Stereochemistry

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18 Terms

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isomer

same molecular formula but different connectivity

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constitutional isomer

same molecular formula different bond connectivity(structure different)

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stereoisomer

same bond connectivity and molecular formula but different 3D arrangement(cis/trans or enantiomers)

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enantiomers

mirror images and non-superimposable(opposite to each other)

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diastereomers

not mirror image and non-superimposable

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chirality with Stereoisomers

opposite of all chiral is enantiomers(R to S) but at least one chiral is same and others are different is diastereomers

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meso compound

identical, mirror image, plane of symmetry, has 2 or more chiral

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chiral vs achiral

not identical but mirror is chiral and identical and mirror is achiral

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How to determine Z and E

cover half and rank the molecules if both are on the same side its Z if opposite it is E

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when is it not cis/trans and not Stereoisomerization and not /Z

when the end of the double bond has 2 Hs

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recognize meso compounds

  1. same substituent per chiral center

  2. opposite chirality(R/S or S/R)

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how to lock in geometry for cis/trans

pi bonds or rings

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trans in rings

wedge=up and dashes= down

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gauge

staggered conformation where 2 methyl groups are next to each other, higher in energy due to steric hindrance(60)

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anti

2 methyl groups are positioned opposite of each other (180)

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eclipsed

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staggered

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racemixture

equal amounts of enantiomers. Such mixture do not rotate plane-polarized light