Production of Tylenol and Advil: Researching Reactions & Factors

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Discussion Overview

The discussion centers around the chemical production processes of Tylenol (acetaminophen) and Advil (ibuprofen), focusing on the reactions involved in their synthesis and the factors that may influence production. The scope includes theoretical aspects of chemical reactions and practical considerations in drug synthesis.

Discussion Character

  • Exploratory
  • Technical explanation
  • Homework-related

Main Points Raised

  • One participant seeks information on the reactions involved in the production of acetaminophen and ibuprofen, expressing difficulty in finding relevant data.
  • Another participant identifies acetaminophen as being synthesized from acetic anhydride and p-aminophenol, but is uncertain about the synthesis of ibuprofen.
  • A different participant describes a potential synthesis pathway for ibuprofen involving a Friedel-Crafts reaction with acetyl chloride and subsequent reactions to form a carboxylic acid, although the details remain complex and somewhat unclear.

Areas of Agreement / Disagreement

Participants have not reached a consensus on the synthesis of ibuprofen, with differing levels of certainty regarding the reactions involved. Multiple viewpoints and methods are presented without resolution.

Contextual Notes

There are limitations in the discussion, including missing assumptions about the conditions required for the reactions and the complexity of the proposed synthesis pathways, which may not be fully detailed or clarified.

Who May Find This Useful

This discussion may be useful for students or individuals interested in organic chemistry, particularly those researching drug synthesis and the chemical processes involved in pharmaceutical production.

decamij
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For a school project, i have to research production of Tylenol and Advil - but i can't find ANYTHING!

- What reactions are involved when producing acetaminophen and ibuprofen?
- What factors affect production of these products?
 
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Tylenol is a commercial drug, which has the main ingredient, acetaminophen aka paracetamol. Ibuprofen is, 2-(p-isobutylphenyl)propionic acid. I found the data on this website. Advil is the second commercial drug, with ibuprofen in it as the main ingredient.

So you are looking a way for their synthesis, right?
 
Actually, i found out that acetaminophen is the synthesis of acetic anhydride and p-aminophenol. But I'm not sure how ibuprofen can be synthesized. Any ideas?
 
I have found this, a Friedel-Crafts reaction with acetyl chloride on alkyl benzene at 4-position, then a mystery-two-step reaction for a keto group to convert it into an aldehyde, preparation of an oxime from it, and synthesis of a nitrile from this one was used. The nitrile is hydrolyzed to give the desired product, the carboxylic acid. This is a cue for you, although this is not a cue anymore :wink:
 

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