Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 7, Problem 7.15YT
Interpretation Introduction
Interpretation:
To find the difference in bond energies and find which bond is responsible for the stability of the keto form.
Concept introduction:
Stability of the keto form depends on the strength of the bond and the bond energy difference.
Stronger the bond, more is its influence on its stability.
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Draw the most stable resonance form for the intermediate in the following electrophilic
substitution reaction.
_NH2
NH2
Br2
Br
• You do not have to consider stereochemistry.
• Include all valence lone pairs in your answer.
• In cases where there is more than one answer, just draw one.
Consider the reaction.
H
:CI:
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-Ci:
H3C
Ċ-CH3
H3C
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ČH3
Add curved arrows for the first step.
Draw both the organic and inorganic intermediate
species. Include nonbonding electrons and charges, where
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applicable. Include hydrogen atoms.
H
Cl
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H
Cl
CH,
H - ci :
CH;
H,C
CH;
CH;
H,C
CI
H
Draw the curved arrows and the products formed in the acid-base reaction of HBr and NH3. Determine the direction
of equilibrium.
Step 1: What happens in an acid-base reaction?
Step 2: Draw the products of the acid-base reaction.
Step 3: Draw the curved arrow mechanism of the acid-base reaction.
Step 4: Determine the direction of equilibrium.
A. Draw the curved arrow mechanism.
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||||
N H Br
H
: Br
B. The equilibrium arrows
H
lie to the left (the backwards direction)
lie to the right (the forward direction)
..
NH3
Q 2 Q
-I
+
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H
Chapter 7 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
Ch. 7 - Prob. 7.1PCh. 7 - Prob. 7.2PCh. 7 - Prob. 7.3PCh. 7 - Prob. 7.4PCh. 7 - Prob. 7.5PCh. 7 - Prob. 7.6PCh. 7 - Prob. 7.7PCh. 7 - Prob. 7.8PCh. 7 - Prob. 7.9PCh. 7 - Prob. 7.10P
Ch. 7 - Prob. 7.11PCh. 7 - Prob. 7.12PCh. 7 - Prob. 7.13PCh. 7 - Prob. 7.14PCh. 7 - Prob. 7.15PCh. 7 - Prob. 7.16PCh. 7 - Prob. 7.17PCh. 7 - Prob. 7.18PCh. 7 - Prob. 7.19PCh. 7 - Prob. 7.20PCh. 7 - Prob. 7.21PCh. 7 - Prob. 7.22PCh. 7 - Prob. 7.23PCh. 7 - Prob. 7.24PCh. 7 - Prob. 7.25PCh. 7 - Prob. 7.26PCh. 7 - Prob. 7.27PCh. 7 - Prob. 7.28PCh. 7 - Prob. 7.29PCh. 7 - Prob. 7.30PCh. 7 - Prob. 7.31PCh. 7 - Prob. 7.32PCh. 7 - Prob. 7.33PCh. 7 - Prob. 7.34PCh. 7 - Prob. 7.35PCh. 7 - Prob. 7.36PCh. 7 - Prob. 7.37PCh. 7 - Prob. 7.38PCh. 7 - Prob. 7.39PCh. 7 - Prob. 7.40PCh. 7 - Prob. 7.41PCh. 7 - Prob. 7.42PCh. 7 - Prob. 7.43PCh. 7 - Prob. 7.44PCh. 7 - Prob. 7.45PCh. 7 - Prob. 7.46PCh. 7 - Prob. 7.47PCh. 7 - Prob. 7.48PCh. 7 - Prob. 7.49PCh. 7 - Prob. 7.50PCh. 7 - Prob. 7.51PCh. 7 - Prob. 7.52PCh. 7 - Prob. 7.53PCh. 7 - Prob. 7.54PCh. 7 - Prob. 7.55PCh. 7 - Prob. 7.56PCh. 7 - Prob. 7.57PCh. 7 - Prob. 7.58PCh. 7 - Prob. 7.59PCh. 7 - Prob. 7.60PCh. 7 - Prob. 7.1YTCh. 7 - Prob. 7.2YTCh. 7 - Prob. 7.3YTCh. 7 - Prob. 7.4YTCh. 7 - Prob. 7.5YTCh. 7 - Prob. 7.6YTCh. 7 - Prob. 7.7YTCh. 7 - Prob. 7.8YTCh. 7 - Prob. 7.9YTCh. 7 - Prob. 7.10YTCh. 7 - Prob. 7.11YTCh. 7 - Prob. 7.12YTCh. 7 - Prob. 7.13YTCh. 7 - Prob. 7.14YTCh. 7 - Prob. 7.15YT
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- For each organic reaction, say whether at equilibrium there will be more reactants than products (so equilibrium lies to the left), or more products than reactants (so equilibrium lies to the right). You'll probably find some useful information in the ALEKS Data resource. + NH3 + H₂O OH left + -NH2 + Ho left + NH₂ left + HCI NH₂ right right right HO + H₂O* + -NH3 + H₂O o + NH3 + :C: X Ś 0: 000 18 Ararrow_forwardUse the dropdown menu to indicate whether the rate of the reaction shown below will increase, decrease, or remain the same when the reaction conditions are changed to X or to Y or to Z (see below). NaN3 'N3 Br CH3CN X: Change the leaving group from Br to CI Y: Increase the concentration of haloalkane Z: Increase the concentration of NaN3 X: choose your answer.. ^ Y: choose your answer... V Z: choose your answer... choose your answer... Remain the same Nex Decrease Increasearrow_forwarda. Add wedge-and-dash bonds to give (S)-1-bromo-1-chloroethane. Select Draw Rings More / |||||| 3 → Br Cl H C Cl Br Erase b. Add wedge-and-dash bonds to give (S)-1-chloro-2-propanol. Select Draw Rings More / ||| ||| G H OH C Cl H Cl O Erase Q2 Qarrow_forward
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