a. Which is more stable; cis-1,3-dimethylcyclohexane or trans-1,3- dimethylcyclohexane? i. Draw chair configuration of cis-1,3-dimthylcyclohexane and its alternate chair. conformation shown above. ii. Of the two chair conformation, which is more stable? Explain:. iii. Draw chair configuration of trans-1,3-dimethylcyclohexane and its alternate chair, conformation shown above. iv. Of the two chair conformation, which is more stable? Explain. v. Which is more stable overall, cis or trans form?

a. Which is more stable; cis-1,3-dimethylcyclohexane or trans-1,3- dimethylcyclohexane? i. Draw chair configuration of cis-1,3-dimthylcyclohexane and its alternate chair. conformation shown above. ii. Of the two chair conformation, which is more stable? Explain:. iii. Draw chair configuration of trans-1,3-dimethylcyclohexane and its alternate chair, conformation shown above. iv. Of the two chair conformation, which is more stable? Explain. v. Which is more stable overall, cis or trans form?

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter7: Cycloalkanes

Section: Chapter Questions

Problem 17E: Build a model of methylcyclohexane, and use the model to complete the following Newmanprojections of...

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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.
Fill in the blanks: cis-1,3-Dimethylcyclohexane has two different chair conformations: one withboth methyl groups in __________ positions and one with both methyl groups in ____________ positions.
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.
a model of cyclohexane in a chair conformation, and explain why the names “axial” and“equatorial’ are appropriate.
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. b. For the following two pairs of molecules, (1) Draw out the chair conformation for each molecule, flip the ring if it is possible. (2) Compare both molecules to circle out which one is more stable. (3) Identify their relationship as: constitutional isomer, conformational isomer, stereoisomer or identical. (4) Find all the chiral center on each molecule and label them. Br and ZX- and VS. H H H Br H H ∞
a. b. For the following two pairs of molecules, (1) Draw out the chair conformation for each molecule, flip the ring if it is possible. (2) Compare both molecules to circle out which one is more stable. (3) Identify their relationship as: constitutional isomer, conformational isomer, stereoisomer or identical. (4) Find all the chiral center on each molecule and label them. Br.. Ax < and and H. H H Br H H
Determine whether each Newman projection is in the staggered or eclipsed conformation. Choose.. CH3 H. H. Choose... - CI CH3 H. Choose..- CH3 H. H. Choose.. CI CH3 ( BACK Question 5 of 7 arch
4. Clearly draw both Chair Conformations. of the following molecule Xordin 5. for the Molecule in Question 4 - Circle the lowest energy Chair Conformat. TAM!
g. Draw two chair conformations of the following molecule and indicate which one is more stable. h. Draw the Newman projection of the following molecules. Classify each conformation as staggered or eclipsed around the indicated bond, and rank the conformations in order of increasing stability. CH2CH2CH3 CH3 (CH3)2CH, CH2CH2CH3 (CH3)2CH .C- CH3 CH3 CH3 A
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
Consider the images. CH3 CH3 H3C- CH3 в ČH3 A ČH3 CH3 CH3 CH3 H3C- -CH3 D E F For cis-1,3-dimethylcyclohexane, which two chair conformations are in equilibrium? D C E A F