EBK ESSENTIAL ORGANIC CHEMISTRY
3rd Edition
ISBN: 9780100659469
Author: Bruice
Publisher: YUZU
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Textbook Question
Chapter 14.4, Problem 4P
Which of the hydrogens in the structure in the margin is the easiest for a chlorine radical to remove?
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5. Please draw in the blanks the missing transition states and the correlated products. Explicitly
display relevant absolute stereochemical configuration.
MeOH
I
OMe
H
Endo transition state,
dienophile approaching from the bottom of diene
+
H
ཎྞཾ ཌཱརཱ༔,_o
OMe
H
H
OMe
Endo transition state,
dienophile approaching from the top of diene or
from the bottom but horizontally flipped (draw one)
+
Exo transition state,
dienophile approaching from the top of diene or
from the bottom but horizontally flipped (draw one)
Exo transition state,
dienophile approaching from the top of diene or
from the bottom but horizontally flipped (draw one)
MeO H
H
MeO H
MeO H
MeO H
H
H
H
(1)
H
C.
C
C
.H
(2)
(3)
Cl
H
The ideal value for bond angle (1) is (Choose one)
and the ideal value for bond angle (3) is (Choose one)
degrees, the value for bond angle (2) is (Choose one) degrees,
degrees.
Chapter 14 Solutions
EBK ESSENTIAL ORGANIC CHEMISTRY
Ch. 14.2 - Write the mechanism for the monobromination of...Ch. 14.2 - Prob. 2PCh. 14.4 - Prob. 3PCh. 14.4 - Which of the hydrogens in the structure in the...Ch. 14.4 - How many alkyl chlorides can be obtained from...Ch. 14.4 - Prob. 7PCh. 14.5 - Prob. 9PCh. 14.6 - a. Which ether is most apt to form a peroxide? b....Ch. 14.7 - Prob. 11PCh. 14 - Prob. 12P
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