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Flashcards in Williamson Ether Synthesis Deck (11):
1

Contained the tylenol tablet: how did you characterize that you got the final product?

State the IR SPECTRUM

2

Acetaminophen to phenacetin

Potassium carbonate
————->
Butanone

3

N-H bond peak

3300-3600

4

C=O bond peak

1600-1800

5

O-H bond peak

3200-3600

6

Williamson ether synthesis mechanism

SN2 reaction-2 steps

7

First step in SN2

Deprotonate the alcohol with a BASE⚾️ to form an alkoxide ion(alcohol would be acetaminophen)

Deprot. OH-> Alkoxide

8

Second Step in SN2

Produced alkoxide(nucleophile) -> reacts with the alkyl halide(electrophile) -> forms the ether phenacetin

9

Alkoxide

O^-

10

Melting point range of phenacetin

112-114 celsius

11

Percent Recovery

Pure/Crude*100%