Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 3, Problem 61P
a. Draw Newman projections of the two conformers of cis-1,3-dimethylcyclohexane.
- a. Which of the conformers predominates at equilibrium?
- b. Draw Newman projections of the two conformers of the trans isomer.
- c. Which of the conformers predominates at equilibrium?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
a. Draw Newman projections of the two conformers of cis-1,3-dimethylcyclohexane. b. Which of the conformers predominates at equilibrium? c. Draw Newman projections of the two conformers of the trans isomer. d. Which of the conformers predominates at equilibrium?
a. Draw Newman projections of the two conformers of trans-1,3-dimethylcyclohexane. b. Which of the conformers predominates at equilibrium?
a.Draw the most stable conformation of trans-1,2-dimethylcyclohexane.
b. Draw the most stable conformation of cis-1,2-dimethylcyclohexane.
Chapter 3 Solutions
Organic Chemistry
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. 11PCh. 3.2 - Prob. 12PCh. 3.3 - Prob. 13PCh. 3.3 - Prob. 14P
Ch. 3.3 - Prob. 15PCh. 3.3 - Prob. 16PCh. 3.3 - What is each compounds systematic name?Ch. 3.4 - Give two names for each of the following alkyl...Ch. 3.4 - Prob. 19PCh. 3.5 - a. What is each ethers systematic name? 1....Ch. 3.6 - Draw the structures of a homologous series of...Ch. 3.6 - Give each of the following a systematic name and...Ch. 3.6 - Prob. 23PCh. 3.6 - Prob. 24PCh. 3.7 - Are the following compounds primary, secondary, or...Ch. 3.7 - Prob. 26PCh. 3.7 - Prob. 27PCh. 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. 30PCh. 3.9 - Prob. 31PCh. 3.9 - Prob. 32PCh. 3.9 - Rank the following compounds from highest boiling...Ch. 3.9 - Rank the compounds in each set from highest...Ch. 3.9 - Prob. 35PCh. 3.9 - In which solvent would cyclohexane have the lowest...Ch. 3.10 - a. Draw all the staggered and eclipsed conformers...Ch. 3.10 - Prob. 38PCh. 3.10 - Using Newman projections, draw the most stable...Ch. 3.11 - The bond angles in a regular polygon with n sides...Ch. 3.11 - Prob. 41PCh. 3.11 - Prob. 42PCh. 3.12 - Draw 1,2,3,4,5,6-hexachlorocydohexane with a. all...Ch. 3.13 - The chair conformer of fluorocyclohexane is 0.25...Ch. 3.13 - Using the data in Table 3.9, calculate the...Ch. 3.14 - Prob. 46PCh. 3.14 - Which has a higher percentage of the...Ch. 3.14 - For each of the following disubstituted...Ch. 3.14 - 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. 53PCh. 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. 63PCh. 3 - A student was given the structural formulas of...Ch. 3 - Which of the following conformers has the highest...Ch. 3 - Prob. 66PCh. 3 - Prob. 67PCh. 3 - For rotation about the C-3C-4 bond of...Ch. 3 - Prob. 69PCh. 3 - What is each compounds systematic name? a. b. c....Ch. 3 - Prob. 71PCh. 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 - Prob. 80PCh. 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. 85PCh. 3 - Using the data obtained in Problem 85, calculate...
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
- Following is a chair conformation of cyclohexane with the carbon atoms numbered 1 through 6. (a) Draw hydrogen atoms that are above the plane of the ring on carbons 1 and 2 and below the plane of the ring on carbon 4. (b) Which of these hydrogens are equatorial? Which are axial? (c) Draw the alternative chair conformation. Which hydrogens are equatorial? Which are axial? Which are above the plane of the ring? Which are below it?arrow_forwarda. Draw the more stable chair conformer of cis-1-ethyl-2-methylcyclohexane. b. Draw the more stable chair conformer of trans-1-ethyl-2-methylcyclohexane. c. Which is more stable, cis-1-ethyl-2-methylcyclohexane or trans-1-ethyl-2-methyl- cyclohexane?arrow_forwarda. Which is more stable; cis-1,3-dimethylcyclohexane or trans-1,3- dimethylcyclohexane? i. Draw chair configuration of cis-1,3-dimthylcyclohexane and its alternate chair. conformation shown above. ii. Of the two chair conformation, which is more stable? Explain:. iii. Draw chair configuration of trans-1,3-dimethylcyclohexane and its alternate chair, conformation shown above. iv. Of the two chair conformation, which is more stable? Explain. v. Which is more stable overall, cis or trans form?arrow_forward
- For each compound drawn below: a. Draw representations for the cis and trans isomers using a hexagon for the six-membered ring, and wedges and dashes for substituents. b. Draw the two possible chair conformations for the cis isomer. Which conformation, if either, is more stable? c. Draw the two possible chair conformations for the trans isomer. Which conformation, if either, is more stable? d. Which isomer, cis or trans, is more stable and why? [1] [2] [3]arrow_forward4. Draw the Newman projection of the conformer below as it is drawn looking down the indicated C-C bond. Then draw the most stable conformer and the least stable conformer as Newman projections. PH. CH3 H H CI Newman of Drawn Newman of Most Newman of Least Conformer Stable Conformer Stable Conformerarrow_forwardNeuroprotectin D1 (NPD1) is synthesized in the body from highly unsaturated essential fatty acids. NPD1 is a potent natural anti-inflammatory agent.a.Label each carbon–carbon double bond as conjugated or isolated. b.Label each double bond as E or Z. c.For each conjugated system, label the given conformation as s-cis or s-trans.arrow_forward
- Consider 1,2-dimethylcyclohexane. a.Draw structures for the cis and trans isomers using a hexagon for the sixmembered ring. b. Draw the two possible chair conformations for the cis isomer. Which conformation, if either, is more stable? c. Draw the two possible chair conformations for the trans isomer. Which conformation, if either, is more stable? d.Which isomer, cis or trans, is more stable and why?arrow_forwardFor each compound drawn below: a. Draw representations for the cis and trans isomers using a hexagon for the six-membered ring, and wedges and dashed wedges for substituents. b.Draw the two possible chair conformations for the cis isomer. Which conformation, if either, is more stable? c. Draw the two possible chair conformations for the trans isomer. Which conformation, if either, is more stable? d.Which isomer, cis or trans, is more stable and why?arrow_forwardCompare the following conformers of butan-2-ol. Match each conformer to their corresponding relative energy. Recall, the more stable the conformer the lower the energy. 1. ОН CH3 CH3 H 2nd Highest Energy 2. HỌH CH3 2nd Lowest Energy H3C OH Highest Energy 3. H3C. CH3 Lowest Energy OH H. CH3 4. >arrow_forward
- H;C-CH2-CH–CH3 CH₂-CH3 Relative to the molecule above, which of the below is not a conformer? A. C. HỌC-CH,-CH–CH, CH H₂-CH-C CH3 CH3 CH3-CH-CH-CH3 13-CH-C CH3 B. D. CH3 CH3 CH₂-CH-CH₂ CH3 CH₂ CH-CH₂-CH3 CH₂ CH3arrow_forwardA. Draw the Newman projection for antistaggered conformer of 1,2-dichloroethane. B. Draw the Newman projection for Gauche-staggered conformer of 1,2-dichloroethane. C. Draw the Newman projection for any eclipsed conformer of 1,2-dichloroethane.arrow_forwardFor each compound drawn below: a.Label each OH, Br, and CH3 group as axial or equatorial. b.Classify each conformation as cis or trans.c.Translate each structure into a representation with a hexagon for the six-membered ring, and wedges and dashed wedges for groups above and below the ring. d. Draw the second possible chair conformation for each compound.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
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