Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
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Question
Chapter 19.13, Problem 36CC
Interpretation Introduction
Interpretation:
The synthesis of the following compound has to be illustrated using benzene as the starting compound.
Concept Introduction:
- Electrophilic substitution reactions of
aromatic compounds are known as aromatic electrophilic substitution reactions. An electrophile is a species that is deficient of electrons.
- Benzene is an electron rich Aromatic compound. It undergoes aromatic electrophilic substitution reaction. The delocalized nature of pi electrons in benzene attributes a special property to benzene called resonance.
- The various types of electrophilic substitution reactions in benzene are – Chlorination, Bromination, Nitration, Sulfonation, Friedel Crafts Alkylation/Acylation etc.
- Apart from electrophilic substitution reactions benzene and its derivatives also undergo another special type of reactions namely Aromatic nucleophilic substitution reactions.
- The criteria for aromatic nucleophilic substitution reaction to occur are –
- The aromatic ring must contain a strong electron withdrawing group
- The aromatic ring must contain a leaving group
- The leaving group must be posited either ortho or para position to the strong electron withdrawing group.
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יווי
10
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3.5
3
2.5
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[ppm]
3.5
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6 [ppm]
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2H2S(g)+3O2(g)→2SO2(g)+2H2O(g)
A 1.2mol sample of H2S(g) is combined with excess O2(g), and the reaction goes to completion.
Question
Which of the following predicts the theoretical yield of SO2(g) from the reaction?
Responses
1.2 g
Answer A: 1.2 grams
A
41 g
Answer B: 41 grams
B
77 g
Answer C: 77 grams
C
154 g
Answer D: 154 grams
D
Part VII. Below are the 'HNMR, 13 C-NMR, COSY 2D- NMR, and HSQC 2D-NMR (similar with HETCOR but axes are reversed) spectra of an
organic compound with molecular formula C6H1003 - Assign chemical shift values to the H and c atoms of the
compound. Find the structure. Show complete solutions.
Predicted 1H NMR Spectrum
4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1
f1 (ppm)
Predicted 13C NMR Spectrum
100
f1 (ppm)
30
220 210 200 190 180
170
160 150 140 130 120
110
90
80
70
-26
60
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46
30
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115
10
1.0 0.9 0.8
0
-10
Chapter 19 Solutions
Organic Chemistry
Ch. 19.2 - Prob. 1CCCh. 19.3 - Prob. 2CCCh. 19.3 - Prob. 3CCCh. 19.4 - Prob. 4CCCh. 19.5 - Prob. 5CCCh. 19.5 - Prob. 6CCCh. 19.5 - Prob. 7CCCh. 19.6 - Prob. 8CCCh. 19.6 - Prob. 9CCCh. 19.6 - Prob. 10CC
Ch. 19.7 - Prob. 11CCCh. 19.7 - Prob. 12CCCh. 19.8 - Prob. 13CCCh. 19.9 - Prob. 14CCCh. 19.9 - Prob. 15CCCh. 19.10 - Prob. 1LTSCh. 19.10 - Prob. 16PTSCh. 19.10 - Prob. 17ATSCh. 19.10 - Prob. 18ATSCh. 19.11 - Prob. 2LTSCh. 19.11 - Prob. 19PTSCh. 19.11 - Prob. 20ATSCh. 19.11 - Prob. 21ATSCh. 19.11 - Prob. 3LTSCh. 19.11 - Prob. 22PTSCh. 19.11 - Prob. 23ATSCh. 19.11 - Prob. 24ATSCh. 19.11 - Prob. 4LTSCh. 19.11 - Prob. 25PTSCh. 19.11 - Prob. 26ATSCh. 19.11 - Prob. 27ATSCh. 19.12 - Prob. 28CCCh. 19.12 - Prob. 29CCCh. 19.12 - Prob. 5LTSCh. 19.12 - Prob. 30PTSCh. 19.12 - Prob. 31ATSCh. 19.12 - Prob. 32ATSCh. 19.12 - Prob. 6LTSCh. 19.12 - Prob. 33PTSCh. 19.12 - Prob. 34ATSCh. 19.13 - Prob. 35CCCh. 19.13 - Prob. 36CCCh. 19.13 - Prob. 37CCCh. 19.14 - Prob. 38CCCh. 19.14 - Prob. 39CCCh. 19.15 - Prob. 7LTSCh. 19.15 - Prob. 40PTSCh. 19.15 - Prob. 41PTSCh. 19.15 - Prob. 42ATSCh. 19 - Prob. 43PPCh. 19 - Prob. 44PPCh. 19 - Prob. 45PPCh. 19 - Prob. 46PPCh. 19 - Prob. 47PPCh. 19 - Prob. 48PPCh. 19 - Prob. 49PPCh. 19 - Prob. 50PPCh. 19 - Prob. 51PPCh. 19 - Prob. 52PPCh. 19 - Prob. 53PPCh. 19 - Prob. 54PPCh. 19 - Prob. 55PPCh. 19 - Prob. 56PPCh. 19 - Prob. 57PPCh. 19 - Prob. 58PPCh. 19 - Prob. 59PPCh. 19 - Prob. 60PPCh. 19 - Prob. 61PPCh. 19 - Prob. 62PPCh. 19 - Prob. 63PPCh. 19 - Prob. 64PPCh. 19 - Prob. 65PPCh. 19 - Prob. 66PPCh. 19 - Prob. 67PPCh. 19 - Prob. 68PPCh. 19 - Prob. 69PPCh. 19 - Prob. 70PPCh. 19 - Prob. 71PPCh. 19 - Prob. 72PPCh. 19 - Prob. 73PPCh. 19 - Prob. 74IPCh. 19 - Prob. 75IPCh. 19 - Prob. 76IPCh. 19 - Prob. 77IPCh. 19 - Prob. 78IPCh. 19 - Prob. 79IPCh. 19 - Prob. 80IPCh. 19 - Prob. 81IPCh. 19 - Prob. 82IPCh. 19 - Prob. 83IP
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