6. For each of the following, draw the most stable chair form and identify whether the more stable stereoisomer would be the cis or the trans stereoisomer? a) trans 3-tert-butyl-1-methylcyclohexane b) Cis-2-chloro-1-ethylcyclohexane c) trans-3-butyl-1-isopropylcyclohexane d) trans-4-hydroxy-1-t-butylcyclohexane 4

6. For each of the following, draw the most stable chair form and identify whether the more stable stereoisomer would be the cis or the trans stereoisomer? a) trans 3-tert-butyl-1-methylcyclohexane b) Cis-2-chloro-1-ethylcyclohexane c) trans-3-butyl-1-isopropylcyclohexane d) trans-4-hydroxy-1-t-butylcyclohexane 4

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Consider 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?
Draw the structure of the following molecules, for which the name is given. each) 1. cyclopentylethene 2. 4-chloro-2-methylcyclohexanone 3. 3,4-dimethylcyclohexene 4. cis 3-methyl-2-pentene 5. trans-2,3-butanediol 6 most stable conformation of 1,1-dichloro-2-bromoethane
Given the structures of the following two tetramethylcyclohexanes: CH3 CH3 CH3 "CH3 CH3 CH3 A В (a) Draw the most stable chair conformation for both A and B. Which structure is lower in energy (most stable)? (b) Ring flip the above structures and draw the least stable chair conformation for both A and B. Which structure is highest in energy (least stable)?
Assume that you have a variety of cyclohexanes substituted in the positions indicated. Identify the substituents as either axial or equatorial. For example, a 1,2-cis relationship means that one substituent must be axial and one equatorial, whereas a 1,2-trans relationship means that either both substituents are axial or both are equatorial. a) 1,6-cis-disubstituted b) 1,2-trans-disubstituted c) 1,3-trans-disubstituted
4. Predict the most stable conformation of cis-1- isopropyl-4-ethylcyclohexane. A) The isopropyl group is axial and the ethyl group is equatorial. B) Both groups are axial. C) Both groups are equatorial. D) The isopropyl group is equatorial and the ethyl group is axial. E) There is no way to predict for this molecule.
Answer parts b and C
Question 2. Fill in the substituents (including hydrogens) for the chair conformation of the molecule below. Draw all your substituents relative to the carbon with the green asterisk (*). OH OH A C B E # F K H L
1
5. a-G a- Convert the following Newman projection into the bond line structural formula. Must use stereobonds to indicate the orientation of the groups. H3CO CN b- Draw the anti, gauche, and eclipsed conformations of the following molecule using Newman projection. H H H H c- i. Which cyclopropane molecule has the highest torsional strain? ii. Which cyclopropane molecule has the lowest torsional strain? C b a
3. Classify the alcohols shown below as primary, secondary, or tertiary. A) secondary B) primary C) tertiary 1) CH3 - CH2 - OH 2) CH3 | CH3 - C - CH2 - OH | CH3 3) OH | CH3 - CH - CH3 4) 5) CH3 | CH3 - C - CH2 - CH3 | OH 4. Identify the product, if any, that would form in each of the following reactions. A) CH3 - CH3 B) CH3 - CH2 - CH3 C) OH | CH3 - C H - CH3 D) O CH3 - C - OH E) CH3 - CH2 - OH 1) O CH3 – C - H 2) O CH3 - C - CH3 + H2 3) O CH3 - C - H + H2
Assume that you have a variety of cyclohexanes substituted in the positions indicated. Identify the substituents as either axial or equatorial. For example, a 1,2-cis relationship means that one substituent must be axial and one equatorial, whereas a 1,2-trans relationship means that either both substituents are axial or both are equatorial. a) 1,4-cis-disubstituted b) 1,6-cis-disubstituted c) 1,2-cis-disubstituted Submit Answer Try Another Version 6 item attempts remaining optioins fill please both axial only both equatorial only both axial or both equatorial one axial-one equatorial
3. Draw a Newman projection along the indicated bond, looking from a to b, for the following molecules for each staggered conformation. Indicate which conformation is the most stable. a) c) (CH3)3C-CH₂-CH₂-C(CH3)3 a H CH3 H -CH3 b) a