![Organic Chemistry (8th Edition)](https://www.bartleby.com/isbn_cover_images/9780134042282/9780134042282_largeCoverImage.gif)
Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 3.11, Problem 40P
a. Draw all the staggered and eclipsed conformers that result from rotation about the C-2—C-3 bond of pentane.
b. Draw a potential-energy diagram for rotation about the C-2–C-3 bond of pentane through 360°, starting with the least stable conformer.
Expert Solution & Answer
![Check Mark](/static/check-mark.png)
Trending nowThis is a popular solution!
![Blurred answer](/static/blurred-answer.jpg)
Students have asked these similar questions
Calculate the destabilization present in each eclipsed conformation. (See attachment)
Choose the statement that is incorrect about
rings.
اختر احدى الاجابات
А.
Planar cyclobutane is its most stable
conformation.
В.
Planar cyclopentane would have small
angle strain but severe torsional strain.
C.
The chair conformation of cyclohexane has
no angle or torsional strain.
D.
Cyclopropane has the greatest angle
strain.
Е.
The chair conformation has less torsional
strain and fewer nonbonded interactions
than the twist boat conformation.
What are 2 similarities between butane and
isobutane in the most stable conformation? What
are 2 differences?
Chapter 3 Solutions
Organic Chemistry (8th Edition)
Ch. 3.1 - Name each of the following:Ch. 3.1 - Draw the structure of a compound with molecular...Ch. 3.1 - Draw the structures and name the four...Ch. 3.1 - Prob. 6PCh. 3.1 - Draw the structure for each of the following: a....Ch. 3.1 - Name the following compounds: a. CH3OCH2CH3 b....Ch. 3.2 - Prob. 9PCh. 3.2 - Draw the structure for each of the following: a....Ch. 3.2 - Give each substituent on the nine-carbon chain a...Ch. 3.2 - Prob. 14P
Ch. 3.3 - What is each compounds systematic name?Ch. 3.3 - Prob. 16PCh. 3.3 - Prob. 17PCh. 3.3 - Prob. 18PCh. 3.3 - Prob. 19PCh. 3.4 - Give two names for each of the following alkyl...Ch. 3.4 - Prob. 21PCh. 3.5 - a. What is each ethers systematic name? 1....Ch. 3.6 - Give each of the following a systematic name and...Ch. 3.6 - Draw the structures of a homologous series of...Ch. 3.6 - Prob. 25PCh. 3.6 - Prob. 26PCh. 3.7 - Prob. 27PCh. 3.7 - Are the following compounds primary, secondary, or...Ch. 3.7 - Draw condensed and skeletal structures for each of...Ch. 3.7 - For each of the following, give the systematic...Ch. 3.8 - Predict the approximate size of the following bond...Ch. 3.9 - Prob. 32PCh. 3.9 - Prob. 33PCh. 3.9 - Prob. 34PCh. 3.9 - Rank the following compounds from highest boiling...Ch. 3.9 - Rank the compounds in each set from highest...Ch. 3.10 - In which solvent would cyclohexane have the lowest...Ch. 3.10 - Prob. 38PCh. 3.10 - Prob. 39PCh. 3.11 - a. Draw all the staggered and eclipsed conformers...Ch. 3.11 - Prob. 41PCh. 3.11 - Using Newman projections, draw the most stable...Ch. 3.12 - The bond angles in a regular polygon with n sides...Ch. 3.12 - Prob. 44PCh. 3.13 - Draw 1,2,3,4,5,6-hexachlorocydohexane with a. all...Ch. 3.14 - Using the data in Table 3.9, calculate the...Ch. 3.14 - The chair conformer of fluorocyclohexane is 0.25...Ch. 3.15 - Prob. 48PCh. 3.15 - Which has a higher percentage of the...Ch. 3.15 - a. Draw the more stable chair conformer of...Ch. 3.15 - For each of the following disubstituted...Ch. 3.15 - a. Draw Newman projections of the two conformers...Ch. 3.15 - a. Calculate the energy difference between the two...Ch. 3 - a. How many hydrogen does an alkene with 17...Ch. 3 - Draw the structure of octane and isooctaneCh. 3 - Draw a condensed structure and a skeletal...Ch. 3 - Prob. 56PCh. 3 - a. What is each compounds systematic name? b. Draw...Ch. 3 - Which of the following represents a cis isomer?Ch. 3 - a. How many primary carbons does each of the...Ch. 3 - Which of the following conformers of isobutyl...Ch. 3 - Draw a skeletal structure for an alkane that has...Ch. 3 - What is each compounds systematic name? a....Ch. 3 - Which bus a. the higher boiling point:...Ch. 3 - a. Draw Newman projections of the two conformers...Ch. 3 - Ansaid and Motrin belong to the group of drugs...Ch. 3 - Prob. 66PCh. 3 - A student was given the structural formulas of...Ch. 3 - Which of the following conformers has the highest...Ch. 3 - Prob. 69PCh. 3 - Draw skeletal structures for the following: a....Ch. 3 - For rotation about the C-3C-4 bond of...Ch. 3 - Prob. 72PCh. 3 - What is each compounds systematic name? a. b. c....Ch. 3 - Draw the two chair conformers for each of the...Ch. 3 - Why are lower molecular weight alcohols more...Ch. 3 - a. Draw a potential energy diagram for rotation...Ch. 3 - For each of the following compound, determine...Ch. 3 - How many ethers have molecular formula C5H12O?...Ch. 3 - Draw the most stable conformer of the following...Ch. 3 - What is each compounds systematic name?Ch. 3 - Calculate the energy difference between the two...Ch. 3 - The most stable from of glucose (blood sugar) is a...Ch. 3 - What is each compound s systematic name?Ch. 3 - Explain the following: a. 1-Hexanol has a higher...Ch. 3 - One of the chair conformers of cis-...Ch. 3 - Bromine is a larger atom than chlorine, but the...Ch. 3 - Name the following compounds:Ch. 3 - Prob. 88PCh. 3 - Using the data obtained in Problem 85, calculate...Ch. 3 - Draw the conformers for the following...
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
- PART II. BOND ROTATION IN BUTANE (STRUCTURES AND ENERGIES) Dihedral angle—eclipsed conformation 1. Relative energy—eclipsed 2. C1–C2–C3 bond angle—eclipsed 3. C1–C4 H–H distance—eclipsed 4. C2–C3 bond distance—eclipsed 5. C1–C2 bond distance—eclipsed 6. Dihedral angle—second eclipsed conformation 7. Relative energy—second eclipsed 8. C1–C2–C3 bond angle—second eclipsed 9. C2–C3 bond distance—second eclipsed 10.arrow_forwardInterconversion of the staggered and eclipsed conformations of alkanes requires rotation around a -C bond such as the one depicted below (see arrow). Using your knowledge of bonding, explain why these rotations do not significantly affect the energy (strength) of these bonds. You may find it helpful to describe the type of bond being rotated.arrow_forwardWhich of the following statements are correct? * Conformation exist in a dynamic equilibrium state. Conformers differ largely in energies. Conformers cannot be separated. Amount of more stable conformers is more than that of less stable conformers at equilibrium.arrow_forward
- Please don't provide handwriting solutionarrow_forwardUsing Newman projections and an energy diagram, draw all of the conformers of 1,1,2- tribromoethane and indicate the energy changes that arise from rotation about the C-C bond. You do not need the actual energy values, but you should label relative energies (energy minima and maxima).arrow_forwardWhich of the following statements regarding cycloalkanes is wrong? a. The least strained form of any unsubstituted cycloalkane is the boat conformation of cyclohexane b. The planar form of any cycloalkane with a ring larger than cyclopropane will not be the most stable conformation c. Cyclopentane is nonplanar to avoid the torsional strain between adjacent C-H bonds. d. A di-substituted cycloalkane can have cis-trans isomers.arrow_forward
- What is angle strain in cycloalkanes? Angle strain is the difference between an ideal bond angle for sp3 hybridized carbon atoms and the actual bond angle in the ring. Angle strain is the difference between and ideal bond angle for sp hybridized carbon atoms and the actual bond angle in the ring. Angle strain is the angle between C-C bonds in the cycloalkane ring. Angle strain is the angle between carbon bonds on the outer side of a cycloalkane ring. Angle strain is the difference between the C-C bond angles found in a flat ring structure and in an actual ring structurearrow_forward• Draw the chair conformations of the following compounds and determine which geometric isomer is more stable. Also show using Newman projection that one conformation is more stable than the other. a. cis-1-isopropyl-2-methylcyclohexane b. 1-methycyclohexanearrow_forwardAs we learned in Chapter 4, monosubstituted cyclohexanes exist as an equilibrium mixture of two conformations having either an axial or equatorial substituent. When R = CH2CH3, Keq for this process is 23.When R = C(CH3)3, Keq for this process is 4000. a.When R = CH2CH3, which conformation is present in higher concentration? b.Which R shows the higher percentage of equatorial conformation at equilibrium? c. Which R shows the higher percentage of axial conformation at equilibrium? d. For which R is ΔGo more negative? e.How is the size of R related to the amount of axial and equatorial conformations at equilibrium?arrow_forward
- yarrow_forward1) Explain the similarities and differences between Lewis structures and line drawings. Provide a drawn example different from the one shown in the video. 2) Provide a summary of the IUPAC rules. Do not copy them verbatim from the lecture video. 3) Draw and name an alkane or cycloalkane that has 3 different substituents. You can not have the same example as someone else. 4) Draw and name an alkene that has an alkyne substituent. You can not have the same example as someone else. 5) Provide your own list of alkanes. They can not be the same structure but should all have the same number of carbons. (see the problem solving video for an example) Rank them in order of increasing melting point. You can not have the same example as someone else. MacBook Air DD F11 F9 F10 F8 F6 F7 F5 F4 F2 F3 ) & @ # $ % 4 5 6 7 8 9 2 3 { R Y [ + || 品。arrow_forwardquestion no.4?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- World of Chemistry, 3rd editionChemistryISBN:9781133109655Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCostePublisher:Brooks / Cole / Cengage LearningChemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
- Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage LearningChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
![Text book image](https://www.bartleby.com/isbn_cover_images/9781133109655/9781133109655_smallCoverImage.jpg)
World of Chemistry, 3rd edition
Chemistry
ISBN:9781133109655
Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Publisher:Brooks / Cole / Cengage Learning
![Text book image](https://www.bartleby.com/isbn_cover_images/9781305960060/9781305960060_smallCoverImage.gif)
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
![Text book image](https://www.bartleby.com/isbn_cover_images/9781305081079/9781305081079_smallCoverImage.gif)
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
![Text book image](https://www.bartleby.com/isbn_cover_images/9781285853918/9781285853918_smallCoverImage.gif)
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
![Text book image](https://www.bartleby.com/isbn_cover_images/9781305957404/9781305957404_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
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