Modified Mastering Chemistry with Pearson eText -- Standalone Access Card -- for Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134261430
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 3.11, Problem 42P
Using Newman projections, draw the most stable conformer for each of the following:
- a. 3-methylpentane, viewed along the C-2—C-3 bond
- b. 3-methylhexane, viewed along the C-3—C-4 bond
- c. 3,3-dimethylhexane, viewed along theC-3—C-4 bond
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Using Newman projections, draw the most stable conformer for each of the following:
a. 3-methylpentane, viewed along the C@2-C@3 bondb. 3-methylhexane, viewed along the C@3-C@4 bondc. 3,3-dimethylhexane, viewed along the C@3-C@4 bond
Draw a graph, of the torsional strain of 2-methylpropane as it rotates about the bond between C1 and C2. Show the dihedral angle and draw a Newman projection for each staggered and eclipsed conformation
(a) Using Newman projections, draw all staggered and eclipsed conformations that result from rotation around the bond highlighted in red in each molecule; (b) draw a graph of energy versus dihedral angle for rotation around this bond.
Chapter 3 Solutions
Modified Mastering Chemistry with Pearson eText -- Standalone Access Card -- for 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
- Using Newman projections draw the most stable and least stable conformers of 3-methylhexane, viewed along the C2-C3 bond.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_forwardHow much more stable is the most stable staggered conformer than the least stable eclipsed conformer?arrow_forward
- For rotation about the C-3 - C-4 bond of 2-methylhexane, do the following: a. Draw the Newman projection of the most stable conformer. b. Draw the Newman projection of the least stable conformer. c. About which other carbon–carbon bonds may rotation occur? d. How many of the carbon–carbon bonds in the compound have staggered conformers that are all equally stable?arrow_forwardDraw the following molecules using wedge/ dash drawings when appropriate. Explain your answer A. Cis- 1,4 dichlorocyclohexane B. 4-(1,1-dimethylethyl) octane C. (S)-2-brook-1,1-dimethylcyclohexanearrow_forwardusing newman projections draw the least and most stable conformations with respect to the bond indicated 1-hexyne (C3 is front carbon and C4 is back carbon)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_forwardDraw the most stable conformer of trans-1-t-butyl-3-methylcyclohexane. the structure should clearly distinguish between axial and equatorial positionsarrow_forwardQ.N.1 a. Write down the expanded structural formula, condensed structural formula as well as line-angel structural formula for heptane. b.Draw all possible isomers of pentanearrow_forward
- Draw the bond-line formula for the given compounds. 4-tert-Butyl-3,3-dimethylheptane 1,4-diethyl-2-isobutylcyclooctane Isobutylcyclooctan Cyclobutyl cyclohexane Please have ALL FOUR DRAWINGSarrow_forward1,1-dimethylcyclopentane (draw condensed structural diagram)arrow_forwardFor IUPAC name, draw the corresponding structural formula and line-angle formula. Q.) Cyclopentanolarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Nomenclature: Crash Course Chemistry #44; Author: CrashCourse;https://www.youtube.com/watch?v=U7wavimfNFE;License: Standard YouTube License, CC-BY