3. Draw both chair conformations of the six membered rings below and circle the lowest energy conformation. If they are equal in energy circle both structures. Draw out all of the H atoms on your chair structure and clearly indicate the directionality for all of the H and non-H substituents. a) b) c) Bri OH

3. Draw both chair conformations of the six membered rings below and circle the lowest energy conformation. If they are equal in energy circle both structures. Draw out all of the H atoms on your chair structure and clearly indicate the directionality for all of the H and non-H substituents. a) b) c) Bri OH

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 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.
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?
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
a) Draw the chair conformations of 1, 4 – ditertbutyl cyclohexane and all of its ring flips.b) Determine the most stable and least stable conformations. Explain your answer.
For the molecule shown below, draw both chair conformations and circle which is the lower energy conformer. F F
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
For the the structure shown below, Part A) Draw the Newman projections and 3-D sawhorse structures corresponding to the lowest and highest energy conformations for rotation around the C2-C3 bond. Draw the Newman projections looking FROM THE C2 CARBON TO THE C3 CARBON (i.e. with the C2 carbon in the "front"). Part B) Determine the energy difference between the lowest and highest conformations, and be sure to clearly show each energy contribution that you are including in your calculation. 2,3-dimethylpentane ECLIPSING Interactions AB Energy kcal/mol H/H 1.0 H / Me 1.4 H/Et 1.5 H/i-Pr 1.6 H/t-Bu 3.0 Me / Me 2.6 Me / Et 2.7 Me/i-Pr 3.0 GAUCHE A. Interactions Me / Me Me / Et Me / i-Pr Me / t-Bu Et / Et Et / -Pr Et/t-Bu i-Pr/i-Pr B Energy kcal/mol 0.9 0.95 1.1 2.7 1.1 1.6 3.0 2.0
For the the structure shown below, Part A) Draw the Newman projections and 3-D sawhorse structures corresponding to the lowest and highest energy conformations for rotation around the C2-C3 bond. Draw the Newman projections looking FROM THE C2 CARBON TO THE C3 CARBON (i.e. with the C2 carbon in the "front"). Part B) Determine the energy difference between the lowest and highest conformations, and be sure to clearly show each energy contribution that you are including in your calculation. Lowest Energy Conformation 3-D sawhorse Newman ECLIPSING Interactions AB H/H H/Me H / Et H/i-Pr Energy kcal/mol 1.0 1.4 1.5 1.6 H/ t-Bu 3.0 Me / Me 2.6 Me / Et 2.7 Mei-Pr 3.0 GAUCHE A. Interactions Me / Me Me / Et Me / i-Pr Me / t-Bu Et / Et Et/i-Pr Et / t-Bu i-Pr/i-Pr 3-D sawhorse Energy kcal/mol Newman 0.9 0.95 1.1 2.7 1.1 1.6 Highest Energy Conformation 3.0 2.0
Q6. Draw both chair conformations for the following compound (Carbons atoms are numbered in the chair structures for your convenience. Idențify the more stable conformation. .... 6.
For each attached compound drawn below:a.) Draw representations for the cis and trans isomers using a hexagon for the six-membered ring, and wedges and dashed wedges for substituents.b.) Draw the two possible chair conformations for the cis isomer. Which conformation, if either, is more stable?c.) Draw the two possible chair conformations for the trans isomer. Which conformation, if either, is more stable?d.) Which isomer, cis or trans, is more stable and why?
, draw its and then in the 2. For (1R, 2S, 4R)-4-tert-buyl-1-ethyl-2-methylcyclohexane: draw its correct skeletal structure most stable conformer first showing the Hydrogens that are directly attached to the ring last stusture omit the hydrogens that are directly connected to the ring and draw the correct positions of the three alkyl groups in skeletal representation. Draw all bonds with the same length! 5. draw the correct skeletal structure here showing stereochemistry on this chair draw the most stable conformer including the H's directly attached to the ring on this chair draw only the alkyl groups, all bonds same lenght