No. of stereoisomers in aldol condensation

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Discussion Overview

The discussion revolves around the number of stereoisomers formed during aldol condensation, specifically addressing the interpretation of the term "aldols" and whether it includes products before or after dehydration. The scope includes theoretical aspects of organic chemistry related to stereochemistry and reaction mechanisms.

Discussion Character

  • Debate/contested
  • Conceptual clarification

Main Points Raised

  • One participant claims that 4 products will be formed, leading to a total of 8 stereoisomers due to the presence of double bonds in each product.
  • Another participant points out that the question specifically asks about the number of aldols, suggesting a focus on the products before dehydration and inquires about the stereoisomers of each aldol.
  • A further reply emphasizes the mention of "delta," implying that dehydration should be considered, questioning the interpretation of the term "aldols."
  • Another participant expresses uncertainty about the use of "aldols," suggesting it could refer to the final products of the aldol reaction, which would include α,β-unsaturated aldehydes, and questions if this could be a fault in the question.

Areas of Agreement / Disagreement

Participants do not reach a consensus on whether the term "aldols" refers to products before or after dehydration, leading to multiple competing interpretations of the question.

Contextual Notes

The discussion highlights potential ambiguity in the terminology used in the question, particularly regarding the inclusion of dehydration in the definition of "aldols." There is also uncertainty about the correct interpretation of the number of stereoisomers based on different assumptions.

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Homework Statement
Problem is in attempt at a solution
Relevant Equations
Aldol condensation
Total stereoisomers=##2^n##
where n =no. of double bonds
20191014_133817.png


According to me 4 products will be formed with a double bond in each of them.So total no. of stereoisomers will be=##4×2^1=8##.First product will be formed due self aldol in acetaldehyde.Second will be formed due to self aldol in Propanaldehyde.And the other two will be formed due to mixed aldol.I just want somebody to check my answer.Is it correct?
 
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You are right about the double-bond compounds, but the question asks about the number of aldols - implying before dehydration. How many aldols, and how many stereoisomers of each?
 
mjc123 said:
You are right about the double-bond compounds, but the question asks about the number of aldols - implying before dehydration. How many aldols, and how many stereoisomers of each?
But they have mentioned delta also.So dehydration should also be there.Otherwise why would they mention delta.
 
I don't know, but they say aldols. Unless they use "aldols" to mean "products of the aldol reaction, i.e. α,β-unsaturated aldehydes", which would be sloppy.
 
mjc123 said:
I don't know, but they say aldols. Unless they use "aldols" to mean "products of the aldol reaction, i.e. α,β-unsaturated aldehydes", which would be sloppy.
So is it a question fault.Please tell me whether delta should be there or not if they means before dehydration.
 

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