Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 5.7, Problem 21P
Compounds E and F are two isomers of 2, 3-dibromopentane drawn in staggered conformations.
Which compounds (A-D) in Figure 5.8 are identical to E and F?
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Answer (Total # of Conformers of A):
6-Levels of stability from the most stable of A:
The sixth most stable
conformer of A:
9-Levels that is unstable from the most unstable of A
5-levels of instability from the most unstable of A
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Conformers of A that is representative of B:
Compounds E and F are two isomers of 2,3-dibromopentane drawn in staggered conformations. Which compounds (A–D) in Figure 5.8 are identical to E and F?
compounds E and F are two isomers of 2,3-dibromopentane drawn in staggered
conformations. Which compounds (A-D) in Figure 5.8 are identical to E and F?
Br
Br
Br
Br
Chapter 5 Solutions
Organic Chemistry (6th Edition)
Ch. 5.1 - Prob. 1PCh. 5.2 - Prob. 2PCh. 5.3 - Draw the mirror image of each compound. Label each...Ch. 5.3 - Prob. 4PCh. 5.3 - A molecule is achiral if it has a plane of...Ch. 5.6 - Prob. 17PCh. 5.6 - Prob. 18PCh. 5.7 - Prob. 19PCh. 5.7 - Prob. 20PCh. 5.7 - Problem 5.18 Compounds E and F are two isomers of...
Ch. 5.8 - Prob. 22PCh. 5.8 - Prob. 23PCh. 5.8 - Prob. 24PCh. 5.9 - Prob. 25PCh. 5.9 - Prob. 26PCh. 5.9 - Prob. 27PCh. 5.10 - Which of the following cyclic molecules are meso...Ch. 5.10 - Prob. 29PCh. 5.11 - Prob. 30PCh. 5.12 - Problem 5.28 The amino acid has the physical...Ch. 5.12 - Prob. 32PCh. 5.12 - Prob. 33PCh. 5.12 - Prob. 34PCh. 5.12 - Prob. 35PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Prob. 41PCh. 5 - Prob. 42PCh. 5 - 5.40 Determine if each compound is identical to or...Ch. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Prob. 48PCh. 5 - Prob. 52PCh. 5 - Prob. 56PCh. 5 - Prob. 61PCh. 5 - Prob. 67PCh. 5 - Prob. 68PCh. 5 - Prob. 69PCh. 5 -
5.67 Artemisinin and mefloquine are widely used...Ch. 5 - 5.68 Saquinavir (trade name Invirase) is a...Ch. 5 - Prob. 72P
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- On the more stable conformations (number one part A drawing), can you label each of the carbons as primary, secondary, tertiary, or quaternary.arrow_forwardWhich conformation of ethane is more stable?arrow_forward3) Draw a cyclohexane chair with 3 substituents in the most stable conformation. Explain why the conformation you've chosen is the most stable.arrow_forward
- Which of the following is the highest energy chair conformer of the most stable isomer of 1-ethyl-2,4-dimethylcyclohexane? A | B II C) III IV = || ||| > INarrow_forwardHow to solve this question? Would the most stable conformation be staggered (and is it gauche or anti? I can't tell), and the least stable be eclipsed? Not sure how to draw these structures.arrow_forwardPart F. Draw the most stable sawhorse conformation of cis-1,3- diphenylcyclohexane. Part G. Draw the structure of meso-1,2-dimethylcyclopentane.arrow_forward
- Consider pentane, C5H12. Looking through the internal C3-C4single bond, draw thesix Newman projections (where the angle between two bonds as you look through the C3and C4bond is either 0°or 60°of the different conformations. Label the conformers/rotamers using I, II, etc. a.Which conformer is the most stable? the least stable? b.Which rotamer is the anticonformer? the gaucheconformer? c.Draw the anticonformer in saw horse projection.arrow_forwarda. Draw the lowest energy conformation for the compound shown in the image. b. Draw the complete structural formula of the following compound: cis-1-bromo-3-chlorocyclohexane.arrow_forwardConsider 1,2-dimethylcyclohexane. a.Draw structures for the cis and trans isomers using a hexagon for the sixmembered ring. 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?arrow_forward
- 5. Draw the two chair conformations ("ring filips") of trans –1- ethyl-4-methylcyclohexane to show the axial and equatorial substituents (including all hydrogens). Then determine which of the two conformations is more stable and why.arrow_forwardWhy 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?arrow_forwardDraw the two chair conformations for ethylcyclohexane. Which is more stable?arrow_forward
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