimethylbutane c. 2-chloro-2-methylpentane d. 1,2-dibromoethane