3 acetic anhydride OH O OH salicylic acid OH O C H 3 + + acetic acid 2- hydroxybenzoic acid ethanoic anhydride ethanoic acid aspirin [ H + ] cat Reflux
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[PDF] 8-Synthesis of Aspirin
Aspirin can be made by reacting salicylic acid with acetic acid in the presence of an acid catalyst If acetic anhydride is used instead of acetic acid, the reaction is much faster and has a higher yield (since acetic anhydride is much more reactive than acetic acid) The reaction is shown on the following page
[PDF] ASPIRIN SYNTHESIS - University of Helsinki
Measure 5,5 ml (6g) acetic anhydride and add into the flask 5 Start stirring and add 4 drops of strong sulfuric acid Place condenser Page 3 Unit of Chemistry
[PDF] Synthesis of Aspirin - Bellevue College
In this experiment you will synthesize aspirin from acetic anhydride and salicylic acid using phosphoric acid as a catalyst to speed up the reaction (it is not a
[PDF] Synthesis of Aspirin
Reaction OH OH O salicylic acid O O O acetic anhydride O OH HO O O acetyl salicylic acid (aspirin) OH O acetic acid H2SO4 heat + +
[PDF] Synthesis of Aspirin - Carbon
Figure 5: Acetylation of salicylic acid Risk Assessment Acetylsalicylate and salicylic acid are combustible and harmful if swallowed Acetic anhydride is corrosive,
[PDF] Synthesis of Aspirin
7 sept 2010 · Acetylsalicylic acid is an acetic acid ester derivative of salicylic acid The earliest known uses of the drug can be traced back to the Greek
[PDF] Aspirin synthesis for AS/A2 Level chemistry - University of Reading
3 acetic anhydride OH O OH salicylic acid OH O C H 3 + + acetic acid 2- hydroxybenzoic acid ethanoic anhydride ethanoic acid aspirin [ H + ] cat Reflux
[PDF] Experiment 11 Synthesis and Analysis of Aspirin - CSUN
Caution The preparation of aspirin involves the use of two very hazardous materials - concentrated sulfuric acid and acetic anhydride Proceed only if you have a
[PDF] 5012 Synthesis of acetylsalicylic acid (aspirin) from salicylic acid
5012 Synthesis of acetylsalicylic acid (aspirin) from salicylic acid 12 8 g (11 9 mL, 125 mmol) acetic anhydride is filled in the reaction flask and three drops of
[PDF] acetic anhydride ir spectrum
[PDF] acetic anhydride is obtained by the reaction of acetic acid and
[PDF] acetic anhydride ka formula
[PDF] acetic anhydride lewis structure
[PDF] acetic anhydride line formula
[PDF] acetic anhydride literature boiling point
[PDF] acetic anhydride literature melting point
[PDF] acetic anhydride melting boiling point
[PDF] acetic anhydride molecular formula
[PDF] acetic anhydride molecular melting point
[PDF] acetic anhydride molecular weight
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[PDF] acetic anhydride msds fisher scientific
[PDF] acetic anhydride msds merck
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Synthesis of Aspirin
SynthesisSynthesis
Purification
Purification
Characterization
Characterization
Aspirin: some background
Patented by Bayer in 1893Patented by Bayer in 1893One of the oldest drugsOne of the oldest drugs
One of the most consumed drugs One of the most consumed drugs (Production in the US is 10 million (Production in the US is 10 millionKg/year)
Kg/year)
Aspirin: Biological activity
Analgesic (painkiller)Analgesic (painkiller)
Antipyretic (fever reducer)Antipyretic (fever reducer) AntiAnti--inflammatory (inhibition of the synthesis of inflammatory (inhibition of the synthesis of prostaglandins prostaglandins)) Side effects: gastric irritation, bleedingSide effects: gastric irritation, bleedingApparition of new analgesics (Tylenol)
Apparition of new analgesics (Tylenol)
Aspirin: The Molecule
OHHOO acetyl salicylic acid (aspirin)Organic background
Alcohols
AlcoholsAlcohols
Aliphatic alcoholsAliphatic alcohols
: Hydroxyl derivatives of saturated hydrocarbons: Hydroxyl derivatives of saturated hydrocarbonsEnolsEnols
: Hydroxyl derivatives of unsaturated hydrocarbons: Hydroxyl derivatives of unsaturated hydrocarbons ROH COH methanol ethanol OHR enol phenolOrganic background
Carboxylic acids
OHO formic acidacetic acid benzoic acidOrganic background
Esterification
OHO HO R carboxylic acidalcool esterHThis is an equilibrium!
Organic background
Esterification mechanism
OHO HO R carboxylic acidalcool ester OHOH OHOHOrganic background
Acidity: a review
BronstedBronsted--Lowry acidLowry acid
Substance that can donate a protonSubstance that can donate a protonLewis acidLewis acid
Substance that accepts loneSubstance that accepts lone--pair electronspair electronsAH + HAH + H
O O ""AA
+ H+ H = [= [HH ][A][A ] / [] / [AH]AH] = = --Log KLog K11Sulfuric acidSulfuric acid3.75
3.75Formic acidFormic acid4.19
4.19Benzoic acidBenzoic acid4.75
4.75Acetic acidAcetic acid14.0
14.0waterwaterpK
AcidAcid
Reaction
OHO salicylic acid OOO acetic anhydride OHHOO acetyl salicylic acid (aspirin) OHO acetic acidH heat++Reaction mechanism
HOO HOO OHO HOO +-HSafety
Consult MSDS for safety information on all the chemicals Consult MSDS for safety information on all the chemicals
you plan to use. you plan to use. MSDS are available from the 2507 MSDS are available from the 2507 webpagewebpage..Synthesis procedure
Mix salicylic acid (solid) with acetic anhydride (liquid) and a Mix salicylic acid (solid) with acetic anhydride (liquid) and a catalytic catalytic
amount of H amount of H SOSOHeat for 10 min at 90Heat for 10 min at 90
C.C.Cool down to room temperature and add water (crystallization Cool down to room temperature and add water (crystallization
solvent). solvent).