Question is attached. Thank you 5. Draw the two chair conformations of each of the following compounds. In each case, circlethe one that is more stable. (9 pts)a)اسb) (1R,2S,4S)-2-bromo-4-ethyl-1-isopropylcyclohexanec) (1R,2R,3S,4S)-2-bromo-3-(tert-butyl)-4-chloro-1-fluorocyclohexane

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Answered: 5. Draw the two chair conformations of…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter12: Chirality

Section: Chapter Questions

Problem 8E

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2. Draw the two chair conformations of cis-1-ethyl-4-methylcyclohexane, and determine which of the two conformations is more stable, and why. Remember to draw in all hydrogens. (2) ba195ta 1o (3) b
2. a) Draw the most stable chair conformation of cis 1-isobutyl-2-methylcyclohexane. b) Draw a Newman projection of the best conformation of 2,3-difluorobutane looking down the C2-C3 bond. 3. Compound X has the formula C46H90O4. Compound X reacts with excess H2/Pd to give C46H9204. How many rings does compound X have? Show how you got your answer. 4. For each pair state whether the two are a) the same molecule, b) different compounds that are not isomers, c) constitutional isomers, d) diastereomers, or e) enantiomers. A) B) ÇH3 CH3 Br Br HS CI CI- SH H Br Br CH3 CH3
2. Draw the most stable conformation of the following: (a) trans-1-butyl-3-methylcyclohexane (b) trans-1-t-butyl-4-methylcyclohexane Which isomer is more stable? Why?
NH₂ 18. Draw the above compound in its most stable chair conformation and provide reasoning for why it is the most stable.
Which do you expect to be the more stable conformation of cis-1,3-dimethylcyclobutane, A or B? Why?
10. Rank the indicated conformations in order of decreasing stability (from L-R). CH₂ CH3 н CH, Н CH(CH3)2 Н H CH, CH₂ CH(CH3)2 A Н B (H,C) HC C -H CH3
Identify the correct stereoisomer and the most stable conformation of the following compound. CH(CH3)2 CH₂ A) H₂C. B) H C) H3C. D) H H CH3 H CH3 Multiple Choice H H CH(CH3)2 CH(CH3)2 CH(CH3)2 H H CH(CH3)2
For every structure below, draw the most stable chair conformation. Where two or more conformations are equally stable, draw both.
(a) Draw all stereoisomers formed by monochlorination of the cis and trans isomers of 1,2-dimethylcyclobutane drawn below. (b) How many constitutional isomers are formed in each reaction? (c) Label any pairs of enantiomers formed.
There are three diastereomers of 2-bromo-1,3-dimethylcyclohexane. (a) Using the orientation of the chair conformation shown below, draw all three diastereomers of 2-bromo-1,3-dimethyleyclohexane. Follow the numbering given when placing the positions of the two methyl groups and make sure that the bromine leaving group remains in the axial position as shown. 1 2 3 Br Diastereomer 1 Diastereomer 2 Diastereomer 3 (b) Only 2 of these diastereomers undergo an E2 reaction with HO-. Based on the nature of the required transition states for E2 reactions, indicate with an asterisks *, which of the ones you drew in part (a) above undergoes an E2 reaction? (c) The diastereomer that does not undergo an E2 reaction, reacts with HO to form the SN2 product instead. Draw the structure of this SN2 product.
3 13. Which Newman projection represents the least stable conformation for cis-1-t-butyl-4- methylcyclohexane? B D H

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5. Draw the two chair conformations of each of the following compounds. In each case, circle the one that is more stable. (9 pts) a) اس b) (1R,2S,4S)-2-bromo-4-ethyl-1-isopropylcyclohexane c) (1R,2R,3S,4S)-2-bromo-3-(tert-butyl)-4-chloro-1-fluorocyclohexane