Stereochemistry Flashcards

1
Q

Stereoisomers

A

isomers that have same formula and connectivity but differ in the position of the atoms in space. They possess one or more stereocenters

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2
Q

Stereocenter

A

a carbon atom bearing 4 different atoms or group of atoms

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3
Q

Chiral

A

any molecule that is nonsuperposable with its mirror image

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4
Q

Enantiomers

A

stereoisomers that are non superimposable mirror images

Properties:
have same chemical and physical properties in an achiral environment but they differ on the sign of rotation of plane polarized light
Opposite configuration at all chirality centers

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5
Q

Racemic mixture

A

a 1:1 (equimolar) mixture of two enantiomers

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6
Q

Optically Active

A

the ability of some compounds to rotate plane polarized light

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7
Q

Configuration of Stereocenters

A

Priority is based on the atomic number, i.e. H has lower priority than Cl. But methyl and ethyl both are attached to the stereocenter through carbon! In these cases, priority assignments proceed outward, to the next atoms. The Methyl carbon has 3 Hs attached while the Ethyl carbon has 2Hs and and a carbon (the terminal methyl group). Therefore, the latter gets higher priority.

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8
Q

Diastereomers

A

stereoisomers that are non-superimposable non-mirror images

Properties:
have different chemical and physical properties in any type of environment
opposite configurations at some chirality centers

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9
Q

E-Z system

A

(E)- : the higher priority groups are on the opposite side of the double bond
(Z)- : the higher priority groups are on the same side of the double bond

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10
Q

Confirmations

A

Different 3-D position for the same molecule

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