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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Question
Chapter 5.4, Problem 5.17E
Interpretation Introduction
Interpretation: The hashed-wedged line model of fisher projection and its configuration needs to be determined.
Concept Introduction: The Fisher projection is 2-D model of the molecule at the stereocenteric carbon atom. The hashed-wedged line is the representation of 2-D model on the plane.
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1. Draw Newman projection and Fischer projection of the following compound and find the configurations of
stereocenters.
7.
OH
Br
Identify the relation between the two molecules in each of the following four sets of molecules.
(A)
Br-
CI
Br
H CI Br
(C)
Br.
Br
H
H
Br
H
CI Br
CI CI
H
H
Br
CI
CI
CI
H
H
(B)
Br
Br.
3
H
H
(D)
CI Br
CI CI
B-
H
H
CI
Bri
In the Fischer projection below, what are the configurations of the two asymmetric centers?
CHs
ČH-CH2OH
HO
2R, 3S
2S, 3R
2S, 3S
2R, 3R
cannot be determined from structure
which pair is (2R,3S) and (2S, 3R) and which pair is the
(2S, 3S) and (2R, 3R)? please point to the stereocenters
to answer
Ph S
Br
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S
Br
A.
Br
Ph S
R
Br
C.
OH
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Br
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Chapter 5 Solutions
Organic Chemistry: Structure and Function
Ch. 5.1 - Prob. 5.3ECh. 5.1 - Prob. 5.4ECh. 5.1 - Prob. 5.5ECh. 5.2 - Prob. 5.6ECh. 5.2 - Prob. 5.8TIYCh. 5.3 - Prob. 5.9ECh. 5.3 - Prob. 5.11TIYCh. 5.3 - Prob. 5.12ECh. 5.4 - Prob. 5.13ECh. 5.4 - Prob. 5.14E
Ch. 5.4 - Prob. 5.16TIYCh. 5.4 - Prob. 5.17ECh. 5.5 - Prob. 5.18ECh. 5.5 - Prob. 5.19ECh. 5.5 - Prob. 5.20ECh. 5.6 - Prob. 5.21ECh. 5.6 - Prob. 5.22ECh. 5.6 - Prob. 5.23ECh. 5.7 - Prob. 5.24ECh. 5.7 - Prob. 5.26TIYCh. 5.7 - Prob. 5.27ECh. 5 - Prob. 5.1ECh. 5 - Prob. 5.2ECh. 5 - Prob. 30PCh. 5 - Prob. 31PCh. 5 - Prob. 32PCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - Prob. 35PCh. 5 - Prob. 36PCh. 5 - Prob. 37PCh. 5 - Prob. 38PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Prob. 41PCh. 5 - Prob. 42PCh. 5 - Prob. 43PCh. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Prob. 48PCh. 5 - Prob. 49PCh. 5 - Prob. 50PCh. 5 - Prob. 51PCh. 5 - Prob. 52PCh. 5 - Prob. 53PCh. 5 - Prob. 54PCh. 5 - Prob. 55PCh. 5 - Prob. 56PCh. 5 - Prob. 57PCh. 5 - Prob. 58PCh. 5 - Prob. 59PCh. 5 - Prob. 60PCh. 5 - Prob. 61PCh. 5 - Prob. 62PCh. 5 - Prob. 63PCh. 5 - Prob. 64PCh. 5 - Prob. 65PCh. 5 - Prob. 66PCh. 5 - Prob. 67PCh. 5 - Prob. 68PCh. 5 - Prob. 69PCh. 5 - Prob. 70PCh. 5 - Prob. 71P
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- Draw the lowest and highest energy rotamers (rotational conformers) of the molecule given below as Newman Projections along the carbon-carbon bond marked in red (carbon 1 is in the front). Include all H atoms in your Newman Projections. CI CH3 Br 1arrow_forwardChoose the Fischer projection that is the enantiomer of the structure shown. CH3 H H3C -Br CI- -H CH3 A H H3C- -Br H₂C -CI H B CI- Br H H CH3 H CI- CH3 -Br -H CH3 C Br H- CH3 -H -CH3 CI D H CI Br -CH3 -H CH3 Earrow_forward1. Assign the absolute configurations in the Fischer projections below. H H HO- CH 3 CH₂ -CI -Br -CH₂CH3 H H HO -CI H -Brarrow_forward
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