Synthesis of salicylic acid from wintergreen

BGepulango, E. University of Santo Tomas: Heat was involved in the esterification process until a mint odor was obtained.

Synthesis of salicylic acid from wintergreen

My Reaction of the Week blog. Sunday, March 15, Preparation of Salicylic Acid from Methyl Salicylate I just realized that, although I've skipped a little, I'm done posting material from the first chapter of the textbook.

At this rate, it will take me the rest of my damn life to finish the whole book. As much as I'm anxious to move on to the next chapter, right now I'm going to deal with something more important. It's something that I wanted to write about before even starting with material from my textbook, but it occurred to me that you'd need knowledge of notation to follow this.

Well, if you actually read the posts about notation of structure, you should now have that knowledge unless I'm a bad teacher or you're just stupid or something. What I'll be writing about this time is an experiment I did in my first quarter of organic chemistry.

I was going to say that it was the very first experiment in the class, but I checked my lab notebook and I was wrong.

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This was the fourth experiment in the class. The lab instruction manual has these silly "scenario" sections for each lab.

Sometimes they were excessively silly and other times they were actually rather interesting. I'd like to quote this on in its entirety. The new-age pharmaceutical company Natural Nostrums manufactures drugs from "natural" starting materials.

For example, the company manufactures a painkilling drug it advertises as "organic aspirin" starting with methyl salicylate, which occurs naturally in wintergreen oil.

Most commercially marketed aspirin is manufactured starting with benzene, a product of petroleum refining. An intermediate in both of these syntheses is salicylic acid.

Natural Nostrums claims that its aspirin, which is supposedly more natural than aspirin made from benzene, has fewer side effects than ordinary aspirin.

Critics have accused the company of false and misleading advertising, asserting that salicylic acid made from methyl salicylate is no different than salicylic acid made from benzene, and that the resulting aspirin is no better than any other aspirin.

He just shipped your supervisor a sample of salicylic acid manufactured from benzene and a bottle of methyl salicylate that one of his agents obtained from the chemical stockroom at Natural Nostrums. Your assignment is to prepare salicylic acid from methyl salicylate and find out whether or not it differs from salicylic acid made from benzene.

But the "scenario" for the experiment touches on what I consider one of the most fundamental concepts in chemistry: There's the law of definite proportions, but that's just part of it. Chemistry assumes, because we've tested it countless times, that provided all of the atoms are there in the same proportions and are of the same isotopes, the bonds are in the same places and arranged in the same way, two molecules are not just indiscernible from each other, but identical.

Molecules don't "remember" where the atoms making them up used to be. Carbon 12 is carbon Salicylic acid is salicylic acid and if I mixed up pure salicylic acid synthesized from benzene with pure salicylic acid synthesized from methyl salicylate, no one could separate the one from the other or tell me which source a randomly chosen molecule came from.

I don't think I've ever seen anyone else articulate just that, even though every chemist knows it to be true. In all my chemistry classes, the closest thing I've seen to anyone pointing out this fundamental fact that really forms the basis for all chemistry is that quote from my lab instruction manual.

Maybe people think it's so simple and obvious that it's not worth mentioning. Scams like the fictional one described by that scenario really do exist, and people only fall into these traps because they know nothing about chemistry, meanwhile the part of chemistry that makes it clear why these scams are wrong, the same part that's fundamental to all work done in chemistry, isn't considered worth noting.

I am Stephen Bahl: Preparation of Salicylic Acid from Methyl Salicylate

Don't get me started on that. On with the science! You do want to know how we made salicylic acid from methyl salicylate, right?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.

Part A: Synthesis of The Oil of Wintergreen Methylsalicylate (oil of wintergreen) is an ester in which the carboxyl group of salicylic acid has reacted with the alcohol group of methyl alcohol.

Salicylic acid (SA) is a simple phenolic compound synthesized in a wide range of prokaryotic and eukaryotic organisms, including plants. Leaf and bark of willow tree (Salix sp.) contain large amounts of SA, which was widely used as a medication for pain relief in the ancient world.

Synthesis of salicylic acid from wintergreen

Mar 15,  · Salicylic acid is salicylic acid and if I mixed up pure salicylic acid synthesized from benzene with pure salicylic acid synthesized from methyl salicylate, no one could separate the one from the other or tell me which source a randomly chosen molecule came from.

Synthesis of Salicylic Acid. Objectives. 1) The product of the reaction, salicylic acid should be a white precipitate, the starting material, methyl salicylate is a liquid.

In fresh wintergreen, methyl salicylate exists as the aglycone of the glycoside gaultherin. Define salicylate. salicylate synonyms, salicylate pronunciation, salicylate translation, English dictionary definition of salicylate. n. A salt, ester, or anion of salicylic acid.

n any salt or ester of salicylic acid n. a salt or ester of salicylic acid.

Synthesis of methyl salicylate (wintergreen oil) -