Elimination reactions of Haloalkanes. Help

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SUMMARY

The discussion centers on the elimination reactions of haloalkanes, specifically focusing on 3-bromo-3-methylhexane reacting with ethanolic potassium hydroxide. The primary alkenes identified are 3-methyl hex-3-ene and 3-methyl hex-2-ene. Additionally, geometric isomers of these alkenes include cis and trans forms, leading to a total of six potential products. However, it is clarified that cis and trans forms of 3-methyl hex-3-ene are not distinct compounds, reducing the total count of unique alkenes formed.

PREREQUISITES
  • Understanding of elimination reactions in organic chemistry
  • Familiarity with haloalkanes and their reactivity
  • Knowledge of geometric isomerism in alkenes
  • Experience with drawing and naming organic structures
NEXT STEPS
  • Study the mechanism of elimination reactions in organic chemistry
  • Learn about the properties and reactions of haloalkanes
  • Explore geometric isomerism and its implications in organic compounds
  • Practice drawing and naming various alkenes from haloalkanes
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Chemistry students, organic chemists, and educators looking to deepen their understanding of elimination reactions and alkene formation from haloalkanes.

Cryptic89
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Hi,

I was doing a question on elimination reactions of haloalkanes. Could someone help me out?
The question: "3-Bromo-3methylhexane rapidly undergoes elimination when boiled with ethanolic potassium hydroxide. Write the structures of the FIVE alkenes which might be formed, & name them."

OK so the alkenes that I got are:
>3-methyl hex-3-ene
>3 methyl hex-2-ene

Now you could get geometric isomers of the above two which gives a further four possible products:

>Cis 3-methyl hex-3-ene
>Trans 3-methyl hex-3-ene
>Cis 3-methyl hex-2-ene
>Trans 3-methly hex-2-ene

Summing it all up, chances are that you get 6 possible products. Am I right? :rolleyes:
 
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Not really. Notice that cis and trans 3-methyl hex-3-ene are isomers of the same compund. So why do you count cis, trans and 3-methyl hex-3-ene?
Also, I think there is one more alkene you missed which is theoretically possible.
 

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