HYDROLYSIS OF METHYL SALICYLATE - STLCC.edu.
Methyl Salicylate Synthesis Summer 2016 Background. Methyl salicylate is an organic ester responsible for the minty smell of wintergreen. This procedure will use starting materials that can be found at a supermarket including aspirin, antifreeze, and drain cleaner. The synthesis is broken down into two parts: hydrolysis of the aspirin and.
Saponification is the chemical reaction that produces soap. However, it can be used to form other useful compounds. Oil of wintergreen can be reacted with sodium hydroxide to yield sodium salicylate. The reaction is a saponification. Sodium salicylate is used as an aspirin alternative.
Give the balanced equation for the synthesis of methyl salicylate, drawing the structures by hand. Calculate the theoretical yield for methyl salicylate, checking for limiting reagent first. You will need to look up the density of methanol. You can find this in reference books such as the CRC or Merck Index.
Methyl salicylate (oil of wintergreen or wintergreen oil) is an organic compound with the formula C 6 H 4 (OH)(CO 2 CH 3).It is the methyl ester of salicylic acid.It is a colorless, viscous liquid with a sweet odor. It is produced by many species of plants, particularly wintergreens.It is also synthetically produced, used as a fragrance, in foods and beverages, and in liniments.
You would get a salt of salicylic acid (Sodium Salicylate if you use NaOH) from the hydrolysis of Methyl Salicylate. This could be protonated with an acid such as H2SO4 to to form Salicylic acid, which could be collected via Suction filtration (using Buchner Funnel) and then washed with minimum amount of a polar solvent such as Water or Ethyl Acetate.
Methyl salicylate, for example, is oil of wintergreen, isopentenyl acetate is oil of banana or pear, butyl butanoate smells like pineapple, propyl-2-methylpropanoate smells like rum and p-dimethylterephthalate and ethylene glycol (antifreeze) are used to make Dacron. Medicinally, the most common ester is aspirin (ASA; acetyl salicylic acid).
OK, pretty straightforward. Descriptively, ethylbenzoate is hydrolyzed (acid or base) to benzoic acid and ethanol. The reaction is depicted below.