Whats In A Medicine Flashcards
What’s combinational chemistry
Method for synthesizing a large number of analogues In a short time.
Clinical trials phases
1 establish the potential medicine is safe
2 establish if it’s effective
3. Establish if it’s better that the standard treatment
How to name branched chain carboxylic acids
C on carboxylic acid becomes number 1
Carboxylic acids in water
Partially dissociate form oxonium ion (H3O+) and carboxylate salt (RCOO-)
Carboxylic acids and bases =
Salt and water
Describe esterification reaction:
Carboxylic acid and alcohol presence of acid catalyst (eg conc. sulfuric acid) and reflux (reversible)
Test for Carboxylic acids
React with carbonates to form CO2 ( sodium carbonate or sodium hydrogencarbonate) + limewater –> goes cloudy precipitate if CO2 present (milky)
Carbonate and acid =
Salt & water & CO2
Phenol ??
Compounds that have one or more -OH attached directly to benzene ring
Test for phenols
Neutral iron(III) chloride solution turns purple!
Acidic strength for water, acid, phenol and alcohol
(Weak) alcohol
How do you know about the strength of acids? From their structure
Stability of the anion (R–O-).
Phenoxide ions and carboxylate ions are more stable as negative charge can be delocalised across several atoms
Ethanol, phenol and ethanoic acid reacting with NaOH (aq)
Ethanol - no reaction
Phenol - reacts to form salt
Ethanoic acid - reacts to form salt
Ethanol, phenol, Ethanoic acid and Na2CO3 (aq)
Ethanol- no reaction
Phenol - no reaction
Ethanoic acid - fizzes produces CO2
Esterification reaction is a
Condensation reaction
Phenols –> ester
React with acyl chlorides at rt
Or acid anhydrides reflux
ANGYDROUS CONDITIONS ESSENTIAL FOR BOTH
Naming esters
First - alcohol (phenol)
Second - acid
-oate
Ethyl propanoate
Hydrolysis of esters
Reverse of esterification
Acid catalyst - sulfuric acid ( carboxylate acid )
Alkaline catalyst - sodium hydroxide (carboxylate salt)
Equation for atom economy
(Mr of useful product / Mr of all reactants ) X100
Reactions most atom economy to least
Most - rearrange / addition
Substitution & condensation
Least - Elimination
Distinguish between aldehydes and ketones?
Fehlings solution -
Aldehyde is oxidized further to c.a
Blue Cu2+ ions –> Cu+ in copper(I) oxide = orange/brown precipitate
Reduction of carbonyl compounds back to alcohol =
Sodium tetrahydridoborate (NaBH4)
Aldehydes and ketones undergo _____ _____ with hydrogen cyanide & conditions
Nucleophilic addition
Presence of alkali. Cyanide acts as nucleophile and attacks C with carbonyl group.
Product - cyanohydrin
Substances acting as an acid and base
Amphoteric
A strong acid has a ____ conjugate base
Weak
Indicators how they work
They’re weak acids that conjugate acids and bases have different colors.
Molecular ion
Ion produced when just one electron lost
DONT FORGET CHARGE
M/z =
mass to charge ratio
Largest peak on mass spec
Base peak
High resolution mass spec -
Molecular masses to four d.p
Distinguish between compounds that appear to have same Mr