2014 DAT orgo, #171

[nickh]

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Hey guys,

For #171, why does E not considered a correct Newman representation? Is it because the structure is wrong? Be it also has a C6H14 formula.

Thanks again!
Nick

 

[FeralisExtremum]

If you were to actually draw E out, you'd see that it isn't hexane, but 2,2-dimethylbutane

 

[nickh]

Yeah, but that's still an isomer of a linear hexane though right? They share the same formula. I thought a hexane is just anything that has a formula of C6H14.

 

[matardug]

Agreed with what feralis said....structure drawn out is

 

[matardug]

While it does have the same formula as hexane, it is not hexane as its connectivity is different

 

[FeralisExtremum]

Yeah, but that's still an isomer of a linear hexane though right? They share the same formula. I thought a hexane is just anything that has a formula of C6H14.

It might technically be considered a structural/constitutional isomer, but that's beyond the scope of the question. The question is asking you about hexane specifically, not "hexane or a hexane isomer".

In general, you should try to interpret test questions very literally. Assume that they are asking for exactly what they state, try not to assume information that isn't explicitly stated in the scope of the question.

 

[DAT Destroyer]

Hey guys,

For #171, why does E not considered a correct Newman representation? Is it because the structure is wrong? Be it also has a C6H14 formula.

Thanks again!
Nick

Choice E is wrong. Draw it out...it is NOT hexane, but rather 2,2-dimethylbutane.

Hope this helps.....Nancy

 

[nickh]

Hey Nancy,

Yeah, got it. Thank you so much again!🙂

 

[DAT Destroyer]

Hey Nancy,

Yeah, got it. Thank you so much again!🙂

Glad I could help, keep up the good work, your hard work will pay off!