Williamson Ether Synthesis Flashcards
1
Q
Contained the tylenol tablet: how did you characterize that you got the final product?
A
State the IR SPECTRUM
2
Q
Acetaminophen to phenacetin
A
Potassium carbonate
————->
Butanone
3
Q
N-H bond peak
A
3300-3600
4
Q
C=O bond peak
A
1600-1800
5
Q
O-H bond peak
A
3200-3600
6
Q
Williamson ether synthesis mechanism
A
SN2 reaction-2 steps
7
Q
First step in SN2
A
Deprotonate the alcohol with a BASE⚾️ to form an alkoxide ion(alcohol would be acetaminophen)
Deprot. OH-> Alkoxide
8
Q
Second Step in SN2
A
Produced alkoxide(nucleophile) -> reacts with the alkyl halide(electrophile) -> forms the ether phenacetin
9
Q
Alkoxide
A
O^-
10
Q
Melting point range of phenacetin
A
112-114 celsius
11
Q
Percent Recovery
A
Pure/Crude*100%