Part 3: For each of the following representations of butane, determine what strain energy is involved in each Newman projection (torsional and/or steric) to explain why the first Newman projection is more stable than the second. (-Cl is smaller than any alkyl group) C. a. b. Н. H H. H I CH3 H CH3 H CH3 H CH3 H CH3 H. H H H CH3 H. H CH3 H Steric 47 CH3 H CH3 IH H CH3 Torsional CH3 CH3 II H. چاہیں CH3 is too close to CH 3 back is covered by front EHS 4 back is covere by front

Part 3: For each of the following representations of butane, determine what strain energy is involved in each Newman projection (torsional and/or steric) to explain why the first Newman projection is more stable than the second. (-Cl is smaller than any alkyl group) C. a. b. Н. H H. H I CH3 H CH3 H CH3 H CH3 H CH3 H. H H H CH3 H. H CH3 H Steric 47 CH3 H CH3 IH H CH3 Torsional CH3 CH3 II H. چاہیں CH3 is too close to CH 3 back is covered by front EHS 4 back is covere by front

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter6: Alkanes & Alkenes

Section: Chapter Questions

Problem 21CTQ

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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.
I H. H H. H Identify the Newman projection that depicts the eclipsed conformation of butane. CH3 I H CH3 H CH3 H CH3 || IV `H I H H H CH3 H H V H3C CH3 J HH H CH3 H -H CH3 FH CH3 A) I B) II C) III D) IV E) V
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 CH3
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
Consider the following structures: A. Н. H₂C CH₂ H H B. H.CCH, H₂CH C. H H CH₂ CH₂ CH₂ D. H₂C HCH₂ CH, H a. Which Newman projection above represents the lowest energy conformation of 2-methyl butane? b. Which Newman projection represents the structure with the greatest strain due to eclipsing groups?
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