Unit 4 - Organic Flashcards
What does Sn2 and Sn1 do ?
Sn2 Causes inversion whole Sn1 forms a carbocations intermediate
What are enantiomers?
Isomers that are mirror images of each other and have similar chemical and physical properties
What is the functional groups of ;
Aldehyde
Ketone
Carboxylic acids
Carbonyl group with CHO
Carbonyl group with CO
Carboxyl group with CO and OH
What type of reaction does carbonyl compounds undergo?
Nucleophilic reactions
What is the reaction between DNPH and a Carbonyl group
Orange/yellow precipitate
H20 formed
Nucleophilic substitution
What reaction occurs with Hydrogen Cyanide and conditions
Nucleophilic addition
With HCN in a catalyst of KCN in alkaline to provide CN-
Two step reaction
First reaction with CN- then with HCN with arrow from 0- to H-CN
Explain a reduction reaction of a carbonyl compound
Reagent is LiAlH4 in dry ether followed by hydrolysis of the intermediate by dilute acid
Nucleophilic addition
Forms a secondary alcohol if ketone is reduced
Forms a primary alcohol if aldehyde is reduced
Explain an Iodoform reaction involving a carbonyl compound
Compounds with COCH3 react
Warmed with iodine + few drop of alkali
Yellow insoluble precipitate formed
Explain oxidation of a carbonyl compound
Only aldehydes react as CHO reacts to form COOH or COO-
How to test for an aldehyde
With fehlings/Benedict -
Warmed
Red precipitate of copper oxide formed from blue solution
COO- + H20 formed
With tollens-
Warmed
Silver mirror formed
Oxidised to COO- + H20
With acidified potassium dichromate ions -
Warmed in sulphuric acid
Orange to green
Forms COOH
How to prepare a carboxylic acid
Oxidation primary alcohol or aldehydes
Under reflux
Solution of acidified potassium dichromate
Sulphuric acid present
Hydrolysis of nitriles
Nitrile heated under reflux
Dilute acid present
One step reaction
Reduction of Carboxylic acids
Oxidised back to alcohol only
LiAlH4 in dry ether
Room temp
H20 can be used to remove excess liAlH4
Reaction of carboxylic acid with phosphorus pentachloride
Halogenation reaction
Solid PCl5 used
Steamy fumes of HCl formed
Acyl chloride formed
E.g
CH3COOH + PCl5 —> CH3COCl + HCl + POCl3
HCl gas used as a test for OH group
Neutralisation reaction with Carboxylic acids
Reacts with a base to form salt + water
Salts are crystalline , soluble and ionic
Esterification of carboxylic acid
Warmed under reflux with alcohol
Concentrated sulphuric acid catalyst
Forms an ester
If product in cold water , sweet smell
Slow reaction with carboxylic Acid
To make it faster use an acyl chloride or acid anhydride