Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Question
Chapter 4.SE, Problem 51AP
Interpretation Introduction
Interpretation:
The magnitude of energy difference is to be calculated considering the biaxial interaction.
Concept Introduction:
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Students have asked these similar questions
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 - 39,
Give the IUPAC names of the following alkanes
a) CH3C(CH3)2CH(CH2CH3)CH2CH2CH(CH3)2
b)
c)
d)
e)
f)
g)
h)
Which molecule produces the following plot of potential energy versus rotation of the C2-C3 bond?
a) ethane
b) butane
c)2,3-Dimethylbutane
d)Propane
Chapter 4 Solutions
Organic Chemistry
Ch. 4.1 - Give IUPAC names for the following cycloalkanes:Ch. 4.1 - Draw structures corresponding to the following...Ch. 4.1 - Name the following cycloalkane:Ch. 4.2 - Prob. 4PCh. 4.2 - Draw the structures of the following molecules:...Ch. 4.2 - Prostaglandin F2α, a hormone that causes uterine...Ch. 4.2 - Name the following substances, including the cis-...Ch. 4.3 - Each H↔H eclipsing interaction in ethane costs...Ch. 4.3 - cis-1, 2-Dimethylcyclopropane has more strain than...Ch. 4.4 - Prob. 10P
Ch. 4.4 - Two conformations of cis-l, 3-dimethylcyclobutane...Ch. 4.6 - Draw two different chair conformations of...Ch. 4.6 - Draw two differant chair conformations of trans-1,...Ch. 4.6 - Prob. 14PCh. 4.7 - What is the energy difference between the axial...Ch. 4.7 - Prob. 16PCh. 4.7 - Look at Figure 4-12 on page 105, and estimate the...Ch. 4.8 - Draw the more stable chair conformation of the...Ch. 4.8 - Identify each substituent in the following...Ch. 4.9 - Which isomer is more stable, cis-decalin or...Ch. 4.9 - Look at the following structure of the female...Ch. 4.SE - Prob. 22VCCh. 4.SE - Name the following compound, identify each...Ch. 4.SE - A trisubstituted cyclohexane with three...Ch. 4.SE - The following cyclohexane derivative has three...Ch. 4.SE - Prob. 26VCCh. 4.SE - Draw the five cycloalkanes with the formula C5H10.Ch. 4.SE - Draw two constitutional isomers of cis-1,...Ch. 4.SE - Prob. 29APCh. 4.SE - Tell whether the following pairs of compounds are...Ch. 4.SE - Prob. 31APCh. 4.SE - Prob. 32APCh. 4.SE - Draw 1, 3, 5-trimethylcyclohexane using a hexagon...Ch. 4.SE - Hydrocortisone, a naturally occurring hormone...Ch. 4.SE - A 1, 2-cis disubstituted cyclohexane, such as...Ch. 4.SE - A 1, 2-trans disubstituted cyclohexane must have...Ch. 4.SE - Prob. 37APCh. 4.SE - Which is more stable, a 1, 4-trans disubstituted...Ch. 4.SE - cis-1, 2-Dimethylcyclobutane is less stable than...Ch. 4.SE - From the data in Figure 4-12 and Table 4-1,...Ch. 4.SE - Prob. 41APCh. 4.SE - Draw the two chair conformations of...Ch. 4.SE - Draw the two chair conformations of...Ch. 4.SE - Galactose, a sugar related to glucose, contains a...Ch. 4.SE - There are four cis-trans isomers of menthol...Ch. 4.SE - There are four cis-trans isomers of menthol...Ch. 4.SE - The diaxial conformation of cis-1,...Ch. 4.SE - Approximately how much steric strain does the...Ch. 4.SE - In light of your answer to Problem 4-43, draw the...Ch. 4.SE - Prob. 50APCh. 4.SE - Prob. 51APCh. 4.SE - Using molecular models as well as structural...Ch. 4.SE - trans-Decalin is more stable than its cis isomer,...Ch. 4.SE - As mentioned in Problem 3-53, the statin drugs,...Ch. 4.SE - myo-Inositol, one of the isomers of...Ch. 4.SE - How many cis–trans stereoisomers of myo-inositol...Ch. 4.SE - The German chemist J. Bredt proposed in 1935 that...Ch. 4.SE - Tell whether each of the following substituents on...Ch. 4.SE - Prob. 59APCh. 4.SE - Prob. 60APCh. 4.SE - Ketones react with alcohols to yield products...Ch. 4.SE - Alcohols undergo an oxidation reaction to yield...
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Similar questions
- 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_forwardIncreased substitution around a bond leads to increased strain. Take the four substituted butanes listed below, for example. For each compound, sight along the C2-C3 bond and draw Newman projections of the most stable and least stable conformations. Use the data in Table 3-5 to assign strain-energy values to each conformation. Which of the eight conformations is most strained? Which is least strained? (a) 2-Methylbutane (b) 2,2-Dimethylbutane (c) 2,3-Dimethylbutane (d) 2,2,3-Trimethylbutanearrow_forwardThere are four cis-trans isomers of menthol (Problem 4-45), including the one shown. Draw the other three.arrow_forward
- Look at Figure 4-12 on page 105, and estimate the percentages of axial and equatorial conformations present at equilibrium in bromocyclohexane.arrow_forwardIf you examine the structural formulas for the following cycloalkenes, you will see that the configuration of the double bond is cis in each. Cyclopentene Cyclohexene Cycloheptene All attempts to synthesize these cycloalkenes in which the double bond has a trans configuration have failed. Apparently, it is impossible to have a trans configuration in these cycloalkenes. Offer an explanation for why this is so.arrow_forwardName the eight 5-carbon alkyl groups you drew in Problem 3-7.arrow_forward
- 10-20 Why are the following molecular formulas impossible? (a) CH5 C2H7arrow_forwardDraw (1R,2S,3R)-1bromo-3-fluoro-2-propyl cyclohexane in 2D formarrow_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_forward
- For trans‑1‑ethyl‑4‑isopropylcyclohexane, which structures represent the possible boat conformations?arrow_forwardThe structure for testosterone is shown in Figure 7-5. How many chiral carbons does it have?arrow_forward12-31 Cyclodecene exists as both cis and trans isomers. Draw line-angle formulas for each isomer, showing the configuration of the double bond in each.arrow_forward
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