destroyer ochem#112

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It says CH3_CH=CH=CH(CH3)_C2H5 is optically active, but I cannot find any chiral carbon. plz help

I hope you mean ...

(CH3)CH=C=C(CH3)(C2H5)

In this case , the molecule is chiral because of the orientation of the groups. The two double bonds will make the groups on each side perpendicular to each other. Since you cannot draw a line to divide this molecule in half, it will be chiral. This is a special case of chirality though, as it does not contain any chiral carbons, but... the entire molecule would be considered chiral.
 
Curious, where did this question come from? Also is it likely to be tested on the DAT because its one of those few exceptions that hasnt been covered?
 
Curious, where did this question come from? Also is it likely to be tested on the DAT because its one of those few exceptions that hasnt been covered?

There are only 2 exceptions when it comes to chirality...
The compound shown here is called ALLENE, which is chiral (exception)
Another exception is BIPHENYL; which is also chiral...
 
It says CH3_CH=CH=CH(CH3)_C2H5 is optically active, but I cannot find any chiral carbon. plz help

the pi orbitals have to be perpendicular to each other in order to have two double bonds to the same carbon 👍 as the poster above me said, its an exception
 
It says CH3_CH=CH=CH(CH3)_C2H5 is optically active, but I cannot find any chiral carbon. plz help

One more exception: All Allenes are not chiral
Example: H2C=C=CH(CH3), since there are same atom to one of carbon center. Thus in this example, compound is not chiral.

All in all be careful of such tricky question 😀
 
Other thing refer to Chad's videos, he explains it much better and in a little detail on why.

me explained vaguely😀
 
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