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Classroom Companion Review Question 5. p125
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Sarah_5666
#1 Posted : Wednesday, June 17, 2020 5:30:31 PM
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Hi, can someone please explain how there are 7 chiral centres in the molecule in this question? I thought that a chiral centre is supposed to have 4 different groups, but I feel like most of them are bound to more than one carbon. Thanks.
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INSTR_Katerina_102
#2 Posted : Wednesday, June 17, 2020 10:19:28 PM
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Hi,

Different groups do not have to mean that it is a different atom, they can also mean a different branching carbon chain. This can get tricky with fused rings like this, because you might have to trace a bit down the chain to see the difference between groups.

https://ibb.co/fM8PhXq

I've shown the logic all out here, usually for steroids like this ring junctions (places where the rings meet each other) tend to be chiral centres.

Another way I like to approach this question is through elimination - you can draw this molecule out and cross off anything that is attached to 2 Hs or is not sp3 hybridized.

Please let me know if you need clarification.
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