Synthesis of salicylic acid from wintergreen

The methyl ester also occurs widely in nature; it is the chief constituent of oil of wintergreen. How Salicylic Acid is derived: We cannot guarantee results and occasional interruptions in updating may occur.

Therefore from the equation of percent yield, this value was found to be The reaction vial was then connected to a reflux heating set-up and allowed to boil for twenty minutes until the cloudy white color dissolved into a clear liquid and then was allowed to cool.

Methyl salicylate has a relatively weak phenol and carboxylic functional groups that are important in this experiment; it also has a mint like smell smell, and reacts rapidly with NaOH.

Salicylic acid is the "precursor" to aspirin. This is done by the addition of an external acid, sulfuric acid, as shown in Figure 1. Recorded the volume of acetic anhydride used on the data sheet.

The side effects featured here are based on those most frequently appearing in user posts on the Internet. After allowing to dry for about 10 minutes, the product yield was weighed by first tarring a clean plastic weigh-boat on a scale and then adding the product to the weigh-boat. This amount was then poured into a mL Erlenmeyer flask.

Following the addition, a lighter magenta color resulted in the test tube with the experimental product yield, when compared to the tube containing the salicylic acid, which turned a darker shade of purple.

But the product of this reaction is an unstable reaction intermediate. The Salicylic Acid was the purified by adding 3mL of boiling water and then re-crystallization by placing it in an ice bath and vacuum filtering it.

Note, Methyl salicylate is the limiting reagent; this will be used to calculate the theoretical yield. Two water tubes were attached to the condenser, the top arm attached to a tube allowing for water to go out, the bottom arm of the condenser was connected to a tube lead from the water source in the hood, allowing for the water to come in and run through.

When the salicylic acid and acetic anhydride were mixed, a white, powdery solution formed. Prepared a water bath by half-filling a mL beaker with water and heating it on a hot plate to until it was near boiling.

The temperature was monitored using a digital thermometer. C13 NMR of methyl salicylate has 8 unique carbon peaks, while salicylic acid has 7. In order to begin drying, a mL filter flask was fitted with a Buchner funnel. It's important, but it's not changing into anything else in any reactions I'll be covering for this post.

Wash the crystals with a small amount of ice cold water. Molecular structure gives insight on how a molecule will interact with other entities. Wintergreen is a group of aromatic plants. These therapeutic effects likely arose because the primary metabolite of methyl salicylate is salicylic acid, a proven NSAID that is also the metabolite of acetylsalicylic acid, commonly known as aspirin.

Synthesis of Salicylic Acid from Wintergreen Oil Objective – Preparation of salicylic acid (organic synthesis) from methyl salicylate utilizing previously used procedure from the nineteenth century. The final product will then be evaluated in comparison to salicylic acid made from benzene.

EXPERIMENT 4: Synthesis of Salicylic Acid from Wintergreen Oil Abstract: The purpose of this experiment is to take methyl salicylate (wintergreen oil) and by heating it under reflux with NaOH as a solvent, and then cooling the mixture with H2SO4 as another solvent, synthesize salicylic acid.

NSF CCLI Project Page 1 EXPERIMENT Oil of Wintergreen: Synthesis and NMR Analysis O Introduction: When salicylic acid reacts with methanol in the presence of an acid catalyst, methyl salicylate, or oil of wintergreen, is produced according to the following equation. Synthesis of Aspirin and Oil of Wintergreen GOALS: The two compounds we will be preparing, aspirin (acetylsalicylic acid) and oil of wintergreen (methyl salicylate), are both organic esters.

An ester is a compound that is formed when an acid (containing the salicylic acid. One of the esters, acetylsalicylic acid, is aspirin, the common. THE SYNTHESIS OF OIL OF WINTERGREEN • In the last esterification reaction the phenolic group () of salicylic acid was attacked.

In this esterification reaction the carboxylic acid group () from salicylic acid .

Synthesis of salicylic acid from wintergreen