-
SN1 and SN2
- SN1: rate = k[halogenoalkane]1x[nucleophile]0
- SN2: rate = k[halogenoalkane]1x[nuclephile]1
-
Preparation of aldehyde
CH3CH2OH + [O] → CH3CHO +H2O
-
Preparation of ketone
CH3CH(OH)CH3 + [O] → CH3COCH3 + H2O
-
Nucleophilic addition
- Aldehydes:
- Racemic mixture formed due to trigonal planar.
- Ketones:
- Same but two no H on carbon.
-
Hydrolysing hydroxynitriles
- →
- Heat under reflux, with dilute acid
- Racemic mixture of 2 enantiomers
-
Reduction of hydroxynitriles
- →
- Produces a hydroxyamine
-
Reduction of aldehyde
- Use LiH4Al in dry ether, room temperature
-
Reduction of ketone
- Use LiH4Al in dry ether, room temperature
-
2,4 Dinitrophenylhydrazine and carbonyl compound
Yellow/orange ppt if carbonyl compound
-
Oxidation of aldehyde
- Either use Feelings and warm - red Cu2O ppt
- Or use Tollen's and warm - silver mirror
-
Iodoform reaction
→
- Yellow ppt if positive
- Tests positive for methyl ketone (CH3CO) and methyl alcohol (CH3CH(OH))
-
Preparation of carboxylic acid (oxidation of alcohol)
→
potassium dichromate, sulphuric acid, reflux
-
-
Carboxylic acids with water and NaOH
-
Reduction of carboxylic acid
-
Carboxylic acid and carbonates/hydrogen carbonates
-
Carboxylic acids and PCl5
-
Esterification
⇌
with conc. sulphuric acid in water bath, then pour into dilute NaHCO 3
or under reflux with conc sulphuric acid
→
higher yield because not reversible
-
Carboxylic acids and Cl2
→
UV light, free-radical substitution
-
Acid Hydrolysis
⇌
- Conditions: dilute acid (H+(aq) catalyst), reflux
- Low yield due to reversible reaction
-
Alkaline Hydrolysis
→
→
This reaction is used to make soaps
-
Transesterification
Used to make low fat margarine
Used to make biodiesel
-
Polyesters
- Condensation polymerisation - small molecule is lost
- Used to make fine threads in synthetic fibres
-
Preparation of acyl chlorides
→
→
+Reaction of carboxylic acid with PCl 5
-
-
Acyl chloride and alcohols
→
- Room temperature, 100% yield, easy to separate products
- Expensive to make acyl chlorides, toxic HCl given off
-
Acyl chloride and ammonia
→
makes an amide
- with excess ammonia, white smoke of NH4Cl forms
-
Acyl chloride + amines
→
makes N-substituted amide
-
Reduction of acyl chlorides
→
add LiAlH 4 and dry ether
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