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

  • Thread starter Thread starter Suraj M
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Discussion Overview

The discussion revolves around the products formed during the reductive ozonolysis of 1,4-cyclohexadiene, focusing on the identification of specific compounds such as glyoxal and propandial. Participants explore various conditions and mechanisms involved in the reaction, including the effects of different solvents and reagents.

Discussion Character

  • Debate/contested
  • Homework-related
  • Exploratory

Main Points Raised

  • Some participants assert that propandial is a product of the reaction, while others argue that glyoxal is the primary product.
  • There is a discussion about the reductive work-up conditions, with mentions of using zinc dust, DMS, H2O2, and sodium borohydride, each leading to different products.
  • Some participants suggest that the use of methanol as a solvent leads to additional products, including hydroperoxy hemiacetals.
  • Concerns are raised about the clarity of the original question, with some participants believing it may be misleading or incorrectly phrased.
  • There are mentions of potential rearrangements in the reaction pathway that could affect the products formed, although this remains speculative.
  • Several participants express confusion over the relationship between the products and the conditions, leading to a deeper exploration of the mechanisms involved.

Areas of Agreement / Disagreement

Participants generally disagree on whether propandial or glyoxal is the correct product of the reaction, with multiple competing views remaining unresolved. Some believe the question itself may be flawed, while others maintain that it is correct but poorly worded.

Contextual Notes

Limitations include potential misinterpretations of the question's wording and unresolved discussions about the mechanisms of the reaction, particularly regarding rearrangements and the specific roles of different solvents and reagents.

Who May Find This Useful

This discussion may be useful for students studying organic chemistry, particularly those interested in ozonolysis reactions and the identification of reaction products.

  • #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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