Question 2: НО. HO,,, HO OH Salicilin HO Salicilin is the natural precursor of Aspirin (Acetyl Salicylic Acid). Aspirin synthesis (shown in the scheme below) begins with the hydrolytic release of Salicylic Alcohol from Salicilin under acidic conditions. After oxidation, Salicylic Acid is then acetylated to produce Aspirin. Acidic Hydrolysis HO HO HO Salicylic Alcohol НО. HO,,. Xp= OH HO Salicilin HO O OH Salicylic Acid Oxidation HO a) Provide a detailed arrow-pushing mechanism showing the release of Salicylic Alcohol from Salicilin. H₂O, H+ OH Salicylic Acid 4.9 HO HO Acetylation Salicylic Alcohol + НО. & HO,,, HO Aspirin b) In the empty box, provide appropriate reagents and reaction conditions necessary to convert Salicylic Acid to Aspirin. OH Aspirin OH OH Glucose OH

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Chapter1: Chemical Foundations
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Question 2:
НО.
HO,,,
HO
OH
Salicilin
HO
Salicilin is the natural precursor of Aspirin (Acetyl Salicylic Acid). Aspirin
synthesis (shown in the scheme below) begins with the hydrolytic release of
Salicylic Alcohol from Salicilin under acidic conditions. After oxidation, Salicylic
Acid is then acetylated to produce Aspirin.
Acidic
Hydrolysis
HO
HO
HO
Salicylic Alcohol
НО.
HO,,.
Xp=
OH
HO
Salicilin
HO
O OH
Salicylic Acid
Oxidation
HO
a) Provide a detailed arrow-pushing mechanism showing the release of Salicylic
Alcohol from Salicilin.
H₂O, H+
OH
Salicylic Acid
4.9
HO
HO
Acetylation
Salicylic Alcohol
+
НО.
&
HO,,,
HO
Aspirin
b) In the empty box, provide appropriate reagents and reaction conditions
necessary to convert Salicylic Acid to Aspirin.
OH
Aspirin
OH
OH
Glucose
OH
Transcribed Image Text:Question 2: НО. HO,,, HO OH Salicilin HO Salicilin is the natural precursor of Aspirin (Acetyl Salicylic Acid). Aspirin synthesis (shown in the scheme below) begins with the hydrolytic release of Salicylic Alcohol from Salicilin under acidic conditions. After oxidation, Salicylic Acid is then acetylated to produce Aspirin. Acidic Hydrolysis HO HO HO Salicylic Alcohol НО. HO,,. Xp= OH HO Salicilin HO O OH Salicylic Acid Oxidation HO a) Provide a detailed arrow-pushing mechanism showing the release of Salicylic Alcohol from Salicilin. H₂O, H+ OH Salicylic Acid 4.9 HO HO Acetylation Salicylic Alcohol + НО. & HO,,, HO Aspirin b) In the empty box, provide appropriate reagents and reaction conditions necessary to convert Salicylic Acid to Aspirin. OH Aspirin OH OH Glucose OH
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