Synthesis of salicylic acid from wintergreen oil

Your synthetic target is to prepare 2. Calculate the amount of methyl salicylate in both grams and mL that you will need to start with as part of your prelab.

Synthesis of salicylic acid from wintergreen oil

Return to site Preparation of aspirin and oil of wintergreen Introduction Organic compounds are those which contain carbon as well as a select other elements. An organic acid however, is an organic compound which contains acidic properties. An ester is an example of being a derivative of these organic acids.

Esters can be prepared by the reaction of carboxylic acids and alcohols, with an inorganic acid used as a catalyst which is dubbed esterification.

A million to one

With o-hydrobenzoic acid, or salicylic acid, we are able to create acetylsalicylic acid otherwise known as aspirin as well as methyl salicylate, which is a component of oil of wintergreen. Salicylic acid is a member of the phenol class as their hydroxyl group OH is attached to a phenyl ring benzene and many phenols react with ferric chloride to cause a colour change.

And so, in this investigation we are to prepare the two esters and compare their reactions with ferric chloride compared to the reaction between salicylic acid and the ferric chloride in order to identify phenolic properties. Place 3 grams of Salicylic acid in a Erlenmeyer flask and record the mass 2.

Add 6 ml of Acetic anhydride to the flask of salicylic acid 3. Add 5 drops of concentrated sulfuric acid to the flask of salicylic acid 4. Swirl the flask in order to mix the reagents 5. Heat a beaker of water on the hot plate to degrees Celsius, use the thermometer to check temperature 6.

Place the flask of reagents into the beaker of heated water for 20 minutes 7. Remove the flask after 20 minutes and allow flask to cool to room temperature 8. Measure and add 40 ml of distilled water to the mixture in the Erlenmeyer flask and mix the contents 9.

Place flask in an ice bath in order to complete crystallization Prepare filtration process by placing filter paper in funnel Filter crystals in funnel and wash slight by using ice cold water Press crystals between paper towels and allow crystals to air dry Testing Crystals for Purity Dissolve a few crystals of aspirin into 5 ml of water inside a test tube Dissolve a few crystals of salicylic acid into 5 ml of water inside of a separate test tube Purification by Recrystallization NaOH, and therefore the initial product of the reaction is the sodium salt of salicylic acid.

Upon acidification with HCl the carboxylic acid product precipitates out of solution. The ester methyl salicylate is the active odor component of “oil of wintergreen” and.

Abstract. Methyl salicylate, or wintergreen oil, is an organic ester naturally produced by the wintergreen plant group, and commonly made by the esterfication of salicylic acid with methanol.

Synthesis of salicylic acid from wintergreen oil

Lab # 4: Synthesis of Salicylic Acid from Wintergreen Oil CONTENT Category Points Explanation *General Information 0 Something is missing or incorrect (see above) 1 It’s all there and accurate 0 One or more sections of the lab report is missing.

Salicylic acid (from Latin salix, willow tree) is a lipophilic monohydroxybenzoic acid, a type of phenolic acid, and a beta hydroxy acid (BHA). It has the formula C 7 H 6 O 3. This colorless crystalline organic acid is widely used in organic synthesis and functions as a plant hormone.

Synthesis of salicylic acid from wintergreen oil

In methyl salicylate (oil of wintergreen), the COOH group of salicylic acid is esterified with methanol (CH 3 OH), whereas in acetylsalicylic acid (aspirin) the acid component of the ester is acetic acid, and salicylic acid contributes the phenolic ―OH group.

Wintergreen oil Methylhydroxybenzoate 2-(Methoxycarbonyl)phenol Methyl salicylate o-Hydroxybenzoic acid, methyl ester C 8 H 8 O 3 Molecular mass:

Methyl Salicylate:plant extract Manufacturing application