
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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What is the mechanism for the Friedel-Crafts Acylation of anisole and acetic anhydride?

Transcribed Image Text:Mechanism
Friedel-Crafts acylation of anisole with acetic anhydride
OCH3
CH3+CH3 C OH
CH a
Pathway-Formation of Ayliam lon
2d Pathway Anisole attacks entire Lewis Acid/Lewis Base Complex
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When 4-dimethylaminopyridine (DMAP) is added in catalytic amounts to acetic anhydride and an alcohol, it significantly increases the rate of ester formation. The process begins with a reaction between acetic anhydride and DMAP to form a highly reactive acetylpyridinium intermediate that is more reactive than acetic anhydride itself. Propose a mechanism for this process that includes the formation and reaction of the acetylpyridinium intermediate.
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May u olease help me with this one and explain thanks
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Propose a reasonable mechanism
Cs2CO3 is a base
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The -NHCOCH3 group is considered a ....
Ortho/Para Directing Activator
Ortho/Para Directing Deactivator
Meta Directing Deactivator
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Nitration of methyl benzoate:
Weight of filler paper: 0.682g
Mp product: 76-77 C
Nitration of Acetanilide:
Weight of filler paper: 0.691g
Weight of filler paper product: 1.232g
Mp product: 212-214 C
Compound
MM (g/mol)
ortho mp (oC)
meta mp (oC)
para mp (oC)
Nitroacetanilide
180.16
94
155
214-217
Methyl nitrobenzoate
181.15
-13
78-80
94-96
Theoretical yield of acetanilde: 0.6664g
Theoretical yield of methyl benzoate: 0.7317g
find theoretical yield of methyl nitrobenzoate percent yield of your methyl nitrobenzoate and melting point of your methyl nitrobenzoate
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Illustrate mechanisam for the hydrolysis of an acide chloride ?
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For an SN1 reaction with AgNO3 in ethanol
Substrate
Show reaction mechanism
1-chlorobutane
1-bromobutane
2-chloro-2-methylpropane
2-chlorobutane
2-bromobutane
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What is the effect of a protic solvent in an SN1 reaction? Pls explain. Thanks
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Which of the following substituent is an ortho/para-directing deactivator?
a
amino group
b
halogen group
c
phenyl group
d
carboxyl group
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Propose a mechanism for the following
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Why do you suppose ketone halogenations in acidic media are referred to as being acid-catalyzed, whereas halogenations in basic media are base-promoted? In other words, why is a full equivalent of base required for halogenation?
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provide the mechasim using the reagents shown ( asap)
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