Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 4, Problem 41P
Interpretation Introduction
Interpretation:The cis- isomer and trans- isomer of hexahydroindane needs to be drawn in most stable conformation.
Concept introduction:The most stable conformation of a compound is the one in which there is less or no steric hinderance. The position of the bulkier group plays an important role in this case. The bulkier group at equatorial position is comparatively more stable than at axial position.
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11.
s) Draw the most stable conformation of 1,3-dichloro-2,4-difluorocyclohexane:
12. Which of the following represents the most stable conformation of 1,2,4,5-
tetramethyleyclohexane? (one correct answer)
CH
b)
CH
HC
H-
H-
CH
HC
CH,
CH
6.
Give IUPAC name for the following molecule. Include "cis" and "trans"
designations if applicable.
H2C-CH3
H
-CH2
H-
H
Br
Consider 1-bromopropane, CH3CH2CH2Br.
(a) Which of these is the lowest energy conformation?
5. Draw the two chair conformations ("ring filips") of trans –1- ethyl-4-methylcyclohexane to show
the axial and equatorial substituents (including all hydrogens). Then determine which of the two
conformations is more stable and why.
Chapter 4 Solutions
Organic Chemistry: Structure and Function
Ch. 4.1 - Prob. 4.1ECh. 4.1 - Prob. 4.3TIYCh. 4.2 - Prob. 4.4ECh. 4.2 - Prob. 4.6TIYCh. 4.3 - Prob. 4.7ECh. 4.4 - Prob. 4.8ECh. 4.4 - Prob. 4.10TIYCh. 4.4 - Prob. 4.11ECh. 4.4 - Prob. 4.12ECh. 4.4 - Prob. 4.14TIY
Ch. 4.6 - Prob. 4.15ECh. 4.7 - Prob. 4.16ECh. 4.7 - Prob. 4.17ECh. 4.7 - Prob. 4.18ECh. 4 - Prob. 21PCh. 4 - Prob. 22PCh. 4 - Prob. 23PCh. 4 - Prob. 24PCh. 4 - Prob. 25PCh. 4 - Prob. 26PCh. 4 - Prob. 27PCh. 4 - Prob. 28PCh. 4 - Prob. 29PCh. 4 - Prob. 30PCh. 4 - Prob. 31PCh. 4 - Prob. 32PCh. 4 - Prob. 33PCh. 4 - Prob. 34PCh. 4 - Prob. 35PCh. 4 - Prob. 36PCh. 4 - Prob. 37PCh. 4 - Prob. 38PCh. 4 - Prob. 39PCh. 4 - Prob. 40PCh. 4 - Prob. 41PCh. 4 - Prob. 42PCh. 4 - Prob. 43PCh. 4 - Prob. 44PCh. 4 - Prob. 45PCh. 4 - Prob. 46PCh. 4 - Prob. 47PCh. 4 - Prob. 48PCh. 4 - Prob. 49PCh. 4 - Prob. 50PCh. 4 - Prob. 51PCh. 4 - Prob. 52PCh. 4 - Prob. 53PCh. 4 - Prob. 54PCh. 4 - Prob. 55PCh. 4 - Prob. 56PCh. 4 - Prob. 57PCh. 4 - Prob. 58PCh. 4 - Prob. 59PCh. 4 - Prob. 60P
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- How many isomers (structural, geometric, and stereo) have the formula C5H10, and have "cyclo" in their name? (i.e. they contain a ring) 4 06 07 5arrow_forward4. Which structure below represents the most stable conformation of cis-1-t-butyl-4-methylcyclohexane? A B D 5. The planar form of which ring would have bond angles close to the tetrahedral value, but is destabilized by eclipsing interactions (torsional strain)? Which of the following statements about conformations is FALSE? A) Conformations can be isolated and separated at room temperature B) Conformations are interconverted by rotation about o-bonds C) For butane the staggered anti conformation is the most stable D) For ethane the eclipsed conformation is the least stable 6. 7. Which of the following compounds has two chirality centers? .H H. H3Carrow_forwardTwo alkenes undergo hydrogenation to yield a mixture or cis- and trans-1,4-dimethylcyclohexane. Which two are these? A third, however, gives only cis-1,4-dimethylcyclohexane. What compound is this?arrow_forward
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