List & Draw Isomers of C5H10O for Chemistry Project

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The discussion focuses on identifying and drawing isomers of C5H10O for a chemistry project, with several isomers already listed, including 2-pentanone and cyclopentanol. Participants emphasize the need to consider various types of isomers, including cyclic compounds, epoxy compounds, and stereoisomers. Suggestions include methylated versions of tetrahydrofuran and the importance of including R and S configurations. The total number of isomers is debated, with one participant claiming to have found 41. The conversation highlights the complexity and diversity of isomeric structures for this molecular formula.
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I am doing an extra credit project for my Chemistry class and we have to list by name and draw the structures of as many isomers of C5H10O as we possibly can. I already have the following.
  • 2-pentanone
  • 3-pentanone
  • pentanal
  • cyclopentanol
  • methyl isopropyl ketone
  • 3-methyl-2-buten-1-ol
  • oxane or tetrahydropyran
  • 3-methyl butanal
  • 2-methylbutanal
  • 2,2-dimethylpropanal

Can anyone think of any more?
 
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There are at least 35 isomers (cis and trans, R and S included) by my count.

Your list has no epoxy compounds, cyclics, olefins... and no stereochemistry.
 
A cyclic ether?
 
epenguin said:
A cyclic ether?

Yeah. A methylated version of tetrahydrofuran for example. Don't forget R and S versions. Epoxy compounds are another example of a three member ring cyclic ether. Again with the R and S for that.
 
i have found 41
 
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