ORGANIC CHEMISTRY,VOL.1 >CUSTOM<
10th Edition
ISBN: 9781260020724
Author: Carey
Publisher: MCG CUSTOM
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 3.2, Problem 3P
Sketch a potential energy diagram for rotation around a carbon–carbon bond in propane.
Identify each potential energy maximum and minimum with a structural formula that shows the conformation of propane at that point. Does your diagram more closely resemble that of ethaneor of butane? Would you expect the activation energy for bond rotation in propane tobe morethan or less than that of ethane? Of butane?
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
What is difference between stereoselective and stereospecific reaction? justify your answer with suitable example.
Draw an energy diagram for the conformations of ethane during a full 360° rotation of one METHYL group
Draw a diagram (include the drawings of the Newman projections at each point of the diagram) by indicating changes in relative potential energy which occur during a full 360° rotation of one methyl group of ethane relative to the other ethyl group.
Chapter 3 Solutions
ORGANIC CHEMISTRY,VOL.1 >CUSTOM<
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
Knowledge Booster
Learn more about
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
- Build a model of methylcyclohexane, and use the model to complete the following Newmanprojections of methylcyclohexane in the chair conformation: a. When the methyl group is in an axial or equatorial (circle one) position, the molecule is inits lowest potential energy conformation. b. Label one Newman projection above anti and the other gauche to describe the relationshipbetween the methyl group and C3 of the ring. c. In general, which is a lower PE conformation, anti or gauche? d. Explain how your answer to b and c provide an explanation for why it is more favorable fora large group to be in an equatorial than an axial position.arrow_forwardFor the hydroxyl rotation of vinyl alcohol, which conformation (1 or 2) would be more stable and why? Below is some helpful information. Thank you :) Molecule Electronic energy Zero point vibrational energy Conformation 1 -153.805672 0.056715 Conformation 2 -153.802228 0.056237 Transition state -153.796260 0.055361 Energy difference between conformations 1 and 2: -9.04 kJ mol-1 Reaction barrier (activation energy) of the rotation: 21.2 kJ mol-1arrow_forwardDraw an energy diagram indicating changes in relative potentialenergy which occurs during a full 360° rotation of one methyl group of ethane relative to the other ethyl grouparrow_forward
- Explain why the following molecule prefers to adopt an axial conformation for the methyl group.arrow_forwardHow many gauche interactions are present in the most stable chair conformation of 1,1,2-trimethylcyclohexane?arrow_forwardIn the lowest energy chair conformation of cis-1,3-dimethylcyclohexane, how many axial positions are occupied by methyl groups?arrow_forward
- Pyrethrin II and pyrethrosin are two natural products isolated from plants of the chrysanthemum family. Pyrethrin II is a natural insecticide and is marketed as such. Q,)State the number of stereoisomers possible for each molecule.arrow_forwardWhich do you expect to be the more stable conformation of cis-1,3-dimethylcyclobutane, A or B? Why?arrow_forwardDraw the structure of an achiral tetramethylcyclohexane for which the chair interconversion (chair flipping) results in identical molecules.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Enzymes - Effect of cofactors on enzyme; Author: Tutorials Point (India) Ltd;https://www.youtube.com/watch?v=AkAbIwxyUs4;License: Standard YouTube License, CC-BY
Enzyme Catalysis Part-I; Author: NPTEL-NOC IITM;https://www.youtube.com/watch?v=aZE740JWZuQ;License: Standard Youtube License