Organic Synthesis
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What is distilation
In general used as separation technique to separate an organic product from its reacting mixture. Need to collect the distillate at the approximate boiling point range of the desired liquid.
Classic reaction using distilation
Primary alcohol —> aldehyde
Reagent for alcohol to aldehyde
eragent: potassium dichromate (VI) solution and dilute sulfuric acid.
Conditions for reagent:alcohol —> aldehyde
Limited amount of dicrhromate and warmly and gentyl distilled out the aldehyde as it forms preventing furter oxidation
Observation acohol to aldehyde
Orange dichromate solution changes to green colour of Cr3+ ions
What is reflux
Reflux is used when heating organic reaction mixtures for long periods. The condenser prevents organic vapours from escaping by condensing them back to liquids. Never seal the end of the condenser as the build up of gas pressure could cause the apparatus to explode. This is true of any apparatus where volatile liquids are heated
Primary alcohol - carbpxylic acid
Reagent: potassium dichromate(VI) solution and dilute sulfuric acid Conditions: use an excess of dichromate, and heat under reflux: (distil off product after the reaction has finished using distillation set up) Observation Orange dichromate solution changes to green colour of Cr3+ ions
Purifying organic liquid
• Put the distillate of impure product into a separating funnel • wash product by adding either - sodium hydrogencarbonate solution , shaking and releasing the pressure from CO2 produced. Or Saturated sodium chloride solution • Allow the layers to separate in the funnel, and then run and discard the aqueous layer. • Run the organic layer into a clean, dry conical flask and add three spatula loads of drying agent (e.g. anhydrous sodium sulfate, calcium chloride) to dry the organic liquid. When dry the organic liquid should appear clear. • Carefully decant the liquid into the distillation flask • Distil to collect pure product
Role of sodium hydrocarbonate and chloride in purification of an organic liquid
Sodium hydrogencarbonate will neutralise any remaining reactant acid. Sodium chloride will help separate the organic layer from the aqueous layer
What does drying agent should do
• be insoluble in the organic liquid • not react with the organic liquid
Test for carbpoxylc acid
Sodium carbonate Effevecsence of co2 evolved
Test for Chloroalkane
Warm with silver nitrate Slow formation of white precipitate of AgCl
Test for acyl chlroide
Silver nitrate Vigorous reaction- steamy fumes of HCl- rapid white precipitate of AgCl
Primary an dsecondary alcohol ad aldehyde test
Sodium dichromate and sulfuric acid Orange to green colour change