Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
2nd Edition
ISBN: 9780393655551
Author: KARTY, Joel
Publisher: W. W. Norton & Company
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Chapter 5, Problem 5.1YT
Interpretation Introduction
Interpretation:
Using a molecular modeling kit, the molecule shown on the right in Figure 5-2a is to be oriented so that the C, Br, and F atoms occupy the positions shown in the second structure. The drawing of the molecule is to be completed by adding H and Cl atoms in the positions where they appear in the molecular model. Then, these two structures are to be compared to see if they are superimposable.
Concept introduction:
Enantiomers are mirror images of each other. To be isomers of each other, however, they must be different in some way. Enantiomers, therefore, are nonsuperimposable mirror images. Molecules are nonsuperimposable if there is no orientation in which all atoms of both molecules can be lined up perfectly (i.e., superimposed).
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Also, highlight each bond in this structure that is cis but which could be trans in a different cis/trans isomer. If there are no such bonds, check the No bonds to
highlight box under the drawing area.
Note: be careful not to highlight a bond just because it's cis in this drawing! It also needs to be a bond that would create a different cis/trans isomer if it were
changed to trans.
This molecule has cis/trans isomers in all.
G
C
1) Draw the complete, valid Lewis Structure for the following molecules (central atoms are
underlined). Then draw good 3-dimensional structure (name the geometry of each central
atom). You may, of course, draw a correct 3-D structure that is complete and valid and "kill
2 birds with one stone".
2) Name the family/type of each compound.
CH3CN
CH3CH2CH2CH2CH3
C2H2B12 (three choices)
C2H2
CH3CH2OH
CGH6 (a "ring" of six carbons)
CH3COOH
CH3CH2CHO
CH3NH
CH3CH20CH3
CH3COCH3
CH3CH2NH3+
CH3CONH2
CH3COOCH3
C(CH),"
In the following Lewis structure of [(CH3)2OH]*, every atom, bond and lone pair is positioned. To complete the
structure, drag the formal charge tags to the appropriate atom(s). Each marker may be used more than once,
or not at all. If an atom has a formal charge of zero, do not drag a tag to it.
When you drag the marker in, place the little crosshairs in the upper left corner of the marker directly
over the atom(s) in question (not above them).
H.
H-C
Н-С-О-С-Н
C-H
H HH
2-
II
2-
Chapter 5 Solutions
Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
Ch. 5 - Prob. 5.1PCh. 5 - Prob. 5.2PCh. 5 - Prob. 5.3PCh. 5 - Prob. 5.4PCh. 5 - Prob. 5.5PCh. 5 - Prob. 5.6PCh. 5 - Prob. 5.7PCh. 5 - Prob. 5.8PCh. 5 - Prob. 5.9PCh. 5 - Prob. 5.10P
Ch. 5 - Prob. 5.11PCh. 5 - Prob. 5.12PCh. 5 - Prob. 5.13PCh. 5 - Prob. 5.14PCh. 5 - Prob. 5.15PCh. 5 - Prob. 5.16PCh. 5 - Prob. 5.17PCh. 5 - Prob. 5.18PCh. 5 - Prob. 5.19PCh. 5 - Prob. 5.20PCh. 5 - Prob. 5.21PCh. 5 - Prob. 5.22PCh. 5 - Prob. 5.23PCh. 5 - Prob. 5.24PCh. 5 - Prob. 5.25PCh. 5 - Prob. 5.26PCh. 5 - Prob. 5.27PCh. 5 - Prob. 5.28PCh. 5 - Prob. 5.29PCh. 5 - Prob. 5.30PCh. 5 - Prob. 5.31PCh. 5 - Prob. 5.32PCh. 5 - Prob. 5.33PCh. 5 - Prob. 5.34PCh. 5 - Prob. 5.35PCh. 5 - Prob. 5.36PCh. 5 - Prob. 5.37PCh. 5 - Prob. 5.38PCh. 5 - Prob. 5.39PCh. 5 - Prob. 5.40PCh. 5 - Prob. 5.41PCh. 5 - Prob. 5.42PCh. 5 - Prob. 5.43PCh. 5 - Prob. 5.44PCh. 5 - Prob. 5.45PCh. 5 - Prob. 5.46PCh. 5 - Prob. 5.47PCh. 5 - Prob. 5.48PCh. 5 - Prob. 5.49PCh. 5 - Prob. 5.50PCh. 5 - Prob. 5.51PCh. 5 - Prob. 5.52PCh. 5 - Prob. 5.53PCh. 5 - Prob. 5.54PCh. 5 - Prob. 5.55PCh. 5 - Prob. 5.56PCh. 5 - Prob. 5.57PCh. 5 - Prob. 5.58PCh. 5 - Prob. 5.59PCh. 5 - Prob. 5.60PCh. 5 - Prob. 5.61PCh. 5 - Prob. 5.62PCh. 5 - Prob. 5.63PCh. 5 - Prob. 5.64PCh. 5 - Prob. 5.65PCh. 5 - Prob. 5.66PCh. 5 - Prob. 5.67PCh. 5 - Prob. 5.68PCh. 5 - Prob. 5.69PCh. 5 - Prob. 5.70PCh. 5 - Prob. 5.71PCh. 5 - Prob. 5.72PCh. 5 - Prob. 5.73PCh. 5 - Prob. 5.74PCh. 5 - Prob. 5.75PCh. 5 - Prob. 5.76PCh. 5 - Prob. 5.77PCh. 5 - Prob. 5.78PCh. 5 - Prob. 5.79PCh. 5 - Prob. 5.1YTCh. 5 - Prob. 5.2YTCh. 5 - Prob. 5.3YTCh. 5 - Prob. 5.4YTCh. 5 - Prob. 5.5YTCh. 5 - Prob. 5.6YTCh. 5 - Prob. 5.7YTCh. 5 - Prob. 5.8YTCh. 5 - Prob. 5.9YTCh. 5 - Prob. 5.10YTCh. 5 - Prob. 5.11YTCh. 5 - Prob. 5.12YTCh. 5 - Prob. 5.13YTCh. 5 - Prob. 5.14YTCh. 5 - Prob. 5.15YTCh. 5 - Prob. 5.16YTCh. 5 - Prob. 5.17YT
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