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Substituent




The phrases most-substituted and '''least-substituted''' are frequently used to describe molecules and predict their products. For example:

  • Markovnikov's Rule predicts that the hydrogen adds to the carbon of the alkene functional group that has the greater number of hydrogen substituents.

  • Zaitsev's Rule predicts that the major reaction product is the alkene with the more highly substituted (more stable) double bond.



NUMBER CRUNCHING

One Cheminformatics study identified 849,574 unique substituents up to 12 non-hydrogen atoms large and containing only C,H,N,O,S,P,Se and the halogens in a set of 3,043,941 molecules. 50 common substituents are found in only 1% of this set and 438 in 0.1%. 64% of the substituents are unique to just one molecule. The top 5 consists of the Phenyl , Chlorine , Methoxy , Hydroxyl and Ethyl substituent. The total number of organic substituents in organic chemistry is estimated at 3.1 million creating a total of 6.7x1023 molecules.


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