Stereochemistry Key Terms Flashcards

1
Q

Superposable (or super imposable)

A

The ability to precisely overlap one object over another. Only identical objects are superposable, everything else is non-superposable

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2
Q

Stereocentre (chiral centre)

A

Atoms which bear groups such that the interchanging of two groups leads to a stereoisomer. (A carbon bonded to four distinct groups)
-other atoms can be stereogenic ie P, S and metallic ions bonded to ligands

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3
Q

Ligands

A

Ions or molecules bonded to a complex metal ion often by dative coordinate bonds

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4
Q

Chiral

A

(Handed) - not superposable on it’s mirror image

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5
Q

Achiral

A

Superposable on it’s mirror image

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6
Q

Meso-compound

A

Achiral AND contains two or more stereocentres

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7
Q

Enantiomers

A

Stereoisomers that are non-superposable mirror images

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8
Q

Diastereomers

A

Stereoisomers that are non-superposable, but are NOT mirror images. MUST contain two or more stereocentres

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9
Q

Isomers

A

Compounds that are non-superposable but have the same molecular formula. May be constitutional isomers or stereoisomers

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10
Q

Constitutional (or structural) isomers

A

Isomers which have the same molecular formula but different structural formulae

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11
Q

Stereoisomers

A

Isomers which have atoms that differ only by their orientation in space. Unlike constitutional isomers, they have equivalent structural formulae. May be geometric or optical

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12
Q

Racemic mixture

A

Solution containing equal proportions of both enantiomers so no optical activity (rotating polarised light)

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13
Q

Naming stereoisomers

A
  1. Face lightest atom away from you
  2. Point heaviest atom up
  3. Which of other two heavier? If same look at next atom attached to each etc (Cahn-Ingdd prelog rules)
  4. Number heaviest to lightest
  5. Anti-clockwise or clockwise?
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14
Q

S

A
Left handed (Sinister)
Anti-clockwise
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15
Q

R

A
Right handed (Recto)
Clockwise
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16
Q

Cis

A

Same group on same side

17
Q

Trans

A

Same group on opposite side

18
Q

E

A

Heaviest group on opposite side

19
Q

Z

A

Heaviest group on same side

20
Q

D-enantiomers

A

(Dextrorotatory) rotate light in clockwise direction (positive rotation)

21
Q

L-enantiomers

A

(Levorotatory) rotate light in counterclockwise direction (negative rotation)