What Are the Products of Reductive Ozonolysis of 1,4-Cyclohexadiene?

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SUMMARY

The discussion centers on the products of reductive ozonolysis of 1,4-cyclohexadiene, specifically addressing the confusion between glyoxal and propanedial. Participants clarify that glyoxal is indeed a product, while propanedial is not, despite initial assumptions. The use of zinc dust or dimethyl sulfide (DMS) in the reductive workup yields aldehydes or ketones, while hydrogen peroxide (H2O2) produces carboxylic acids. The conversation highlights the importance of using methanol as a solvent to facilitate the reaction and the potential for rearrangements affecting product outcomes.

PREREQUISITES
  • Understanding of ozonolysis reactions
  • Familiarity with reductive workup conditions
  • Knowledge of organic compounds such as glyoxal and propanedial
  • Basic principles of nucleophilic attack in organic chemistry
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  • Study the mechanism of ozonolysis in organic chemistry
  • Learn about the role of solvents in chemical reactions, specifically methanol
  • Research the effects of different reductive agents like zinc dust and sodium borohydride
  • Explore the concept of rearrangements in organic reactions
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Chemistry students, organic chemists, and educators seeking to clarify the products of ozonolysis reactions and the implications of solvent choice and reductive workup conditions.

  • #31
Okay I got all of the drama. All we were having were interpretation issues.

The question is correct and Suraj your answer D is correct.

The question is saying in which of the following glyoxal is not the only product.
All three of us might be thinking that the question is asking which of the following gives glyoxal as well as some other compound.
It is not like that.

It was a simple one and language confused us.
Clearly in D option we are getting propanedial the only product and not glyoxal.

This question was more of a language game then chemistry!
 
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  • #32
yes.
 

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