Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 5, Problem 23P
Which of the following compounds is the most stable? Which is the least stable?
3,4-dimethyl-2-hexene; 2,3-dimethyl-2-hexene; 4,5-dimethyl-2-hexene
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Two alkenes undergo hydrogenation to yield a mixture or cis- and trans-1,4-dimethylcyclohexane. Which two are these? A third, however, gives only cis-1,4-dimethylcyclohexane. What compound is this?
3. The heat of hydrogenation for allene, H½C = C= CH2, to yield propane is – 295
kJ/mol, and the heat of hydrogenation for a typical monosubstituted alkene such as
propene is -126 kJ/mol. Is allene more stable or less stable than you might expect
for a diene ? Explain.
Rank the following compounds from least to most stable.
Least stable
Most stable
Chapter 5 Solutions
Essential Organic Chemistry, Global Edition
Ch. 5.1 - Prob. 1PCh. 5.1 - Draw the structure for each of the following: a....Ch. 5.1 - What is each compounds systematic name?Ch. 5.3 - Prob. 4PCh. 5.3 - Prob. 5PCh. 5.3 - Prob. 7PCh. 5.4 - a. For which reaction in each set below will S be...Ch. 5.6 - Prob. 9PCh. 5.6 - How many different alkenes can be hydrogenated to...Ch. 5.6 - The same alkane is obtained from the catalytic...
Ch. 5.6 - Prob. 12PCh. 5.6 - Rank the following compounds in order from most...Ch. 5.7 - The rate constant for a reaction can be increased...Ch. 5.7 - Prob. 15PCh. 5.7 - Prob. 16PCh. 5.9 - Draw a reaction coordinate diagram for a two-step...Ch. 5.9 - Prob. 18PCh. 5.9 - Draw a reaction coordinate diagram for the...Ch. 5.10 - Which of the following parameters would be...Ch. 5 - What is each compounds systematic name?Ch. 5 - Draw the structure of a hydrocarbon that has six...Ch. 5 - Which of the following compounds is the most...Ch. 5 - Prob. 24PCh. 5 - Prob. 25PCh. 5 - Prob. 26PCh. 5 - Prob. 27PCh. 5 - Name the following:Ch. 5 - Prob. 29PCh. 5 - Prob. 30PCh. 5 - Prob. 31PCh. 5 - Prob. 32PCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - Prob. 35PCh. 5 - Name each of the following:Ch. 5 - Prob. 38PCh. 5 - Given that the twist-boat conformer of cyclohexane...Ch. 5 - a. The G for conversion of axial fluorocyclohexane...Ch. 5 - Prob. 1PCh. 5 - Prob. 2PCh. 5 - Prob. 3PCh. 5 - Prob. 4PCh. 5 - Prob. 5PCh. 5 - Prob. 6PCh. 5 - Prob. 7PCh. 5 - Prob. 8PCh. 5 - Prob. 9PCh. 5 - Prob. 10P
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- The most stable dimethylcyclohexane is trans-1,4-dimethylcyclohexane; cis-1,4-dimethylcyclohexane; trans-1,3-dimethylcyclohexane; trans-1,2-dimethylcyclohexane; cis-1,4-dimethylcyclohexane. after finding the most stable explain how this was found compared to the stability of all the other compounds.arrow_forwardWhich compound is more stable: cis-1,2-dimethylcyclopropane or trans-1,2- dimethylcyclopropane? Explain your answer.arrow_forwardDraw the structure of the following unsaturated hydrocarbons 1. (2E,5E)-6-ethyl-3,5,9-trimethyldeca-2,5-diene 2. 1,1,4,4-tetracyclopropylbut-2-ynearrow_forward
- Which of the following carbocations is the least stable? CH3 (CH3),CH (CH3);C CH;CH2arrow_forward4d. polysubstituted benzene HO- O2N NO2 NH2 NO2arrow_forwardWhat is the name of the organic reactant and the resulting product of the reaction below? H H H H H H H-C-C-ċ=ċ-ċ-c-H + CI-CI H H H H O reactant: cis-3-hexene; product: 3,4-dichlorohexane reactant: trans-3-hexene; product: 3,4-dichlorohexane O reactant: cis-3-hexene product: 3,4-chlorohexane O reactant: cis-3-hexene product: dichlorohexanearrow_forward
- Classify the following alkyl halide as primary, secondary, tertiary? and Why? CH₂Cl benzyl chloride cr chlorobenzenearrow_forwardThe heat of combustion of cis-1,2-dimethylcyclopropane is larger than that of the trans isomer. Which isomer is more stable? Use drawings to explain this difference instability.arrow_forwardDraw all constitutional isomers of all-cis ethylmethylisopropylcyclohexane—that is, in which a methyl group (CH3), an ethyl group (CH2CH3), and an isopropyl group [CH(CH3)2] are all bonded to a cyclohexane ring on the same side of the ring’s plane. Which of those isomers do you think is the most stable? Explainarrow_forward
- Which of the following compounds is (S)-4-chloro-1-methylcyclohexene? CH3 CH3 CH3 CH3 A C Darrow_forwardWhich alkene is this molecule? Choose one of the following : Z, E, ZZ, EE, EZ, ZEarrow_forwardwhat kind of isomers are the following pairs (S)-5-Chloro-2-hexene and chlorocyclohexene (2R,3R)-Dibromopentane and (2R, 3R)-Dibromopentainearrow_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
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License