Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Question
Chapter 6, Problem 21CTQ
Interpretation Introduction
Interpretation: The conformer of given structures needs to be drawn.
Concept introduction:
Conformational isomer are those stereoisomers which can be interconverted by rotation about the single bonds without breaking bonds.
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Students have asked these similar questions
4. For the following structures, draw both possible chair
conformations, using a ring flip to go from one to the other, and
circle the one that is most stable/lowest energy. (Hint: Use
Table 4.8 in Klein.) Show all groups, including hydrogen atoms,
attached to the cyclohexane ring.
А.
Me
Me
Et
В.
Et
t-Bu
Et
. Consider the hash/wedge structure below.
a. Draw the Newman projection of the bond indicated, keeping the conformation
the same.
НО
b. Draw the Newman projection for the most stable conformation
CI
c. In the Newman projection for part b, label all gauche interactions.
\Br
A. Redraw the bond-line structure of the molecule above on a separate sheet of paper.
B. Draw a chair conformation for the molecule.
C. Draw the new chair conformation after ring inversion (ring flip).
D. Circle the most stable (lowest energy) chair conformation.
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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- a model of each molecule shown above: Is the molecule in the left box the same moleculeas the molecule in the right box? Use your models to answer the question, and recall that...arrow_forwardConsider 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.arrow_forwardDraw the stereoisomer with all trans double bonds. Draw the Lewis structures with the formal charges minimized. Do not include formal charges or electron pairs. You do not need to draw hydrogen atoms that are connected to carbon atoms. TIP: For hydrogen atoms, you only need to draw H atoms that are not bonded to carbons (i.e. O-H and N-H). Draw the other optical isomer.arrow_forward
- a) Draw one isomer of C6H14. b) Draw one isomer of C6H12- c) Draw one isomer of C6H140 that exhibits hydrogen bonding. d) Draw one isomer of C6H140 that is not capable of hydrogen bonding. BONUS: Show all locations of possible hydrogen bonding for the C6H140 isomer that you drew above in part c.arrow_forwardtof How are the molecules below related to each other? (Hint: convert each to a partially condensed structual formula). CH3 Н. HY H₂C CH3 CH3 and Н. H Select one: O A. They are stereoisomers. H H HỌC CHI CHO CH3 OB. They are constitutional isomers. d They are identical compounds. They are different compounds, not isomers.. OD. O E. They are geometrical isomers. Why does acetone [(CH3)2C=0, dipole moment = 2.69 D] have a larger dipole moment than phosgene [Cl₂C=0, dipole moment 1.17 D]? Note: electronegativities C = 2.5, Cl = 3.2, 0 = 3.5, H = 2.2arrow_forwardImagine that this worksheet has sucked you the plane of the page, and you are now facing the indicated bond of the drawn molecule. a. Draw the six main Newman projections for the indicated bond: three eclipsed, three staggered. b. Label which conformers are eclipsed ands taggered.c. Identify the most and least stable conformer, and explain your reasoning.arrow_forward
- F) Circle the letter corresponding to the relationship of each pair of structures: Identical (I), Conformers (C), Enantiomers (E) (enantiomers can have different conformations). FIRST... determine the absolute configuration of chiral centers. H. ІН' I H | H с H Me E Mearrow_forwarda. Draw the Newman projection for each molecule shown here, looking down the c-c bond indicated by the arrow. b. Which configuration do you think is more stable? Explain.arrow_forwarda. b. For the following two pairs of molecules, (1) Draw out the chair conformation for each molecule, flip the ring if it is possible. (2) Compare both molecules to circle out which one is more stable. (3) Identify their relationship as: constitutional isomer, conformational isomer, stereoisomer or identical. (4) Find all the chiral center on each molecule and label them. Br.. Ax < and and H. H H Br H Harrow_forward
- 3)- Determine the total number of conformers and draw the Chair Structures of the conformers for the Tri-substituted cyclohexane structure given below (i.e., "A"). Draw the relative energy diagram for the possible conformers for the cyclohexane structure below. Note, draw only the required structures for the conformers of A. Also, include hydrogen atoms wherever there are substituents on all of your chair conformers. Answer (Total #of Conformers): Chair Structures: Relative Energy Diagram 8 bas roll 3arrow_forwardNeed help in E and F. Are stereogenic centers suppose to have 4 different molecules surround them?arrow_forward
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