Preparation of alkenes from alcohols

Click For Summary

Discussion Overview

The discussion revolves around the preparation of alkenes from alcohols, specifically focusing on pentenes and the corresponding alcohols that can yield them. Participants explore various structural possibilities and the conditions required for the reactions.

Discussion Character

  • Exploratory
  • Technical explanation
  • Debate/contested

Main Points Raised

  • One participant presents structures for two alkenes (CH3-CH=CH-CH2-CH3 and CH2=CH-CH2-CH2-CH3) and their corresponding alcohols, questioning if these are all possible pentenes.
  • Another participant notes the necessity of having five carbon atoms to limit the number of possible alkenes, humorously suggesting that without this constraint, the possibilities would be vast.
  • A third participant points out that there is a third pentanol not included in the initial discussion and mentions the existence of branched pentenes, suggesting that their inclusion may depend on the specific wording of the question.
  • Further clarification is provided that the two alkenes can be derived from multiple precursor alcohols, indicating that the initial representations were incomplete.

Areas of Agreement / Disagreement

Participants express differing views on the completeness of the initial examples provided, with some suggesting additional alcohols and alkenes that could be considered. There is no consensus on the totality of possible structures, as multiple competing views remain regarding the inclusion of isomers and branched compounds.

Contextual Notes

Some participants highlight the need for clarity in the definitions used, particularly regarding the inclusion of branched structures and isomers. There are also unresolved aspects concerning the completeness of the examples given.

Who May Find This Useful

This discussion may be of interest to students and practitioners in organic chemistry, particularly those studying reaction mechanisms involving alcohols and alkenes.

ChemDoodle
Messages
25
Reaction score
0
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 (:
 
Physics news on Phys.org
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.
 

Similar threads

  • · Replies 28 ·
Replies
28
Views
5K
Replies
1
Views
8K
  • · Replies 5 ·
Replies
5
Views
2K
  • · Replies 13 ·
Replies
13
Views
1K
  • · Replies 12 ·
Replies
12
Views
2K
  • · Replies 3 ·
Replies
3
Views
8K
  • · Replies 9 ·
Replies
9
Views
20K
Replies
2
Views
1K
  • · Replies 13 ·
Replies
13
Views
2K
  • · Replies 87 ·
3
Replies
87
Views
8K