Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Textbook Question
Chapter 10, Problem 4Q
Use the single-
TABLE 10.1 Single-bond homolytic dissociation energies DH° at 25°C
10.4 Using the data of Table 10.1, calculate the heat of reaction, ΔH°, of the reaction,
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Using bond energies from the table, estimate ΔH for the reaction below. The OH group on the product side is attached to a carbon.CH2=CH2(g) + H2O(g) ↔ CH3CH2OH(g)
Bond Energies, kJ/mol
Single Bonds
H
C
N
O
S
F
Cl
Br
I
H
432
C
411
346
N
386
305
167
O
459
358
201
142
S
363
272
---
---
286
F
565
485
283
190
284
155
Cl
428
327
313
218
255
249
240
Br
362
285
243
201
217
249
216
190
I
295
213
---
201
---
278
208
175
149
Multiple Bonds
C=C
602
C=N
615
C=O
799
CºC
835
CºN
887
CºO
1072
N=N
418
N=O
607
S=O (in SO2)
532
NºN
942
O2
494
S=O (in SO3)
469
A.) What is the heat of reaction, ΔH°?
CO2(g) + H2O(l) à H2CO3(aq)
–20.2 kJ mol–1
–1379 kJ mol–1
–592 kJ mol–1
B.)
What is the average bond energy in CO2?
CO2(g) ΔH°f, = –393.5 kJ mol–1
CO(g) ΔH°f, = –110.5 kJ mol–1
C(g) ΔH°f, = +715 kJ mol–1
CO32–(aq) ΔH°f, = –676.3 kJ mol–1
O(g) ΔH°f, = +249.0 kJ mol–1
207 kJ mol–1
1607 kJ mol–1
804 kJ mol–1
Calculate ΔH° for the reaction using the given bond dissociation energies.
CH4(g)+2O2(g)⟶CO2(g)+2H2O(g)
Bond
ΔH° (kJ/mol)
O–OO–O
142
H–OH–O
459
C−HC−H
411
C=OC=O
799
O=OO=O
498
C–OC–O
358
What type of reaction is this?
Chapter 10 Solutions
Organic Chemistry
Ch. 10 - Prob. 1PPCh. 10 - Prob. 2PPCh. 10 - Practice Problem 10.3 How would the molecular ion...Ch. 10 - Prob. 4PPCh. 10 - Prob. 5PPCh. 10 - Prob. 6PPCh. 10 - Practice Problem 10.7 Chlorination reactions of...Ch. 10 - Prob. 8PPCh. 10 - Prob. 9PPCh. 10 - Prob. 10PP
Ch. 10 - Prob. 11PPCh. 10 - Practice Problem 10.12 Benzylic radicals, due to...Ch. 10 - Prob. 13PPCh. 10 - Practice Problem 10.14 Show how the following...Ch. 10 - Prob. 15PPCh. 10 - Prob. 16PPCh. 10 - Prob. 17PPCh. 10 - Prob. 18PCh. 10 - Explain the relative distribution of produces...Ch. 10 - 10.20 Which of the following compounds can be...Ch. 10 - Prob. 21PCh. 10 - Prob. 22PCh. 10 - Prob. 23PCh. 10 - Prob. 24PCh. 10 - 10.25 List in order of decreasing stability all of...Ch. 10 - Prob. 26PCh. 10 - Prob. 27PCh. 10 - Prob. 28PCh. 10 - Starting with the compound or compounds indicated...Ch. 10 - Prob. 30PCh. 10 - 10.31 Synthesize each of the following compounds...Ch. 10 - 10.32 Synthesize each of the following compounds...Ch. 10 - Prob. 33PCh. 10 - Prob. 34PCh. 10 - Prob. 35PCh. 10 - Write a mechanism for the following reaction.Ch. 10 - Prob. 37PCh. 10 - The halogen atom of an alkyl halide can be...Ch. 10 - Prob. 39PCh. 10 - Prob. 40PCh. 10 - If one were to try to draw the simplest Lewis...Ch. 10 - Prob. 1LGPCh. 10 - 2. (a) Propose a synthesis of 2-methoxypropene...Ch. 10 - Use the single-bond dissociation energies of Table...Ch. 10 - 10.2 In the radical chlorination of methane, one...Ch. 10 - Prob. 3QCh. 10 - Use the single-bond dissociation energies of Table...Ch. 10 - Prob. 5QCh. 10 - Prob. 6Q
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