METHYL SALICYLATE (PRELIM)

Heat

Is used to speed up the reaction (since organic chemistry tend to have slow reactions)

Reflux Condenser

Is connected to a water source (cool down vapors) to provide an environment of lower temperature so when the chemical is boiled it will not evaporate and return to its original liquid state.

Salicylic Acid
Methanol

SYNTHESIS OF METHYL SALICYLATE
Two Chemicals That Reacted:

Salicylic Acid
Methanol
Sulfuric Acid

Chemical involved during the synthesis of Methyl Salicylate:

Sulfuric Acid

SYNTHESIS OF METHYL SALICYLATE
Is only used as catalyst and provides an ideal (acidic) environment for the reaction to occur.

Methyl Salicylate
Water

Salicylic acid reacted with methanol under an acidic environment to form?

Sodium Bicarbonate

What is added to the round bottom flask with methyl salicylate and water that is poured into the beaker?

React with Unreacted Salicylic Acid

What is the purpose of the addition of NaHCO3 into the solution (methyl salicylate and water)?

Sodium Salicylate

NaHCO3 will react with the unreacted salicylic acid and turns into?

Salicylic Acid

Sodium salicylate is the ionized (water soluble) form of?

Methyl Salicylate
Sodium Salicylate

In the beaker we only have two major compounds :

To isolate methyl salicylate because it is unionized (water- insoluble).

Why do we need to make the solution water soluble?

Hexane

In our separatory funnel we have a solvent in the form of? (non-polar/ water-insoluble)

True

TRUE OR FALSE
Salicylic acid is soluble in hexane.

False

TRUE OR FALSE
Methyl salicylate is not soluble in hexane.

Dry Powder

Solid Form of Methyl Salicylate

Yellowish or Reddish Liquid

Liquid Form of Methyl Salicylate

Wintergreen (Effervescent)

What is the odor of Methyl Salicylate?

C8H8O3

Molecular Formula of Methyl Salicylate

152.15 g/mol

Molecular Weight of Methyl Salicylate

220-224 °C

Boiling Point of Methyl Salicylate

1.18

Specific Gravity of Methyl Salicylate

Ferric Chloride Test

It is the test for phenolic compounds.

Violet Coloration

Positive Result:

Orange/ Yellowish

Negative Result:

Gaultheria procumbens

Methyl Salicylate is the Active Constituent of?

Counterirritant 
Rubefacient

Uses of Methyl Salicylate (In Liniments)

Manipulate the pH of Urine (Sodium Bicarbonate)

Ingestion in large amounts will lead to salicylate poisoning.
Management: