ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL)
4th Edition
ISBN: 9781119659587
Author: Klein
Publisher: WILEY
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Question
Chapter 18, Problem 54PP
(a)
Interpretation Introduction
Interpretation:
The given following flaw in the synthesis has to be identified.
Concept Introduction:
- Electrophiles are electron deficient species. In Electrophilic substitution reaction a group or atom in a compound is replaced by electrophile. This kind of reaction occurs predominantly in
aromatic compounds . Electrophilic substitution reactions of aromatic compounds are known as aromatic electrophilic substitution reactions.
- 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.
- If the substituents on benzene Carbon are Electron rich groups they are known as activating groups. They are ortho- and para- directing groups because these groups when directly bonded to benzene Carbon increases the electron density at ortho and para positions. So they direct the incoming electrophile towards ortho and para position in electrophilic substitution reactions.
- If the substituents on benzene Carbon are Electron withdrawing groups they are known as deactivating groups. They are meta-directing groups because these groups when directly bonded to benzene Carbon decreases the electron density at ortho and para positions and so the incoming electrophile is directed towards meta position.
- Friedel-Crafts Alkylation: This Lewis acid-catalyzed electrophilic aromatic replacement allows the synthesis of alkylated products by means of the reaction of arenes through
alkyl halides oralkenes.
(b)
Interpretation Introduction
Interpretation:
The given following flaw in the synthesis has to be identified.
Concept Introduction:
- Electrophiles are electron deficient species. In Electrophilic substitution reaction a group or atom in a compound is replaced by electrophile. This kind of reaction occurs predominantly in aromatic compounds. Electrophilic substitution reactions of aromatic compounds are known as aromatic electrophilic substitution reactions.
- 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.
- If the substituents on benzene Carbon are Electron rich groups they are known as activating groups. They are ortho- and para- directing groups because these groups when directly bonded to benzene Carbon increases the electron density at ortho and para positions. So they direct the incoming electrophile towards ortho and para position in electrophilic substitution reactions.
- If the substituents on benzene Carbon are Electron withdrawing groups they are known as deactivating groups. They are meta-directing groups because these groups when directly bonded to benzene Carbon decreases the electron density at ortho and para positions and so the incoming electrophile is directed towards meta position.
- Friedel-Crafts Alkylation: This Lewis acid-catalyzed electrophilic aromatic replacement allows the synthesis of alkylated products by means of the reaction of arenes through alkyl halides or alkenes.
(c)
Interpretation Introduction
Interpretation:
The given following flaw in the synthesis has to be identified.
Concept Introduction:
- Electrophiles are electron deficient species. In Electrophilic substitution reaction a group or atom in a compound is replaced by electrophile. This kind of reaction occurs predominantly in aromatic compounds. Electrophilic substitution reactions of aromatic compounds are known as aromatic electrophilic substitution reactions.
- 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.
- If the substituents on benzene Carbon are Electron rich groups they are known as activating groups. They are ortho- and para- directing groups because these groups when directly bonded to benzene Carbon increases the electron density at ortho and para positions. So they direct the incoming electrophile towards ortho and para position in electrophilic substitution reactions.
- If the substituents on benzene Carbon are Electron withdrawing groups they are known as deactivating groups. They are meta-directing groups because these groups when directly bonded to benzene Carbon decreases the electron density at ortho and para positions and so the incoming electrophile is directed towards meta position.
- Friedel-Crafts Alkylation: This Lewis acid-catalyzed electrophilic aromatic replacement allows the synthesis of alkylated products by means of the reaction of arenes through alkyl halides or alkenes.
(d)
Interpretation Introduction
Interpretation:
The given following flaw in the synthesis has to be identified.
Concept Introduction:
- Electrophiles are electron deficient species. In Electrophilic substitution reaction a group or atom in a compound is replaced by electrophile. This kind of reaction occurs predominantly in aromatic compounds. Electrophilic substitution reactions of aromatic compounds are known as aromatic electrophilic substitution reactions.
- 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.
- If the substituents on benzene Carbon are Electron rich groups they are known as activating groups. They are ortho- and para- directing groups because these groups when directly bonded to benzene Carbon increases the electron density at ortho and para positions. So they direct the incoming electrophile towards ortho and para position in electrophilic substitution reactions.
- If the substituents on benzene Carbon are Electron withdrawing groups they are known as deactivating groups. They are meta-directing groups because these groups when directly bonded to benzene Carbon decreases the electron density at ortho and para positions and so the incoming electrophile is directed towards meta position.
- Friedel-Crafts Alkylation: This Lewis acid-catalyzed electrophilic aromatic replacement allows the synthesis of alkylated products by means of the reaction of arenes through alkyl halides or alkenes.
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Students have asked these similar questions
•
Part II.
a) Elucidate The structure of compound c w/ molecular formula C10 11202 and the following data below:
• IR spectra
% TRANSMITTANCE
1002.5
90
80
70
60
50
40
30
20
10
0
4000
3600
3200
2800
2400
2000
1800
1600
• Information from 'HAMR
MICRONS
8 9 10
11
14 15 16
19
25
1400
WAVENUMBERS (CM-1)
1200
1000
800
600
400
peak
8 ppm
Integration
multiplicity
a
2.1
1.5 (3H)
Singlet
b
3.6
1 (2H)
singlet
с
3.8
1.5 (3H)
Singlet
d
6.8
1(2H)
doublet
7.1
1(2H)
doublet
Information from 13C-nmR
Normal carbon
29ppm
Dept 135
Dept -90
+
NO peak
NO peak
50 ppm
55 ppm
+
NO peak
114 ppm
t
126 ppm
No peak
NO peak
130 ppm
t
+
159 ppm
No peak
NO peak
207 ppm
по реак
NO peak
Could you redraw these and also explain how to solve them for me pleas
None
Chapter 18 Solutions
ORGANIC CHEMISTRY-STUD.SOLNS.MAN+SG(LL)
Ch. 18.2 - Prob. 1CCCh. 18.3 - Prob. 2CCCh. 18.3 - Prob. 3CCCh. 18.4 - Prob. 4CCCh. 18.5 - Prob. 5CCCh. 18.5 - Prob. 6CCCh. 18.5 - Prob. 7CCCh. 18.6 - Prob. 8CCCh. 18.6 - Prob. 9CCCh. 18.6 - Prob. 10CC
Ch. 18.7 - Prob. 11CCCh. 18.7 - Prob. 12CCCh. 18.8 - Prob. 13CCCh. 18.9 - Prob. 14CCCh. 18.9 - Prob. 15CCCh. 18.10 - Prob. 1LTSCh. 18.10 - Prob. 16PTSCh. 18.10 - Prob. 17ATSCh. 18.11 - Prob. 2LTSCh. 18.11 - Prob. 18PTSCh. 18.12 - Prob. 24CCCh. 18.12 - Prob. 25CCCh. 18.12 - Prob. 5LTSCh. 18.12 - Prob. 26PTSCh. 18.12 - Prob. 6LTSCh. 18.12 - Prob. 28PTSCh. 18.13 - Prob. 30CCCh. 18.13 - Prob. 31CCCh. 18.13 - Prob. 32CCCh. 18.14 - Prob. 33CCCh. 18.14 - Prob. 34CCCh. 18.15 - Prob. 7LTSCh. 18.15 - Prob. 35PTSCh. 18.15 - Prob. 36PTSCh. 18 - Prob. 38PPCh. 18 - Prob. 39PPCh. 18 - Prob. 40PPCh. 18 - Prob. 41PPCh. 18 - Prob. 42PPCh. 18 - Prob. 43PPCh. 18 - Prob. 45PPCh. 18 - Prob. 46PPCh. 18 - Prob. 47PPCh. 18 - Prob. 48PPCh. 18 - Prob. 49PPCh. 18 - Prob. 50PPCh. 18 - Prob. 51PPCh. 18 - Prob. 52PPCh. 18 - Prob. 53PPCh. 18 - Prob. 54PPCh. 18 - Prob. 55PPCh. 18 - Prob. 56PPCh. 18 - Prob. 57PPCh. 18 - Prob. 58PPCh. 18 - Prob. 59PPCh. 18 - Prob. 60PPCh. 18 - Prob. 61PPCh. 18 - Prob. 62PPCh. 18 - Prob. 63PPCh. 18 - Prob. 64PPCh. 18 - Prob. 80IPCh. 18 - Prob. 81IPCh. 18 - Prob. 82IPCh. 18 - Prob. 83IPCh. 18 - Prob. 84IPCh. 18 - Prob. 85IPCh. 18 - Prob. 86IPCh. 18 - Prob. 87IPCh. 18 - Prob. 88IPCh. 18 - Prob. 89IP
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