Solutions Manual for Organic Chemistry
10th Edition
ISBN: 9781259636387
Author: Carey Dr., Francis A
Publisher: McGraw-Hill Education
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Chapter 3.1, Problem 2P
Find the conformations in Figure
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In box C, draw the Newman projection corresponding to the wedge/slash drawing below with the perspective view shown. In box D, draw another staggered conformation that is lower in energy than the conformer in C.
Draw the Newmann projections of this molecule along the circled bond of this molecule, from the point of view of the eye. You should include and label the syn-periplanar, gauche, anticlinal and anti-periplanar conformations, and whether the conformation is staggered or eclipsed. List these four conformations from most stable to least stable?
Draw the most stable conformation of the molecule while taking into account the approximate values of the energies of the following skew interactions:
Chapter 3 Solutions
Solutions Manual for Organic Chemistry
Ch. 3.1 - Identify the alkanes corresponding to each of the...Ch. 3.1 - Find the conformations in Figure 3.4 in which the...Ch. 3.2 - Sketch a potential energy diagram for rotation...Ch. 3.2 - Acetylcholine is a neurotransmitter in the central...Ch. 3.2 - Prob. 5PCh. 3.5 - The heats of combustion of ethylcyclopropane and...Ch. 3.8 - Prob. 7PCh. 3.10 - The following questions relate to a cyclohexane...Ch. 3.10 - Draw the most stable conformation of...Ch. 3.11 - Prob. 10P
Ch. 3.11 - Prob. 11PCh. 3.12 - Based on what you know about disubstituted...Ch. 3.12 - Write structural formulas for the most stable...Ch. 3.14 - Cubane (C4H8) is the common name of the polycyclic...Ch. 3.14 - Prob. 15PCh. 3.14 - Prob. 16PCh. 3.14 - Prob. 17PCh. 3.14 - Prob. 18PCh. 3.15 - Prob. 19PCh. 3 - Give the IUPAC names of each of the following: (a)...Ch. 3 - Draw Newman projections for the gauche and...Ch. 3 - Identify all atoms that are (a) anti and (b)...Ch. 3 - Prob. 23PCh. 3 - Prob. 24PCh. 3 - Prob. 25PCh. 3 - Prob. 26PCh. 3 - Prob. 27PCh. 3 - Prob. 28PCh. 3 - Oxidation of 4-tert-butylthiane proceeds according...Ch. 3 - The following are representations of two forms of...Ch. 3 - Draw (a) a Newman projection of the most stable...Ch. 3 - Write a structural formula for the most stable...Ch. 3 - Sight down the C-2-C-3 bond, and draw Newman...Ch. 3 - Prob. 34PCh. 3 - Sketch an approximate potential energy diagram for...Ch. 3 - Prob. 36PCh. 3 - Even though the methyl group occupies an...Ch. 3 - Which do you expect to be the more stable...Ch. 3 - Arrange the trimethylcyclohexane isomers shown in...Ch. 3 - Identify the more stable stereoisomer in each of...Ch. 3 - One stereoisomer of 1,1,3,5-tetramethylcyclohexane...Ch. 3 - One of the following two stereoisomers is...Ch. 3 - In each of the following groups of compounds,...Ch. 3 - The heats of combustion of the more and less...Ch. 3 - The measured dipole moment of ClCH2CH2Cl is 1.12D....Ch. 3 - Prob. 46PCh. 3 - Prob. 47PCh. 3 - Prob. 48DSPCh. 3 - Prob. 49DSPCh. 3 - Prob. 50DSPCh. 3 - Prob. 51DSPCh. 3 - Prob. 52DSPCh. 3 - Prob. 53DSP
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- Consider the substituted cyclohexane shown in the ball-and-stick model. (See attached) Draw the second possible conformation in the chair form, and classifyit as more stable or less stable than the conformation shown in thethree-dimensional model ?arrow_forwardStarting from the Newman projection below, rotate the back carbon to provide the structure in a gauge staggered conformation.arrow_forwardFor 1,2-dichloroethane: ( Q.) Which eclipsed conformation(s) has (have) the lowest energy? Which has (have) the highest energy?arrow_forward
- For the following molecule, draw both chair conformations. Using the rules of cyclohexane substituent stability, circle which is the more stable of the twoarrow_forwardRotate the back carbon to provide the structure with the least stable conformationarrow_forwardSpecify the types of strain that destabilize the conformer shown below. Hint: All bonds not explicitly shown are in the staggered conformation.arrow_forward
- Classify attached conformation as staggered or eclipsed around theindicated bond, and rank the conformations in order of increasingstability.arrow_forwardDraw both chair conformers for the following molecule and circle the most stable conformation.arrow_forwardHow to solve this question? Would the most stable conformation be staggered (and is it gauche or anti? I can't tell), and the least stable be eclipsed? Not sure how to draw these structures.arrow_forward
- How do you account for the difference in energies between the two staggered conformations of 1,2-dichloroethane? How about for the two eclipsed conformations? Draw all four conformations and, on your drawing, indicate sources of strain – torsional, steric (gauche), steric eclipsed.arrow_forwardIn this molecule’s other chair conformation, how many (non H) axial positions are there?arrow_forwardFor every structure below, draw the most stable chair conformation. Where two or more conformations are equally stable, draw both.arrow_forward
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Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
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