Topicity is the relation between two atoms or groups within a molecule. If atoms
ID: 920426 • Letter: T
Question
Topicity is the relation between two atoms or groups within a molecule. If atoms or groups are equivalent, the molecule or bonds of a molecule can be rotated so that they are indistinguishable. If they are enantiotopic they are mirror images of each other but not equivalent. If they are diastereotopic they are connected in the same fashion but not equivalent or enantiotopic. If they are constitutional heterotopic, they are connected differently in a molecule.
Answer whether atoms or groups of the given topicity are indistinguishable by NMR (symmetric environment) and/or by organisms (asymmetric environment).
Enantiotopic atoms or groups are indistinguishable by organisms.
Constitutional heterotopic atoms or groups are indistinguishable by organisms.
Constitutional heterotopic atoms or groups are indistinguishable by NMR.
Diastereotopic atoms or groups are indistinguishable by NMR.
Enantiotopic atoms or groups are indistinguishable by NMR.
Equivalent atoms or groups are indistinguishable by organisms.
Equivalent atoms or groups are indistinguishable by NMR.
Diastereotopic atoms or groups are indistinguishable by organisms.
I am trying to figure out if the statements are true or false. I am not sure what he means by organisms? If you can tell me why true or false so I can understand this!
Enantiotopic atoms or groups are indistinguishable by organisms.
Constitutional heterotopic atoms or groups are indistinguishable by organisms.
Constitutional heterotopic atoms or groups are indistinguishable by NMR.
Diastereotopic atoms or groups are indistinguishable by NMR.
Enantiotopic atoms or groups are indistinguishable by NMR.
Equivalent atoms or groups are indistinguishable by organisms.
Equivalent atoms or groups are indistinguishable by NMR.
Diastereotopic atoms or groups are indistinguishable by organisms.
I am trying to figure out if the statements are true or false. I am not sure what he means by organisms? If you can tell me why true or false so I can understand this!
Explanation / Answer
Organism means a biological system, say when you have a specific enantiomeric compound or diasteromeric compound like as in a pharmaceutical drug molecule.
a) Enantiotopic atoms or groups are indistinguishable by organisms : False
The organisms responds to a specific enanatiomer in a different way as compared to it other enantiomeric isomer.
b) Constitutional heterotopic atoms or groups are indistinguishable by organisms : False
As the constitutional structure changes so does the functional group and thus it would have a different interaction with the organism.
c) Constitutional heterotopic atoms or groups are indistinguishable by NMR : False
Constitutional isomers say an ether and an alcohol of the same molecular formula would differ in their NMR
d) Diastereotopic atoms or groups are indistinguishable by NMR : False
Diastereomers have different NMR shifts and are distinguishable by NMR
e) Enantiotopic atoms or groups are indistinguishable by NMR : True
Enantiomers would have same NMR under achiral environment
f) Equivalent atoms or groups are indistinguishable by organisms : True
g) Equivalent atoms or groups are indistinguishable by NMR : True
h) Diastereotopic atoms or groups are indistinguishable by organisms : False
Diastereomerslike as in enantiomers would interact differently with organisms
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