Organic Chemistry
8th Edition
ISBN: 9781337516402
Author: Brown
Publisher: Cengage
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Chapter 20, Problem 20.54P
Interpretation Introduction
Interpretation: The mechanism for the given reaction has to be proposed:
Concept Introduction:
Pericyclic reaction:
The pericyclic reaction involves the redistribution of six electrons through the formation of a cyclic transition state from which a diene compound gets converted into its isomeric form.
Example with mechanism of a pericyclic reaction:
In this mechanism, two pi-bonds and one sigma bond of the reactant molecule has been broken and formed two new pi-bonds through a cyclic transition state.
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LTS
Solid:
AT=Te-Ti
Trial 1
Trial 2
Trial 3
Average
ΔΗ
Mass water, g
24.096
23.976
23.975
Moles of solid, mol
0.01763
001767
0101781
Temp. change, °C
2.9°C
11700
2.0°C
Heat of reaction, J
-292.37J -170.473
-193.26J
AH, kJ/mole
16.58K 9.647 kJ 10.85 kr
16.58K59.64701
KJ
mol
12.35k
Minimum AS,
J/mol K
41.582
mol-k
Remember: q = mCsAT (m = mass of water, Cs=4.184J/g°C) & qsin =-qrxn &
Show your calculations for:
AH in J and then in kJ/mole for Trial 1:
qa (24.0969)(4.1845/g) (-2.9°C)=-292.37J
qsin =
qrxn =
292.35 292.37J
AH in J = 292.375 0.2923kJ
0.01763m01
=1.65×107
AH in kJ/mol =
=
16.58K
0.01763mol
mol
qrx
Minimum AS in J/mol K (Hint: use the average initial temperature of the three trials, con
Kelvin.)
AS=AHIT
(1.65×10(9.64×103) + (1.0
Jimai
For the compound: C8H17NO2
Use the following information to come up with a plausible structure:
8
This compound has "carboxylic acid amide" and ether functional groups.
The peaks at 1.2ppm are two signals that are overlapping one another.
One of the two signals is a doublet that represents 6 hydrogens; the
other signal is a quartet that represents 3 hydrogens.
Vnk the elements or compounds in the table below in decreasing order of their boiling points. That is, choose 1 next to the substance with the highest bolling
point, choose 2 next to the substance with the next highest boiling point, and so on.
substance
C
D
chemical symbol,
chemical formula
or Lewis structure.
CH,-N-CH,
CH,
H
H 10: H
C-C-H
H H H
Cale
H 10:
H-C-C-N-CH,
Bri
CH,
boiling point
(C)
Сен
(C) B
(Choose
Chapter 20 Solutions
Organic Chemistry
Ch. 20.1 - Prob. 20.1PCh. 20.1 - Estimate the stabilization gained as a result of...Ch. 20.2 - Predict the product(s) formed by addition of one...Ch. 20.3 - Prob. 20.4PCh. 20.3 - Prob. 20.5PCh. 20.4 - Prob. 20.6PCh. 20.5 - Prob. 20.7PCh. 20.5 - Prob. 20.8PCh. 20.5 - Prob. 20.9PCh. 20.6 - Prob. 20.10P
Ch. 20.6 - Prob. 20.11PCh. 20.6 - Prob. 20.12PCh. 20 - If an electron is added to 1,3-butadiene, into...Ch. 20 - Prob. 20.15PCh. 20 - Predict the structure of the major product formed...Ch. 20 - Predict the major product formed by 1,4-addition...Ch. 20 - Predict the structure of the major 1,2-addition...Ch. 20 - Prob. 20.19PCh. 20 - Prob. 20.20PCh. 20 - Prob. 20.21PCh. 20 - Prob. 20.22PCh. 20 - Prob. 20.23PCh. 20 - Pyridine exhibits a UV transition of the type n at...Ch. 20 - Prob. 20.25PCh. 20 - Prob. 20.26PCh. 20 - Prob. 20.27PCh. 20 - Write the frontier molecular orbital analysis for...Ch. 20 - Prob. 20.29PCh. 20 - Draw structural formulas for the products of...Ch. 20 - Propose structural formulas for compounds A and B...Ch. 20 - Under certain conditions, 1,3-butadiene can...Ch. 20 - Prob. 20.33PCh. 20 - Prob. 20.34PCh. 20 - The following triene undergoes an intramolecular...Ch. 20 - Prob. 20.36PCh. 20 - Prob. 20.37PCh. 20 - Prob. 20.38PCh. 20 - Prob. 20.39PCh. 20 - The Diels-Alder reaction is not limited to making...Ch. 20 - The first step in a synthesis of dodecahedrane...Ch. 20 - Bicyclo-2,5-heptadiene can be prepared in two...Ch. 20 - Prob. 20.43PCh. 20 - Prob. 20.44PCh. 20 - Following is a retrosynthetic scheme for the...Ch. 20 - Prob. 20.46PCh. 20 - Prob. 20.47PCh. 20 - Prob. 20.48PCh. 20 - Prob. 20.49PCh. 20 - Prob. 20.50PCh. 20 - What reaction presented in this chapter is...Ch. 20 - Claisen rearrangement of an allyl phenyl ether...Ch. 20 - Prob. 20.53PCh. 20 - Prob. 20.54PCh. 20 - We now continue the use of organic chemistry...Ch. 20 - Write the products of the following sequences of...
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