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Question

What needs to be attached to the carbon-carbon double bond to geometric isomers?

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Solution

Think about this case:

Although we've swapped the right-hand groups around, these are still the same molecule. To get from one to the other, all you would have to do is to turn the whole model over. You won't have geometric isomers if there are two groups on the same end of the bond - in this case, the two pink groups on the left-hand end. So there must be two different groups on the left-hand carbon and two different groups on the right-hand one. The cases we've been exploring earlier are like this:

But you could make things even more different and still have geometric isomers:


Here, the blue and green groups are either on the same side of the bond or the opposite side. Or you could go the whole hog and make everything different. You still get geometric isomers, but by now the words cis and trans are meaningless. This is where the more sophisticated E-Z notation comes in.

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