Preparation of alkenes from alcohols

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SUMMARY

The discussion focuses on the preparation of alkenes from alcohols, specifically pentenes derived from various alcohols. Key examples include CH3-CH=CH-CH2-CH3 and CH2=CH-CH2-CH2-CH3, both produced in the presence of H+ and heat. Cyclopentanol is also mentioned as a precursor for Cyclopentene. The conversation highlights the existence of branched pentenes and emphasizes the need for five carbon atoms in the structures discussed, while acknowledging the potential for numerous isomers and other carbon chain variations.

PREREQUISITES
  • Understanding of organic chemistry concepts, particularly alkene and alcohol structures.
  • Familiarity with reaction mechanisms involving acid-catalyzed dehydration.
  • Knowledge of isomerism in organic compounds.
  • Basic skills in drawing chemical structures and interpreting chemical equations.
NEXT STEPS
  • Research the mechanism of acid-catalyzed dehydration of alcohols to form alkenes.
  • Study the various isomers of pentenes and their structural representations.
  • Learn about branched alkenes and their synthesis from corresponding alcohols.
  • Explore the properties and reactions of Cyclopentene and its derivatives.
USEFUL FOR

Chemistry students, organic chemists, and educators looking to deepen their understanding of alkene synthesis from alcohols and the implications of structural isomerism.

ChemDoodle
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Q. Draw the structure for all possible alkenes & the alcohols from which they can be prepared.

CH3-CH=CH-CH2-CH3 <---- CH3-CHOH-CH2-CH2-CH3

CH2=CH-CH2-CH2-CH3 <---- CH2OH-CH2-CH2-CH2-CH3

Both in the presence of H+ & heat.

I also drew Cyclopentanol from which we can prepare Cyclopentene.

Are these all the possible pentenes? And are these equations correct?

Thankyou (:
 
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I suppose they need to have 5 C atoms , as if not the possibilities would be cosmological :P.
 
There is a third pentanol which you have not included.

There are also branched pentenes - but whether they count may depend on the exact wording of the question.

Plus zillions of compounds with other number of carbons :wink:

--
methods
 
Lok said:
I suppose they need to have 5 C atoms , as if not the possibilities would be cosmological :P.
Haha Yeaa..I meant pentenes not alkenes :P :$
 
ChemDoodle said:
Q. Draw the structure for all possible alkenes & the alcohols from which they can be prepared.

CH3-CH=CH-CH2-CH3 <---- CH3-CHOH-CH2-CH2-CH3

CH2=CH-CH2-CH2-CH3 <---- CH2OH-CH2-CH2-CH2-CH3

Both in the presence of H+ & heat.

I also drew Cyclopentanol from which we can prepare Cyclopentene.

Are these all the possible pentenes? And are these equations correct?

Thankyou (:

Good so far, but incomplete. For example you can get to CH2=CH-CH2-CH2-CH3 from two precursor alcohols (and you have written them both) and you can get to CH3-CH=CH-CH2-CH3 from two precursor alcohols, one of which you have shown and one is not shown.

And of course there are the isomers that Borek mentioned as well.
 

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