Draw 4 isomers of an aldehyde C5H10O

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Discussion Overview

The discussion revolves around identifying and drawing four isomers of the aldehyde C5H10O. Participants explore various structural possibilities and nomenclature associated with these isomers.

Discussion Character

  • Exploratory, Technical explanation, Debate/contested

Main Points Raised

  • One participant identifies three isomers: pentanal, 3-methylbutanal, and 2-methylbutanal, and seeks a fourth.
  • Another participant suggests 2,2-dimethylpentanal as a potential fourth isomer, indicating a method of trial and error in finding isomers.
  • A subsequent reply questions the nomenclature, suggesting that the correct name should be 2,2-dimethylpropanal instead of 2,2-dimethylpentanal.
  • Further clarification is provided regarding the number of carbons in the structure, emphasizing the importance of accurate IUPAC naming.

Areas of Agreement / Disagreement

Participants do not reach a consensus on the correct nomenclature for the fourth isomer, with some disagreement on the number of carbons in the structure and the corresponding name.

Contextual Notes

There is a potential for confusion regarding the naming conventions and the structural representations of the isomers, which may depend on interpretations of the carbon chain arrangements.

Mitchtwitchita
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Hey Guys,

I have a question that says to draw 4 isomers of an aldehyde C5H10O and I can only find three (pentanal, 3-methylbutanal, and 2-methylbutanal). Can anybody help with a fourth?
 
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Something like that came up on one of these forums a few weeks ago. This is a permutation or combination type problem. ?? ?

... I found 4 of them. What is tried was setup two neighboring carbons; put the aldehyde group on the lefthand side carbon. The form which you seem to have missed is 2,2-dimethylpentanal.

Maybe all that could be mathemetized, but I just made trials until I could not find anymore.
 
Thanks Symbolipoint! Working with isomers can be a little tedious. But wouldn't that be 2,2-dimethylpropanal
 
Correct. 2,2-dimethylpentanal would have 7 carbons. A minor nomenclature error (in this forum at least).
 
Mitchtwitchita said:
Thanks Symbolipoint! Working with isomers can be a little tedious. But wouldn't that be 2,2-dimethylpropanal

You are correct. I really should have been more careful and gave the proper IUPAC name the first time. The isomer has three carbons in a straight chain part, justifying the "propanal" part of the name.
 

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