OS) GG. Draw the bond-line structural formulas corresponding to the most stable conformation of thefollowing substances: (1S, 3S)-1-bromo-3-(1-methylpropyl)cyclohexane and (15,2R,3R)-1-tert-butyl-3-chloro-2-methylcyclohexane.

Step 1: Step 2: Step 3: Step 4:

Answered: OS) G G. Draw the bond-line structural…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter7: Cycloalkanes

Section: Chapter Questions

Problem 12CTQ: Fill in the blanks: cis-1,3-Dimethylcyclohexane has two different chair conformations: one withboth...

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Consider the molecule 1-bromo-2-methylbutane. C3 and C4 should be drawn as Et as in theexample. This group is called an ethyl group and can be considered a sphere about twice the sizeof a methyl group. Draw the following Newman projections sighting down the C1C2 bond... a. The lowest potential energy conformation. b. The highest potential energy staggered conformation.
Use 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.
A trisubstituted cyclohexane with three substituents-red, green, and blue-undergoes a ring-flip to its alternate chair conformation. Identify each substituent as axial or equatorial, and show the positions occupied by the three substituents in the ring-flipped form.
The diaxial conformation of cis-1, 3-dimethylcyclohexane is approximately 23 kJ/mol (5.4 kcal/mol) less stable than the diequatorial conformation. Draw the two possible chair conformations, and suggest a reason for the large energy difference.
a model of cyclohexane in a chair conformation, and explain why the names “axial” and“equatorial’ are appropriate.
A 1, 2-cis disubstituted cyclohexane, such as cis-1, 2-dichlorocyclohexane, must have one group axial and one group equatorial. Explain.
Following is a planar hexagon representation for one isomer of 1,2,4-trimethylcyclohexane. Draw the alternative chair conformations of this compound and state which of the two is more stable.
Draw the most stable conformation of 1,4-dichlorobutane, using wedges and dashes to represent bonds coming out of the paper and going behind the paper, respectively.
Which of the following two conformations of cis-1-bromo-4-methylcyclohexane is more stable? Use the strain energy increments in the table below estimate the energy difference (a positive number) between them.
Decide which conformation in each pair of compounds is more stable
8. Arrange these conformations in order of internal energy. List the highest energy conformation first. CH H CH₁ CH₁ H,C CH H H H,C. H -H H HH H H HH H CH₁ H₁C H H 1 2 3 (A) 1>2>3>4 (C) 4>2>3>1 (B) 4>3>2>1 (D) 2>3>1>4
The most stable chair conformation of cis1-butyl-4-methylcyclohexane is CH CHs CHg D. H O D O B O A

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OS) G G. Draw the bond-line structural formulas corresponding to the most stable conformation of the following substances: (1S, 3S)-1-bromo-3-(1-methylpropyl)cyclohexane and (15,2R,3R)-1-tert-butyl-3- chloro-2-methylcyclohexane.