Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
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Chapter 18, Problem 81IP
Interpretation Introduction
Interpretation:
The plausible mechanism of given Bakelite formation has to be predicted.
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.
- Phenol formaldehyde resins are artificial
polymers obtained by the reaction of phenol or substituted phenol by means of formaldehyde. Second-hand as the basis for Bakelite,
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Part 1. Draw monomer units of the following products and draw their reaction mechanism
1) Bakelite like polymer
Using: Resorcinol + NaOH + Formalin
2) Polyester fiber
Using a) pthalic anhydride + anhydrous sodium acetate + ethylene glycol
B)pthalic anhydride + anhydrous sodium acetate + glycerol
3) Temporary cross-linked polymer
Using: 4% polyvinyl alcohol+ methyl red + 4% sodium borate
Using the table of Reactants and Products provided provide the correct letter that
corresponds with the Carboxylic acid that is formed in the reaction below.
6 M NaOH
Acid-workup
WRITE THE CORRECT LETTER ONLY DO NOT WRITE EXTRA WORDS OR
PHRASES
A)
Pool of Reagents for Part B
CI
B)
OH
C)
E)
CI
J)
racemic
F)
K)
OH
N)
OH
P)
G)
OH
D)
HO
H)
L)
M)
HO
Q)
R)
CI
A
In the table below, the exact chemical structures for Methyl salicylate can be
represented by the letter
WRITE THE CORRECT LETTER ONLY DO NOT WRITE EXTRA WORDS OR
PHRASES
CI
B)
A)
E)
Cl
racemic
F)
J)
CI
K)
N)
OH
P)
Pool of Reagents for Part B
OH
OH
G)
L)
OH
D)
HO
H)
M)
HO
Q)
R)
CI
Chapter 18 Solutions
Organic Chemistry
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. 18.11 - Prob. 2LTSCh. 18.11 - Prob. 18PTSCh. 18.11 - Prob. 19ATSCh. 18.11 - Prob. 3LTSCh. 18.11 - Prob. 20PTSCh. 18.11 - Prob. 21ATSCh. 18.11 - Prob. 4LTSCh. 18.11 - Prob. 22PTSCh. 18.11 - Prob. 23ATSCh. 18.12 - Prob. 24CCCh. 18.12 - Prob. 25CCCh. 18.12 - Prob. 5LTSCh. 18.12 - Prob. 26PTSCh. 18.12 - 2-Nitroaniline has been used as a precursor in the...Ch. 18.12 - Prob. 6LTSCh. 18.12 - Prob. 28PTSCh. 18.12 - Prob. 29ATSCh. 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. 44PPCh. 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 - When 2,4-dibromo-3-methyltolene is treated with...Ch. 18 - Prob. 66PPCh. 18 - Prob. 67PPCh. 18 - Prob. 68PPCh. 18 - Prob. 69PPCh. 18 - Prob. 70PPCh. 18 - Prob. 71PPCh. 18 - Prob. 72PPCh. 18 - Prob. 74IPCh. 18 - Prob. 75IPCh. 18 - Prob. 76IPCh. 18 - Prob. 77IPCh. 18 - Prob. 78IPCh. 18 - Prob. 79IPCh. 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. 89IPCh. 18 - Prob. 90IPCh. 18 - Prob. 91CPCh. 18 - Prob. 92CPCh. 18 - In the following reaction, iodine monochloride...Ch. 18 - Prob. 94CPCh. 18 - The following synthesis was developed in an...
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Similar questions
- Draw the stepwise mechanism for the reactionsarrow_forwardPart I. a) Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone b) Pinacol (2,3-dimethyl, 1-3-butanediol) on treatment w/ acid gives a mixture of pina colone (3,3-dimethyl-2-butanone) and 2, 3-dimethyl - 1,3-butadiene. Give reasonable mechanism the formation of the products Forarrow_forward3. The explosive decomposition of 2 mole of TNT (2,4,6-trinitrotoluene) is shown below: Assume the C(s) is soot-basically atomic carbon (although it isn't actually atomic carbon in real life). 2 CH3 H NO2 NO2 3N2 (g)+7CO (g) + 5H₂O (g) + 7C (s) H a. Use bond dissociation energies to calculate how much AU is for this reaction in kJ/mol.arrow_forward
- Part I. Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone and answer the ff: Pinacol (2,3-dimethyl, 1-3-butanediol) on treatment w/ acid gives a mixture of pina colone and (3,3-dimethyl-2-butanone) 2,3-dimethyl-1,3-butadiene. Give reasonable mechanism the formation of the products Forarrow_forwardShow the mechanism for these reactionsarrow_forwardDraw the stepwise mechanismarrow_forward
- Draw a structural formula of the principal product formed when benzonitrile is treated with each reagent. (a) H₂O (one equivalent), H₂SO₄, heat (b) H₂O (excess), H₂SO₄, heat (c) NaOH, H₂O, heat (d) LiAlH4, then H₂Oarrow_forwardDraw the stepwise mechanism for the reactionsarrow_forwardDraw stepwise mechanismarrow_forward
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