find how many chiral carbon(s) is (are) on this!!

[atlanta213]

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[Deontologist]

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I would say 2..!! Both the tetrahedral carbons...!!

 

[cherr1pop]

i agree. i see 2.
but the compound overall is meso and won't rotate plane polarized light, right?

 

[Deontologist]

i agree. i see 2.
but the compound overall is meso and won't rotate plane polarized light, right?

Yup..!! For a compound with multiple asymmetric carbons, the presence of an internal plane of symmetry indicates that the compound is achiral..!!

Thanks for pointing that out, I didn't knew about that....I just Wikied it ..!!

 

[atlanta213]

The reason why i posted this question was I wonder whether we still count chiral in meso compound or not. In this case, answer is 2? or none?(<-- because of meso compound).

Thanks

 

[Deontologist]

The reason why i posted this question was I wonder whether we still count chiral in meso compound or not. In this case, answer is 2? or none?(<-- because of meso compound).

Thanks

Yes..!! The carbons are still counted as Chiral* (asymmetric carbon). But the compound as a whole will not show any optical activity.

*The correct term to use here for two so-called Chiral Carbon is "asymmetric Carbon." But, word "chiral" is also apparently used in meso compounds by many references....!!

 

[AdaAda87]

2 chiral carbons, meso compound, not optically active.

 

[needa20]

like others said, 2 chiral carbons, but mol is not chiral b/c of internal plane of sym. = meso