Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 4, Problem 102P
a. Draw the two chair conformers for each of the stereoisomers of trans-l·tert-bucyl-3·methylcyclohexane.
b. for each pair, indicate which conformer is more stable.
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Consider 1,2-dimethylcyclohexane.
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Chapter 4 Solutions
Organic Chemistry (8th Edition)
Ch. 4.1 - Prob. 2PCh. 4.1 - Prob. 3PCh. 4.1 - Prob. 4PCh. 4.1 - Prob. 5PCh. 4.1 - Which of the roll owing compounds have a dipole...Ch. 4.2 - Draw and label the E and Z isomers for each of the...Ch. 4.2 - Assign relative priorities to each set of...Ch. 4.2 - Tamoxifen slows the growth of some breast tumors...Ch. 4.2 - Prob. 10PCh. 4.2 - Name each of the following:
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- 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.arrow_forwardUse your answers from Problem 2.48 to complete the table showing correlations between cis,trans and axial,equatorial for disubstituted derivatives of cyclohexane. Draw the alternative chair conformations for the cis and trans isomers of 1,2-dimethylcyclohexane, 1,3-dimethylcyclohexane, 1,4-dimethylcyclohexane. (a) Indicate by a label whether each methyl group is axial or equatorial.arrow_forwardDraw the structures of the two chair conformations of trans-1-tert-butyl-4-ethylcyclohexane. Which conformation is more stable? Explain your answer.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_forward1. Draw both chair conformations of cis-1,2-dimethylcyclohexane. What is the H3C- C1-C2-CH3 dihedral angle (torsion angle) for both chair conformations? Which conformer is more stable?arrow_forwardWhich statement is true about these conformers? H. H. H H CH3 H3C H. H,C H,C H. H. A O A and B are equally stable O Difficult to predict O A more stable than B ) B more stable thanarrow_forward
- 3) Draw a cyclohexane chair with 3 substituents in the most stable conformation. Explain why the conformation you've chosen is the most stable.arrow_forwardCompare the following conformers of 1-fluoropropan-1-ol. Match each conformer to their corresponding relative energy. Recall, the more stable the conformer the lower the energy. OH CH3 'F 2. HOH 2nd Highest Energy H 2nd Lowest Energy H3C 3. H. ОН Lowest Energy H 'F Highest Energy ČH3 4. H3C, OH 'F 1. >arrow_forwardDraw the two chair conformations of cis-1-chloro-4-methylcyclohexane. Which of the conformers is more stable?arrow_forward
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