How many stereoisomers of C4H8Br2 have structural isomers?

AI Thread Summary
The discussion centers on identifying the structural isomers of C4H8Br2, with one participant listing nine potential isomers, including various dibromobutane and dibromo-2-methylpropane configurations. There is confusion regarding the distinction between structural isomers and stereoisomers, with participants clarifying that chirality does not affect the structural names. The conversation also addresses the presence of stereocenters, with some participants identifying four stereocenters among the listed isomers. The final consensus suggests that the initial list of structural isomers is comprehensive, while the stereocenter count is confirmed to be four. This highlights the complexity of isomer classification in organic chemistry.
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Homework Statement


Name the structural isomers of C4H8Br2 and remember to number the carbon atoms such that you minimize the numbers in the name.

How many stuctural isomers of C4H8Br2 are there?

The Attempt at a Solution


I'm not sure how many there should be. So far I've found 9:
1,1-dibromobutane
1,2-dibromobutane
1,3-dibromobutane
1,4-dibromobutane
2,2-dibromobutane
2,3-dibromobutane
1,1-dibromo-2-methylpropane
1,2-dibromo-2-methylpropane
1,3-dibromo-2-methylpropaneAre there anymore that I'm missing? I can't seem to find them.
 
Last edited:
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Don't forget chirality.
 
I don't think chirality will affect the actual formula name anymore since I've taken care of all chiral forms by putting the Br atoms attached to different carbons.
 
Oh, you're right. Structural isormers, not stereoisomers.

In that case, I think you've got them all.
 
How many stereocentres are there?

0 correct?
 
ChemIsHard said:
How many stereocentres are there?

0 correct?

No, I see at least two from the list given.
 
1,2-dibromo-2-methylpropane
1,3-dibromo-2-methylpropane

Being the two? The stereocentre is on the first carbon in both cases right?

Sorry for the numerous questions, I'm just a little confused!
 
Make a model and try to superimpose 'em.
 
I found four to have stereocentres:
1,2-dibromobutane
1,3-dibromobutane
2,3-dibromobutane
1,2-dibromo-2-methylpropane

Can anyone confirm this?
 

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