b) Draw the Newman projections of all conformations of this haloalkane looking down the indicated C-C bond. 5. front C F b) Complete the conformational analysis energy diagram showing the relative energies of the conformations. (Label your conformations above (A, B, C, etc.), and then label them the same way on the curve you draw below.) Make sure the relative stability between all of vour conformers is clear.

b) Draw the Newman projections of all conformations of this haloalkane looking down the indicated C-C bond. 5. front C F b) Complete the conformational analysis energy diagram showing the relative energies of the conformations. (Label your conformations above (A, B, C, etc.), and then label them the same way on the curve you draw below.) Make sure the relative stability between all of vour conformers is clear.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter6: Alkanes & Alkenes

Section: Chapter Questions

Problem 10CTQ: Consider the Newman projection below. a. Draw a full Lewis structure of this molecule with...

See similar textbooks

Similar questions

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.
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.
Consider the Newman projection below. a. Draw a full Lewis structure of this molecule with R1=Me,R2=Et , and R3=iPr . b. Given the sizes of these R groups (R3R2R1) , does the Newman projection above show thelowest potential energy conformation of this bond? If not, draw a Newman projectionshowing the lowest P.E. conformation (sighting down this same bond). c. To draw a Newman projection in the lowest P.E. conformation, the following rule of thumbusually applies: Place the largest group on the front carbon anti to the largest group on theback carbon. Is your answer to the previous question consistent with this rule of thumb?
4. Draw the most stable conformation for each of the following substituted cyclohexanes; then, in each case, flip the ring and redraw the molecular in the higher energy chair conformation. Shown all conformation in Newman projections. Fill in hydrogens to indicate unsubstituted carbons. a) b) most stable conformation: # higher energy conformation: most stable conformation: higher energy conformation: 00 Do po
2. *)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
1. Compound 1 is one isomer of 1,3-dicholoro-2,4,6-triisopropylcyclohexane. a) Draw both chair conformations of compound 1. State which is more stable. (An isopropyl group should be treated as 'larger' than a chloro group.) b) Draw the most stable achiral stereoisomer of this compound, in its most stable conformation. c) Draw the most stable chiral stereoisomer of this compound, in its most stable conformation. i-Pr i-Pr 1 i-Pr 'CI
a) i) Draw the Newman projections for the conformations of ethane (staggered and eclipsed) 2. Which is higher in energy? Which is more stable? 3. Next to each conformer, draw the equivalent ‘sideways’ view, using wedged bonds
3. For pentane draw Newman projections for the Syn-periplanar, conformation. the Anti- periplanar conformation and a Gauche conformation. Use C2 as the front carbon and C3 as the back carbon. Label each conformation, circle the highest energy conformation and underline the lowest energy conformation.
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 CH3
Draw Newman projects of all the staggered conformations for the molecule below looking along the bolded bond in the direction indicated by the arrow. The carbon closest to the arrow should be the front carbon of your Newman projection. (I am confused on how to approach these problems)
5. If two groups in a disubstituted cyclohexane are not the same, then the more stable conformation is the one in which the largest group is equatorial. Draw the most stable chair conformation for each of the following compounds. Use the given templates. Note that the carbon numbers are given and each template has the carbon numbers placed differently. (a) a. cis-1-tert-butyl-4-methylcyclohexane b. trans-1-tert-butyl-4-methylcyclohexane c. trans-1-isopropyl-3-methylcyclohexane 4 5 6 3 2 (b) 3 4 5 2 1 6 (c) 3 2 1 4 6 5
Q2. 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-Bu