Are all alkene geometrical isomers achiral?












1












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I was reading a book and it tells that alkene geometrical isomers are achiral.
I wanted to know that is it applicable for alkene geometrical isomers?
Thanks in advance.










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  • 4




    $begingroup$
    You want a rule which is not there. Alkenes, like nearly all other classes of organic compounds, may or may not be chiral. Let's put it this way: having a double bond is irrelevant to chirality.
    $endgroup$
    – Ivan Neretin
    2 days ago










  • $begingroup$
    The statement in your book is a truism: Correct, but does not transport any additional insight into the underlying concepts. Except as an exercise question: Why do these isomers not show a stereoisomery?
    $endgroup$
    – Karl
    2 days ago










  • $begingroup$
    @Karl Sadly, that statement isn't true. See my answer below...
    $endgroup$
    – Zhe
    12 hours ago










  • $begingroup$
    @Zhe I would say that calling a cumulated diene an alkene is also a truism: Correct, but not at all helpful. ;-) If it is correct. Because the central carbon atom is sp hybridised.
    $endgroup$
    – Karl
    4 hours ago












  • $begingroup$
    Such questions always remind me of this one, no offence intended: xkcd.com/169
    $endgroup$
    – Karl
    4 hours ago
















1












$begingroup$


I was reading a book and it tells that alkene geometrical isomers are achiral.
I wanted to know that is it applicable for alkene geometrical isomers?
Thanks in advance.










share|improve this question







New contributor




Abhay Sharma is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.







$endgroup$








  • 4




    $begingroup$
    You want a rule which is not there. Alkenes, like nearly all other classes of organic compounds, may or may not be chiral. Let's put it this way: having a double bond is irrelevant to chirality.
    $endgroup$
    – Ivan Neretin
    2 days ago










  • $begingroup$
    The statement in your book is a truism: Correct, but does not transport any additional insight into the underlying concepts. Except as an exercise question: Why do these isomers not show a stereoisomery?
    $endgroup$
    – Karl
    2 days ago










  • $begingroup$
    @Karl Sadly, that statement isn't true. See my answer below...
    $endgroup$
    – Zhe
    12 hours ago










  • $begingroup$
    @Zhe I would say that calling a cumulated diene an alkene is also a truism: Correct, but not at all helpful. ;-) If it is correct. Because the central carbon atom is sp hybridised.
    $endgroup$
    – Karl
    4 hours ago












  • $begingroup$
    Such questions always remind me of this one, no offence intended: xkcd.com/169
    $endgroup$
    – Karl
    4 hours ago














1












1








1





$begingroup$


I was reading a book and it tells that alkene geometrical isomers are achiral.
I wanted to know that is it applicable for alkene geometrical isomers?
Thanks in advance.










share|improve this question







New contributor




Abhay Sharma is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.







$endgroup$




I was reading a book and it tells that alkene geometrical isomers are achiral.
I wanted to know that is it applicable for alkene geometrical isomers?
Thanks in advance.







stereochemistry






share|improve this question







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Abhay Sharma is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.











share|improve this question







New contributor




Abhay Sharma is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.









share|improve this question




share|improve this question






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asked 2 days ago









Abhay SharmaAbhay Sharma

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New contributor





Abhay Sharma is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
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  • 4




    $begingroup$
    You want a rule which is not there. Alkenes, like nearly all other classes of organic compounds, may or may not be chiral. Let's put it this way: having a double bond is irrelevant to chirality.
    $endgroup$
    – Ivan Neretin
    2 days ago










  • $begingroup$
    The statement in your book is a truism: Correct, but does not transport any additional insight into the underlying concepts. Except as an exercise question: Why do these isomers not show a stereoisomery?
    $endgroup$
    – Karl
    2 days ago










  • $begingroup$
    @Karl Sadly, that statement isn't true. See my answer below...
    $endgroup$
    – Zhe
    12 hours ago










  • $begingroup$
    @Zhe I would say that calling a cumulated diene an alkene is also a truism: Correct, but not at all helpful. ;-) If it is correct. Because the central carbon atom is sp hybridised.
    $endgroup$
    – Karl
    4 hours ago












  • $begingroup$
    Such questions always remind me of this one, no offence intended: xkcd.com/169
    $endgroup$
    – Karl
    4 hours ago














  • 4




    $begingroup$
    You want a rule which is not there. Alkenes, like nearly all other classes of organic compounds, may or may not be chiral. Let's put it this way: having a double bond is irrelevant to chirality.
    $endgroup$
    – Ivan Neretin
    2 days ago










  • $begingroup$
    The statement in your book is a truism: Correct, but does not transport any additional insight into the underlying concepts. Except as an exercise question: Why do these isomers not show a stereoisomery?
    $endgroup$
    – Karl
    2 days ago










  • $begingroup$
    @Karl Sadly, that statement isn't true. See my answer below...
    $endgroup$
    – Zhe
    12 hours ago










  • $begingroup$
    @Zhe I would say that calling a cumulated diene an alkene is also a truism: Correct, but not at all helpful. ;-) If it is correct. Because the central carbon atom is sp hybridised.
    $endgroup$
    – Karl
    4 hours ago












  • $begingroup$
    Such questions always remind me of this one, no offence intended: xkcd.com/169
    $endgroup$
    – Karl
    4 hours ago








4




4




$begingroup$
You want a rule which is not there. Alkenes, like nearly all other classes of organic compounds, may or may not be chiral. Let's put it this way: having a double bond is irrelevant to chirality.
$endgroup$
– Ivan Neretin
2 days ago




$begingroup$
You want a rule which is not there. Alkenes, like nearly all other classes of organic compounds, may or may not be chiral. Let's put it this way: having a double bond is irrelevant to chirality.
$endgroup$
– Ivan Neretin
2 days ago












$begingroup$
The statement in your book is a truism: Correct, but does not transport any additional insight into the underlying concepts. Except as an exercise question: Why do these isomers not show a stereoisomery?
$endgroup$
– Karl
2 days ago




$begingroup$
The statement in your book is a truism: Correct, but does not transport any additional insight into the underlying concepts. Except as an exercise question: Why do these isomers not show a stereoisomery?
$endgroup$
– Karl
2 days ago












$begingroup$
@Karl Sadly, that statement isn't true. See my answer below...
$endgroup$
– Zhe
12 hours ago




$begingroup$
@Karl Sadly, that statement isn't true. See my answer below...
$endgroup$
– Zhe
12 hours ago












$begingroup$
@Zhe I would say that calling a cumulated diene an alkene is also a truism: Correct, but not at all helpful. ;-) If it is correct. Because the central carbon atom is sp hybridised.
$endgroup$
– Karl
4 hours ago






$begingroup$
@Zhe I would say that calling a cumulated diene an alkene is also a truism: Correct, but not at all helpful. ;-) If it is correct. Because the central carbon atom is sp hybridised.
$endgroup$
– Karl
4 hours ago














$begingroup$
Such questions always remind me of this one, no offence intended: xkcd.com/169
$endgroup$
– Karl
4 hours ago




$begingroup$
Such questions always remind me of this one, no offence intended: xkcd.com/169
$endgroup$
– Karl
4 hours ago










1 Answer
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$begingroup$

While in general, you should consider chirality and alkene geometry as orthogonal concepts, the statement in your question isn't even true.



Consider the case of 2,3-pentadiene, aka, 1,3-dimethylallene. This compound is chiral. Any change in the geometry of either of the double bonds provides the other enantiomer.



2,3-pentadiene






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    1 Answer
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    6












    $begingroup$

    While in general, you should consider chirality and alkene geometry as orthogonal concepts, the statement in your question isn't even true.



    Consider the case of 2,3-pentadiene, aka, 1,3-dimethylallene. This compound is chiral. Any change in the geometry of either of the double bonds provides the other enantiomer.



    2,3-pentadiene






    share|improve this answer









    $endgroup$


















      6












      $begingroup$

      While in general, you should consider chirality and alkene geometry as orthogonal concepts, the statement in your question isn't even true.



      Consider the case of 2,3-pentadiene, aka, 1,3-dimethylallene. This compound is chiral. Any change in the geometry of either of the double bonds provides the other enantiomer.



      2,3-pentadiene






      share|improve this answer









      $endgroup$
















        6












        6








        6





        $begingroup$

        While in general, you should consider chirality and alkene geometry as orthogonal concepts, the statement in your question isn't even true.



        Consider the case of 2,3-pentadiene, aka, 1,3-dimethylallene. This compound is chiral. Any change in the geometry of either of the double bonds provides the other enantiomer.



        2,3-pentadiene






        share|improve this answer









        $endgroup$



        While in general, you should consider chirality and alkene geometry as orthogonal concepts, the statement in your question isn't even true.



        Consider the case of 2,3-pentadiene, aka, 1,3-dimethylallene. This compound is chiral. Any change in the geometry of either of the double bonds provides the other enantiomer.



        2,3-pentadiene







        share|improve this answer












        share|improve this answer



        share|improve this answer










        answered 2 days ago









        ZheZhe

        12.1k12450




        12.1k12450






















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