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Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Textbook Question
Chapter 5, Problem 7CTQ
On which do you expect to have a more intense and concentrated “hotspot” of negative charge: methoxideion or bicarbonate ion?
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Provide the correct IUPAC name for HBrO₂(aq).
(I)
(II)
(III)
(IV)
tri-
hepta-
penta-
mono-
octa-
di-
hexa-
tetra-
hypobromic
hypobromous
hydrobromic
bromic
hydrobromous
perbromic
perbromous
bromous
hydrate
acid
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The bond length of the indicated C-C single bond in hexa-1,3,5-triene is about
146 pm, which is considerably shorter than that in ethane, H3C-CH3.
(a) How much shorter is it? Hint: See Figure 14-2, page 685.
(b) Which occupied T MOS (obtained in Problem 14.32) help decrease this bond length?
(c) If an electron were promoted from the HOMO to the LUMO, would the length of the
C-C single bond increase, decrease, or stay roughly the same? Explain.
146 pm
3. According to the Hammond Postulate, what does transition state 3 (TS3) most closely resemble?
First choice:
Second choice:
AG
(a) TS2
(b) P
(c) 12
(d) 11
TS2
TS1
M
11
Reaction Coordinate
12
TS3
Chapter 5 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 5 - Which elements on the periodic table (other than...Ch. 5 - You will not find “hydroxide” in the stockroom,...Ch. 5 - Prob. 3CTQCh. 5 - Prob. 4CTQCh. 5 - Prob. 5CTQCh. 5 - Prob. 6CTQCh. 5 - On which do you expect to have a more intense and...Ch. 5 - Prob. 8CTQCh. 5 - Prob. 9CTQCh. 5 - Prob. 10CTQ
Ch. 5 - Prob. 11CTQCh. 5 - Prob. 12CTQCh. 5 - Prob. 13CTQCh. 5 - Prob. 14CTQCh. 5 - Prob. 15CTQCh. 5 - Prob. 16CTQCh. 5 - For each proposed set of resonance structures: a....Ch. 5 - Consider the polarization of the C=O bond in the...Ch. 5 - The C=O double bond is called a “carbonyl bond.”...Ch. 5 - Prob. 20CTQCh. 5 - Prob. 21CTQCh. 5 - Prob. 22CTQCh. 5 - Prob. 23CTQCh. 5 - Prob. 24CTQCh. 5 - Prob. 25CTQCh. 5 - Prob. 26CTQCh. 5 - Prob. 27CTQCh. 5 - Prob. 28CTQCh. 5 - Prob. 29CTQCh. 5 - Prob. 30CTQCh. 5 - Prob. 31CTQCh. 5 - Confirm that there is no legitimate Lewis...Ch. 5 - Draw all resonance structures of the molecule...Ch. 5 - Prob. 34CTQCh. 5 - Prob. 35CTQCh. 5 - Prob. 36CTQCh. 5 - Occasionally, we will see an ionic compound that...Ch. 5 - Prob. 2ECh. 5 - Prob. 3ECh. 5 - Prob. 4ECh. 5 - Is it possible to draw a resonance structure of...Ch. 5 - Prob. 6ECh. 5 - Prob. 7ECh. 5 - Prob. 8ECh. 5 - Phenol (shown below) has a pKa10 . a. Based on pKa...Ch. 5 - Use curved arrows to show the most likely...Ch. 5 - Prob. 12ECh. 5 - Complete each Lewis structure, draw all important...Ch. 5 - Use curved arrows to show the most likely...Ch. 5 - Construct an explanation for why sulfuric acid is...Ch. 5 - Prob. 16ECh. 5 - Prob. 17ECh. 5 - Prob. 18E
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