Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Textbook Question
Chapter 6, Problem 4E
Consider the molecule 1-bromo-2-methylbutane.
a. The lowest potential energy conformation.
b. The highest potential energy staggered conformation.
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For the 1,2-dichlorocyclohexane stereoisomers, which conformation of the trans stereoisomer has the lower energy, the diaxial or the diequatorial conformer? Which isomer and conformation of the three you built has the lowest energy? E of all the isomers of 1,2-dichlorocyclohexane. Explain the differences in energy, i.e., identify the sources of strain in the conformations you built. Show the sources of strain in a drawing.
Create a conformational analysis using the molecule in the picture. Follow the instruction in the picture when you transform the molecule into its Newman projection. Which conformer is the most unstable? Explain.
For 1,2-dichloroethane: (
Q.) Which eclipsed conformation(s) has (have) the lowest energy? Which has (have) the highest energy?
Chapter 6 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 6 - Prob. 1CTQCh. 6 - Prob. 2CTQCh. 6 - Prob. 4CTQCh. 6 - Prob. 5CTQCh. 6 - Complete this graph of relative potential energy...Ch. 6 - Prob. 7CTQCh. 6 - Prob. 8CTQCh. 6 - Prob. 9CTQCh. 6 - Consider the Newman projection below. a. Draw a...Ch. 6 - Draw a Newman projection showing the lowest P.E....
Ch. 6 - Prob. 12CTQCh. 6 - Prob. 13CTQCh. 6 - In skeletal representations the hydrogens are not...Ch. 6 - Prob. 15CTQCh. 6 - Prob. 16CTQCh. 6 - Prob. 17CTQCh. 6 - Prob. 19CTQCh. 6 - Prob. 20CTQCh. 6 - Prob. 21CTQCh. 6 - Prob. 22CTQCh. 6 - Prob. 23CTQCh. 6 - Draw a constitutional isomer of pentane,...Ch. 6 - How many H’s are lost from the molecular formula...Ch. 6 - How many ifs are lost from the molecular formula...Ch. 6 - Prob. 27CTQCh. 6 - What is the degree of unsaturation for the example...Ch. 6 - Without counting hydrogens, determine which one of...Ch. 6 - Determine the degree of unsaturation (and draw a...Ch. 6 - a model of each molecule shown above: Is the...Ch. 6 - Prob. 32CTQCh. 6 - Prob. 33CTQCh. 6 - Label each double bond E, Z, or neither. (It may...Ch. 6 - Prob. 35CTQCh. 6 - Prob. 36CTQCh. 6 - Indicate the relationship between each pair....Ch. 6 - Prob. 38CTQCh. 6 - Prob. 1ECh. 6 - Prob. 2ECh. 6 - Using your model of butane (CH3CH2CH2CH3) ,...Ch. 6 - Consider the molecule 1-bromo-2-methylbutane. C3...Ch. 6 - Prob. 5ECh. 6 - Prob. 8ECh. 6 - Prob. 9ECh. 6 - Prob. 10ECh. 6 - Prob. 11ECh. 6 - Prob. 12ECh. 6 - Prob. 13ECh. 6 - Prob. 15ECh. 6 - Prob. 16ECh. 6 - Prob. 17ECh. 6 - Prob. 18ECh. 6 - Prob. 19ECh. 6 - Prob. 20ECh. 6 - Prob. 21ECh. 6 - Double bonds do not rotate freely under normal...Ch. 6 - up an example (not appearing in this ChemActivity)...Ch. 6 - Prob. 24ECh. 6 - Prob. 25E
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- Consider the Newman projection below. a. Draw a full Lewis structure of this molecule with R1=Me,R2=Et , and R3=iPr . b. Given the sizes of these R groups (R3R2R1) , does the Newman projection above show thelowest potential energy conformation of this bond? If not, draw a Newman projectionshowing the lowest P.E. conformation (sighting down this same bond). c. To draw a Newman projection in the lowest P.E. conformation, the following rule of thumbusually applies: Place the largest group on the front carbon anti to the largest group on theback carbon. Is your answer to the previous question consistent with this rule of thumb?arrow_forwardIn this molecule’s other chair conformation, how many (non H) axial positions are there?arrow_forwardUsing your model, construct an energy diagram to show the variation in the free energy of the molecule as the FRONT ATOM is rotated CLOCKWISE from 0º to 360º in 60º increments. In your energy diagram, you should clearly show the relative energies of each conformer.arrow_forward
- Draw most stable chair conformation for cis-1-tert-butyl-4-methylcyclohexane in the image below.arrow_forwardGiven the compounds below, which is the more stable one based on their chair conformation?arrow_forwardDraw a Newman projection for two more staggered conformations of this molecule. Which of your conformations is most stable? Assume that -OH and -CH3 are comparable in size.arrow_forward
- Create a conformational analysis using the molecule in the picture. Follow the instruction in the picture when you transform the molecule into its Newman projection. Which conformer is the most stable? Explain.arrow_forwardWhich conformation shown below is the most stable conformation of 2-methylbutane?arrow_forwardStarting from the Newman projection below, rotate the back carbon to provide the structure in a gauge staggered conformation.arrow_forward
- why is this the chair conformation for the cyclohexane? also is the chair conformation cis or transarrow_forwardFor every structure below, draw the most stable chair conformation. Where two or more conformations are equally stable, draw both.arrow_forwardDraw all the conformers of methyl cylobutane and also the corresponding energy profilearrow_forward
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