Is 2,4-Pentanedione a Ring or Hydrocarbon Chain in the Iodoform Test Reaction?

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Discussion Overview

The discussion centers on the chemical structure of 2,4-Pentanedione and its behavior in the Iodoform test reaction. Participants explore whether 2,4-Pentanedione is a ring structure or a hydrocarbon chain with carbonyl groups and seek clarification on the resulting products from the reaction.

Discussion Character

  • Exploratory, Technical explanation, Debate/contested

Main Points Raised

  • One participant questions whether 2,4-Pentanedione is a ring structure or a hydrocarbon chain with double-bonded oxygens at carbon 2 and 4, and seeks clarification on the chemical equation for the Iodoform test.
  • Another participant suggests that there may be two possible products from the reaction, although they express uncertainty in their response.
  • A third participant agrees with the previous claim, stating that the products include carboxylates and iodoform (CHI3).

Areas of Agreement / Disagreement

Participants express differing views on the structure of 2,4-Pentanedione and the potential products of the Iodoform test, indicating that multiple competing views remain without a clear consensus.

Contextual Notes

The discussion does not resolve the assumptions regarding the structure of 2,4-Pentanedione or the exact nature of the products formed in the Iodoform test reaction.

MusicMonkey
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Is 2,4-Pentanedione a ring structure or just a hydrocarbon chain with double-bonded O's on C 2 and 4? When showing the reaction with the Iodoform test what would the chemical equation be? I know it is

2,4-Pentanedione

NaOH
--> I know how this would work with a single double-bonded O but how
I2 would it work with two? Would the result be...

CH3CIONaCIOCH3 with 2 CHI3 (iodoform) derivatives in the solution? Please help. Thanks. :bugeye:
 
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I believe there may be two products possible, but I'm only guessing here :

H_3C-C(=O)-CH_2-C(=O)-CH_3 \xrightarrow {NaOH, ~I_2} NaO-C(=O)-CH_2-C(=O)-ONa + H_3C-C(=O)-CH_2-C(=O)-ONa
 
Yes, Gokul is right; the products are carboxylates and iodoform, aka CHI_3.
 
Thank you! :)
 

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