Introduction To General, Organic, And Biochemistry
12th Edition
ISBN: 9781337571357
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Chapter 11, Problem 67P
Interpretation Introduction
Interpretation: The possible 2 chair conformations for the given molecule needs to be drawn. The most stable conformation needs to be identified.
Concept introduction:There are two basic principles that needs to be followed to convert a cyclohexane to its chair conformation:
The chair conformations are more stable.
The substituents present on the chair conformers always prefer to occupy equatorial positions. This is due to high steric hindrance of axial positions.
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Chapter 11 Solutions
Introduction To General, Organic, And Biochemistry
Ch. 11.2 - Prob. 11.1QCCh. 11.3 - Prob. 11.2QCCh. 11.3 - Prob. 11.3QCCh. 11.4 - Problem 11-4 Write the molecular formula and IUPAC...Ch. 11.6 - Problem 11-5 Write the molecular formula and IUPAC...Ch. 11.7 - Prob. 11.6QCCh. 11.8 - Prob. 11.7QCCh. 11.9 - Prob. 11.8QCCh. 11.10 - Prob. 11.9QCCh. 11 - 11-11 Define: Hydrocarbon Alkane Saturated...
Ch. 11 - 11-12 Why is it not accurate to describe an...Ch. 11 - 11-13 What is meant by the term line-angle formula...Ch. 11 - Prob. 4PCh. 11 - Write the molecular formula for each alkane.Ch. 11 - Answer true or false. Constitutional isomers have...Ch. 11 - Which statements are true about constitutional...Ch. 11 - Prob. 8PCh. 11 - Each member of the following set of compounds is...Ch. 11 - Prob. 10PCh. 11 - 11-21 In the six following sets, which pairs of...Ch. 11 - Draw line-angle formulas for the nine...Ch. 11 - Answer true or false. The parent name of an alkane...Ch. 11 - Prob. 14PCh. 11 - Among the ingredients listed in one commercial...Ch. 11 - Prob. 16PCh. 11 - Answer true or false. Cycloalkanes are saturated...Ch. 11 - Prob. 18PCh. 11 - Prob. 19PCh. 11 - Prob. 20PCh. 11 - Prob. 21PCh. 11 - 11-32 Calculate the actual C-C-C bond angles in...Ch. 11 - Prob. 23PCh. 11 - 11-34 What structural feature of cycloalkanes...Ch. 11 - Prob. 25PCh. 11 - 11-36 Name and draw structural formulas for the...Ch. 11 - Name and draw structural formulas for the six...Ch. 11 - 11-38 Why is equatorial methylcyclohexane more...Ch. 11 - Prob. 29PCh. 11 - Consider a cyclohexane ring substituted with one...Ch. 11 - Prob. 31PCh. 11 - Prob. 32PCh. 11 - Which unbranched alkane (Table 11-4) has about the...Ch. 11 - Prob. 34PCh. 11 - Prob. 35PCh. 11 - Prob. 36PCh. 11 - Prob. 37PCh. 11 - 11-48 How are the boiling points of hydrocarbons...Ch. 11 - Answer true or false. Combustion of alkanes is an...Ch. 11 - 11-50 Write balanced equations for the combustion...Ch. 11 - The heat of combustion of methane, a component of...Ch. 11 - 11-52 Draw structural formulas for these...Ch. 11 - Prob. 43PCh. 11 - 11-54 Complete and balance the equation for the...Ch. 11 - Name and draw structural formulas for all pos...Ch. 11 - Prob. 46PCh. 11 - Prob. 47PCh. 11 - 11-58 (Chemical Connections 11A) How many rings in...Ch. 11 - Prob. 49PCh. 11 - Prob. 50PCh. 11 - Prob. 51PCh. 11 - 11-62(Chemical Connections 11C) What are Freons?...Ch. 11 - 11-63 (Chemical Connections 11C) In what way do...Ch. 11 - (Chemical Connections 11C) What are HFCs and...Ch. 11 - Prob. 55PCh. 11 - Prob. 56PCh. 11 - Prob. 57PCh. 11 - Prob. 58PCh. 11 - Which of the following compounds can exist as...Ch. 11 - Prob. 60PCh. 11 - Dodecane, C12H26, is an unbranched alkane Predict...Ch. 11 - Prob. 62PCh. 11 - Prob. 63PCh. 11 - Prob. 64PCh. 11 - As stated in Section 11-9, the wax found in apple...Ch. 11 - Prob. 66PCh. 11 - Prob. 67P
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- Draw the most stable AND most unstable conformations of the following molecules. Briefly explain your answer. Note, for linear structures looking at rotation around the bond depicted in red. HO OH HN Brarrow_forwardCreate a conformational analysis using the molecule in the picture. Follow the instruction in the picture when you transform the molecule into its Newman projection. Which conformer is the most stable? Explain.arrow_forwardFor the following structural formula, pick the structure that accurately represents its MOST STABLE conformation. CH3 H₂Cl... Br Br Br H₂C O D. O B. O C. O A. CH3 A CH3 B CH3 ... Br 주 Br H3C C CH3 H3C CH3 Darrow_forward
- Draw the most stable conformation of the molecule shown below. The most stable conformation is the one in whicharrow_forward3. For each pair, predict which conformation is more stable and explain the physical reason for the difference in stability.arrow_forwarda. Draw the lowest energy conformation for the compound shown in the image. b. Draw the complete structural formula of the following compound: cis-1-bromo-3-chlorocyclohexane.arrow_forward
- [Review Topics] [References] Specify the types of strain that destabilize the conformer shown below. Hint: All bonds not explicitly shown are in the staggered conformation. 1. Torsional strain 2. Angle (ring) strain 3. Steric (van der Waals) strain [ H3C H3C H CH3 CH3 ball & stick- + labels CH₂arrow_forwardDraw the “chair twist" of the following molecules. Label the more stable conformation. Br •CH3 OH Draw planar models of the above molecules. Draw both chair conformation of the following molecule, and identify the most stable form. Me Me ....Et Mearrow_forwardConsider 1,2-dimethylcyclohexane.Q: Draw the two possible chair conformations for the trans isomer. Whichconformation, if either, is more stable?arrow_forward
- Draw a Newman projection for two more staggered conformations of this molecule. Which of your conformations is most stable? Assume that -OH and -CH3 are comparable in size.arrow_forwardDraw all the conformers of the molecule on the right as Newman projections sighted along the C3– C4 bond. Label the interactions present in each conformer. Rank the conformers from lowest to highest energy (some may be equal).arrow_forwardDraw all the possible conformations of trans- and cis-1,3-dimethylcyclobutane. Which of these conformations is the most stable conformation? Explain your answer. Discuss the type of strain(s) that affect the stability of these compounds.arrow_forward
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