Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 3.14, Problem 3.23P
Interpretation Introduction
Interpretation: The structure similar to Figure
Concept introduction: Newman projection determines the stereochemistry of
To determine: An explanation corresponding to the prediction of the most table isomer of decalin.
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Draw a Newman projection, similar to Figure 3-25, down the C1¬C6 bond in the equatorial conformation of methylcyclohexane. Show that the equatorial methyl group is also anti to C5.
3. Draw both chair conformations for the cyclohexane molecule shown below, and circle the
most stable conformation (the methyl group is larger than the hydroxyl group).
OH
H3C
be sure to list out all the energy strains
Chapter 3 Solutions
Organic Chemistry (9th Edition)
Ch. 3.2 - Using the general molecular formula for alkanes:...Ch. 3.3B - Name the following alkanes and haloalkanes. When...Ch. 3.3B - Write structures for the following compounds. a....Ch. 3.3B - Provide IUPAC names for the following compounds....Ch. 3.3B - Prob. 3.5PCh. 3.3B - Prob. 3.6PCh. 3.3B - Prob. 3.7PCh. 3.3B - Draw the structures of the following compounds. a....Ch. 3.3B - Without looking at the structures, give molecular...Ch. 3.4C - Prob. 3.10P
Ch. 3.7B - Prob. 3.11PCh. 3.7C - Draw a graph similar to Figure 3-9, of the...Ch. 3.8B - Draw a graph similar to Figure 3-11, of the...Ch. 3.9 - Draw a perspective representation of the most...Ch. 3.10C - Give IUPAC names for the following compounds.Ch. 3.10C - Draw the structure and give the molecular formula...Ch. 3.11 - Which of the following cycloalkanes are capable of...Ch. 3.11 - Give IUPAC names for the following cycloalkanes.Ch. 3.12B - The heat of combustion of...Ch. 3.12C - Prob. 3.20PCh. 3.13B - The cyclohexane chair shown in Figure 3-22 has the...Ch. 3.13B - Draw 1,2,3,4,5,6-hexamethylcyclohexane with all...Ch. 3.14 - Prob. 3.23PCh. 3.14 - Prob. 3.24PCh. 3.14 - Draw the most stable conformation of a....Ch. 3.15 - Prob. 3.26PCh. 3.15 - a. Draw both chair conformations of cis-1...Ch. 3.15 - Prob. 3.28PCh. 3.15A - Draw the two chair conformations of each of the...Ch. 3.15B - Draw the most stable conformation of a....Ch. 3.16A - Name the following compounds.Ch. 3.16B - Prob. 3.32PCh. 3 - Prob. 3.33SPCh. 3 - Prob. 3.34SPCh. 3 - 3-35 a. Draw and name the five cycloalkane...Ch. 3 - Draw the structure that corresponds with each...Ch. 3 - Each of the following descriptions applies to more...Ch. 3 - Write structures for a homologous series of...Ch. 3 - Prob. 3.39SPCh. 3 - Construct a graph, similar to Figure 3-11, of the...Ch. 3 - The following names are all incorrect or...Ch. 3 - In each pair of compounds, which compound has the...Ch. 3 - There are eight different five-carbon alkyl...Ch. 3 - Use a Newman projection about the indicated bond...Ch. 3 - a. Draw the two chair conformations of...Ch. 3 - Draw the two chair conformations of each compound,...Ch. 3 - Using what you know about the conformational...Ch. 3 - Prob. 3.48SPCh. 3 - Draw Newman projections along the C3C4 bond to...Ch. 3 - Prob. 3.50SPCh. 3 - The most stable form of the common sugar glucose...Ch. 3 - This is a Newman projection of a substituted...
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- From the data in Figure 4-12 and Table 4-1, estimate the percentages of molecules that have their substituents in an axial orientation for the following compounds: (a) Isopropylcyclohexane (b) Fluorocyclohexane (c) Cyclohexanecarbonitrile, C6H11CNarrow_forward4. a) Calculate the units of unsaturation for the formula C6H10O2. b) Draw a structure of C6H1002 that has no formal charges and a) ester and ring b) carboxylic acid lotfasss.com 5. A student tried to draw the most stable conformation of the molecule shown below. What is wrong with the Newman projection that they drew? view OCH 3 H H H 6. A student tried to draw one of the chair conformations of the molecule shown below. What is wrong with the chair that they drew? H3C Student answer for most stable Newman Projection H3C. CH3 H OH TH H H H UU .H OCH 3 has: c) ketone and alcohol H 7. Which type(s) of strain are present in the following molecules? (steric, torsional, angle, etc) H H O H H H H H Harrow_forward3. Draw a Newman projection for the most stable conformer of 2-cyclopentyl-6- methylheptane. Look down the C2–C3 bond in order to make your drawing.arrow_forward
- 6-8 pleasearrow_forwardSight along the C2-Cl bond of 2-methylpropane (isobutane). a. Draw a Newman projection of the most stable conformation. b. Draw a Newman projection of the least stable conformation. c. Make a graph of energy versus angle of rotation around the C2-Cl bond. d. Assign relative values to the maxima and minima in your graph, given that an H↔H eclipsing interaction costs 0 kJ/mol and an H↔CH3 eclipsing interaction costs 6.0 kJ/mol.arrow_forward4- Use Newman projections to represent the most stable conformer for the following molecules (remember to assign Gauche interactions). Br HNarrow_forward
- Consider 2-methylbutane (isopentane). Looking along the C2-C3 bond: a) Draw a Newmann projection of the most stable conformation. b) Draw a Newmann projection of the least stable conformation. c) Indicate the gauche form. d) State the eclipsed Newmann projection. An eclipsed CH3-CH3 interaction has an energy value of 11 kJ / mol and a gauche CH3-CH3 interaction has an energy value of 3.8 kJ / mol, the data are given if you need them.arrow_forwarda. For each disubstituted cyclohexane below, draw its ring-flip isomer. Circle the most stable conformation and label the substituent groups as axial or equatorial. ( see image) b.Draw and name the seven constitutional isomers (all contain a ring of some size) for cycloalkane, C6H12.arrow_forwardPlease answer 1-3arrow_forward
- 5. Construct a model of cyclohexane (C6H12) and draw it below.arrow_forwardPlease helparrow_forwardIn the box below give the Newman projection of the most stable conformer of the molecule shown below looking at the C2-C3 bond (in red). Place C2 in front. On the side list the energy strains that exist in that conformation. 3 CH3arrow_forward
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