Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Question
Chapter 6, Problem 2CTQ
(a)
Interpretation Introduction
Interpretation:
The explanation for name eclipsed and staggered should be given.
Concept Introduction:
The spatial arrangement of atoms in a molecule obtained by rotation around carbon - carbon single bond is known as conformation.
(b)
Interpretation Introduction
Interpretation:
The explanation for favorability of staggered conformation over eclipsed conformation should be given.
Concept Introduction:
The spatial arrangement of atoms in a molecule obtained by rotation around carbon - carbon single bond is known as conformation.
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a. Which is more stable; cis-1,3-dimethylcyclohexane or trans-1,3-
dimethylcyclohexane?
i. Draw chair configuration of cis-1,3-dimthylcyclohexane and its alternate
chair. conformation shown above.
ii. Of the two chair conformation, which is more stable? Explain:.
iii. Draw chair configuration of trans-1,3-dimethylcyclohexane and its
alternate chair, conformation shown above.
iv. Of the two chair conformation, which is more stable? Explain.
v. Which is more stable overall, cis or trans form?
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.
Imagine 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.
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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- Please answer this NEATLY, COMPLETELY, and CORRECTLY for an UPVOTE. a.) Draw the most stable sawhorse conformation of cis-1,3-diphenylcyclohexane.b.) Draw the structure of meso-1,2-dimethylcyclopentane.arrow_forwardConsider compound Q shown below (trimethylcyclohexane isomer). compound Q Which of the following is the most stable conformation of compound Q? E ||| CH3 Select one: O A. II B. I O C. III D. IV H CH3 CH3 H H CH3 CH3 H CH3 || H CH3 CH3 H CH3 CH3 CH3 IV CH3 "f H Harrow_forward1. Estimate the relative stabilities of the 4 conformationseclipsed and eclipsed n-pentane by drawing the corresponding Newman projections in descending order according to their stability. Place the most stable or lowest energy on the left. 2. Explain what the difference in energy between the most stable and the least stable is due to. 3. What is the difference in stability between the two staggered conformations?arrow_forward
- a) i) Draw the Newman projections for the conformations of ethane (staggered and eclipsed) 2. Which is higher in energy? Which is more stable? 3. Next to each conformer, draw the equivalent ‘sideways’ view, using wedged bondsarrow_forward5) relationship between the pairs of structures. NOTE: Each term may be used more than Choose the term from the five terms listed below that BEST describes the once and not all terms need be used. Identical Diastereomers Enantiomers Constitutional isomers Not isomers CH3 CH3 ÇI H3C-Br CH3 Br -CI H,C. D-H H3C- Br H- -D Br CH3 -CI ČH3 OH H3C, CHO OHC, OH OH H. HO CHO OHC CH3 H. OH ÓHarrow_forwardEthane spends all its time in the staggered conformation because it has the lowest potential energy. a. True b. False c. Neitherarrow_forward
- Pls do fast within 5 minutes and i will give like for sure Solution must be in typed form 1. The alcohol group is axial or equatorial. 2. The methyl group is axial or equatorial. 3. The substituents are trans or cis. 4. The given chair conformation is higher/equal/lower in energy than the flipped conformation (not provided). 5. When drawing a planar form of the cyclohexane given, the methyl group would be wedged or dashed.arrow_forward4) Draw an alkene (minimum of 4 carbons) that is in the E conformation and a different alkene (also 4 carbon minimum) that is in the Z conformation. Provide an explanation as to what makes it E or Z.arrow_forward1. Compound 1 is one isomer of 1,3-dicholoro-2,4,6-triisopropylcyclohexane. a) Draw both chair conformations of compound 1. State which is more stable. (An isopropyl group should be treated as 'larger' than a chloro group.) b) Draw the most stable achiral stereoisomer of this compound, in its most stable conformation. c) Draw the most stable chiral stereoisomer of this compound, in its most stable conformation. i-Pr i-Pr 1 i-Pr 'CIarrow_forward
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