Identify the correct Newman projection for each conformation of the compound below: Hint: You have to draw two connected Newman projections for each highlighted bond. Please type your answer as a letter: A, B, C, D,..., or I. Br H,C H A H H.C. H D Br G CH₂ H Br H H CI Br B xx E H Br CH₂ H&C H H Br CH C CH F Br I H Br CH₂ H To answer it correctly: (a) Draw both chair conformations. (b) Determine which chair conformation is more stable. Make sure to keep track of the highlighted bonds in green color. (c) Draw two connected Newman projections for each highlighted bond for each conformation. (d) Fill in the blanks below: The answer for the more stable chair conformation: Hint: More stable conformation means there are more equatorial substituents than axial. The answer for the less stable chair conformation: O Hint: Less stable conformation means there are more axial substituents than equatorial.

Identify the correct Newman projection for each conformation of the compound below: Hint: You have to draw two connected Newman projections for each highlighted bond. Please type your answer as a letter: A, B, C, D,..., or I. Br H,C H A H H.C. H D Br G CH₂ H Br H H CI Br B xx E H Br CH₂ H&C H H Br CH C CH F Br I H Br CH₂ H To answer it correctly: (a) Draw both chair conformations. (b) Determine which chair conformation is more stable. Make sure to keep track of the highlighted bonds in green color. (c) Draw two connected Newman projections for each highlighted bond for each conformation. (d) Fill in the blanks below: The answer for the more stable chair conformation: Hint: More stable conformation means there are more equatorial substituents than axial. The answer for the less stable chair conformation: O Hint: Less stable conformation means there are more axial substituents than equatorial.

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...

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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?
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.
Imagine that this worksheet has sucked you the plane of the page, and you are now facing the indicated bond of the drawn molecule. a. Draw the six main Newman projections for the indicated bond: three eclipsed, three staggered. b. Label which conformers are eclipsed ands taggered.c. Identify the most and least stable conformer, and explain your reasoning.
Draw one chair conformer of (1S,2R,4R)-4-chloro-2-methylcyclohexan-1-ol. Include all groups of the three stereocenters, but no other hydrogens.
Then draw the most stable and least stable Newman projection conformation from the C4-C5 bond in the molecule above
Following is a staggered conformation for one of the enantiomers of 2-butanol Q. viewed along the bond between carbons 2 and 3, draw a Newman projection for this staggered conformation.
a) Sighting down the C3-C4 bond, draw the gauche (60 degrees) and anti (180 degrees) Newman projections of 2,4-dimethylhexane. b) Circle the conformation that you drew that is lower energy.
Why is this chair conformation the most stable trans-1-chloro-3-flurocyclohexane? Wouldn't the conformation with Cl & F in equatorial positions be the most stable conformation?
Please do parts A and B Consider (2R,3R)-2,3-diidobutane: (a) Draw a Fischer Projection of this structure with C1 on top and C4 on bottom. (b) Draw a Newman Projection of of the meso compound of 2,3-dibromobutane looking down the C2-C3 bond with C2 in front, and label your asymmetric carbons as S or R.
Draw (1R,3S)-1,3-dimethylcyclohexane, in its minimum energy conformation. Then draw the Newman Projection for this structure with the correct stereochemistry and in its minimum energy state.
Draw 2-methyl-4-sec-butyl cyclohexane in its chair conformation. Then draw the same molecule after a chair flip has occurred. Furthermore, provide the Newman projection for the most stable conformation.
Draw the Newman projections of the three p0ssible staggered c0nf0rmati0ns 0f 2,3-dimethylbutane, viewed through the C2—C3 b0nd. What are the relative energies 0f each conformation?