'09 Destroyer orgo #80

[prsndwg]

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Hi guys,
can someone please help me understand why this figure is not choice b?

Thanks

 

[Jman1984]

B/C you don't count the carbon that belongs to the ring...only the carbons that belong to the R-group. Also remember to start counting from the side which gives the substituates the lowest #. The R group is 5 carbons long with a methyl group on the 1 and 3 carbon. Therefore the name is 1,3-dimethylpentylcycloheptane. I hope that makes sense.🙂

 

[prsndwg]

Thanks,
why cant the R be 6 starting from the carbon at the top?

B/C you don't count the carbon that belongs to the ring...only the carbons that belong to the R-group. Also remember to start counting from the side which gives the substituates the lowest #. The R group is 5 carbons long with a methyl group on the 1 and 3 carbon. Therefore the name is 1,3-dimethylpentylcycloheptane. I hope that makes sense.🙂

 

[prsndwg]

:-?

 

[doc1986]

Can someone explain to me why the solution says there are 3 chiral carbons. I see only 2. The one labeled "1" does not look chiral to me. I was always under the impression that if you go around the ring and there is symmetry than it can't be chiral...So there are not 4 different groups attached to the carbon technically, only 3...right?

 

[doc1986]

anyone!?!?!