Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 3, Problem 62P
Using Newman projections, draw the most stable conformation for the following:
- a. 3-methylpentane, viewed along the C-2 8 C-3 bond
- b. 3-methylhexane, viewed along the C-3 8 C-4 bond
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Students have asked these similar questions
9. Using Newman projections, draw the most stable conformer for the following:
3-methylpentane, considering rotation about the C-2-C-3 bond
b. 3-methylhexane, considering rotation about the C-3-C-4 bond
3,3-dimethylhexane, considering rotation about the C-3-C-4 bond
lavalahavane,
a.
C.
4. Which of the following statements is a correct description of the most stable
chair conformation of 1,1,3-trimethylcyclohexane? Show structures to explain
your answer
a) The methyl group at C-3 is equatorial.
b) C-1 is a tertiary carbon and C-3 is a primary carbon.
c) C-1 is a quaternary carbon and C-3 is a secondary carbon.
d) C-1 is a tertiary carbon and C-3 is a secondary carbon.
e) Both methyl groups at C-1 are equatorial.
13 Draw the molecule trans-1-ethyl-3-
isopropylcyclohexane
conformation. Which is the overall most-stable
conformer? Justify your answer.
in its chair and its flipped chair
Chapter 3 Solutions
Essential Organic Chemistry, Global Edition
Ch. 3.1 - Name each of the following:Ch. 3.1 - Draw the structures and name the four...Ch. 3.1 - Draw the structure for each of the following...Ch. 3.1 - Name the following compounds:Ch. 3.1 - Prob. 7PCh. 3.2 - What is each compounds systematic name?Ch. 3.2 - Prob. 11PCh. 3.3 - Prob. 12PCh. 3.3 - Convert the following condensed structures into...Ch. 3.3 - The molecular formula for ethyl alcohol (CH3CH2OH)...
Ch. 3.3 - Draw a condensed and a skeletal structure for the...Ch. 3.3 - What is each compounds systematic name?Ch. 3.4 - Prob. 17PCh. 3.4 - Give two names for each of the following alkyl...Ch. 3.5 - Are the following compounds primary, secondary, or...Ch. 3.5 - Name the following amines and tell whether they...Ch. 3.5 - Draw the structures and provide systematic names...Ch. 3.6 - Predict the approximate size of the following bond...Ch. 3.7 - What is the smallest straight-chain alkane that is...Ch. 3.7 - Prob. 24PCh. 3.7 - Prob. 25PCh. 3.7 - Prob. 26PCh. 3.7 - List the compounds in each set from highest...Ch. 3.8 - Rank the following compounds in each set from most...Ch. 3.8 - In which solvent would cyclohexane have the lowest...Ch. 3.8 - Prob. 30PCh. 3.9 - Prob. 31PCh. 3.9 - a. Draw the three staggered conformations and the...Ch. 3.9 - a. Draw the most stable conformation of pentane...Ch. 3.11 - Draw 1,2,3,4,5,6-hexachlorocyclohexane with a. all...Ch. 3.12 - At any one time, would you expect there to be more...Ch. 3.13 - Prob. 36PCh. 3 - a. How many hydrogens does an alkane with 17...Ch. 3 - Prob. 2PCh. 3 - Draw a condensed structure and a skeletal...Ch. 3 - Prob. 39PCh. 3 - Prob. 40PCh. 3 - Which of the following represents a cis isomer?Ch. 3 - a. How many primary carbons does each of the...Ch. 3 - Name the following amines and tell whether they...Ch. 3 - Which of the following conformers of isobutyl...Ch. 3 - What is each compounds name? a. CH3CH2CH2OCH2CH3Ch. 3 - Draw the structural formula for an alkane that has...Ch. 3 - Which has a. the higher boiling point:...Ch. 3 - Ansaid and Motrin belong to the group of drugs...Ch. 3 - A student was given the structural formulas of...Ch. 3 - Which of the following conformers has the highest...Ch. 3 - Prob. 51PCh. 3 - Draw skeletal structures for the following: a....Ch. 3 - Prob. 53PCh. 3 - For rotation about the C-3 8 C-4 bond of...Ch. 3 - Prob. 55PCh. 3 - What is each compounds systematic name?Ch. 3 - Draw the two chair conformers for each of the...Ch. 3 - Draw the nine constitutional isomers with...Ch. 3 - Prob. 59PCh. 3 - Prob. 60PCh. 3 - Prob. 61PCh. 3 - Using Newman projections, draw the most stable...Ch. 3 - For each of the following disubstituted...Ch. 3 - Prob. 64PCh. 3 - Prob. 65PCh. 3 - What is each compounds systematic name?Ch. 3 - Prob. 67PCh. 3 - Bromine is a larger atom than chlorine, but the...Ch. 3 - Prob. 69PCh. 3 - Prob. 70PCh. 3 - a. Draw a potential energy diagram for rotation...
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- For rotation about the C-a – C-b bond, using the following templates, draw the Newman Projection of the two staggered conformers that are different in energy. Fill each bond on Newman Projection with Hydrogen or Substituents. You may use Abbreviations such as Me for Methyl, Et for Ethyl, iPr for isopropyl. Circle the Newman projection of the most stable conformer.arrow_forwardDraw a perspective representation of the most stable conformation of 3-methylhexane.arrow_forwardDraw the most stable conformer of trans-1-t-butyl-3-methylcyclohexane. the structure should clearly distinguish between axial and equatorial positionsarrow_forward
- Draw the following conformers of hexane, considering rotation about the C3–C4 bond: a. The most stable of all the conformers b. The least stable of all the conformers c. The gauche conformerarrow_forwardConsider the rotation about the C3-C4 bond of hexane. Draw out the Newman projection for the most stable conformationarrow_forwardHow do I use the Newman projection to draw the most stable and least stable conformations about the C1-C2 for the compound 1-Bromo -2-methylbutanearrow_forward
- 4. Perform a conformational analysis on cyclohexane derivative I. Draw out both possible conformers and circle Using A, U, and G values estimate the energy difference (DG) the preferred (lowest energy) conformer between the two conformers and predict the approximate ratio of the two conformers at room temperature Hj C Br cyclohexane Iarrow_forwardStarting from the wedge- and-dash structure below, rotate the back carbon to provide the Newman projection in the least stable conformation. HO H H Iarrow_forwardDraw a Newman projection of the most stable conformer of 3-ethylhexane about the C2-C3 bond.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_forwardGiven cyclohexane in a chair conformation, construct the more stable conformation of cis-1-ethyl-2-fluorocyclohexane by filling in the missing atoms or groups. Use the numbering provided on the ring. 1 H T Answer Bank H 5 6 H ethyl H H 4 3 T H Harrow_forwardChemistry 3) Draw the Newman projection of the most stable and the least stable conformations of hexane for rotation around the C3-C4 bond. b) Draw the chair conformation and the ring-flipped chair conformation for the following molecule. Which conformation is more stable? Why? Br"arrow_forward
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