optical isomerism Flashcards

1
Q

what 2 types of isomerism are studied during a level chem

A

structural and stereoisomerism

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2
Q

structural isomers

A

compounds with the same molecular formula but different structural formula

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3
Q

stereoisomers

A

same structural formula but different arrangement of atoms in space

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4
Q

two types of stereoisomerism

A
  • e/z

- optical

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5
Q

what does e/z isomerism occur as a result of

A

retricted rotation about the planar c-c double bond

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6
Q

do all alkenes have e/z isomerism

A

no

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7
Q

what must an alkene have to exhibit e/z isomerism

A

each carbon of the c=c bond must be bonded to different groups

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8
Q

how to determine whether an alkene is the e or z isomer

A
  • identify highest priority group on each c atom of c=c bond
  • if both highest priority groups are on the same side of c=c- z isomer
  • if both highest priority groups are on opposite sides of the c=c bond- e isomer
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9
Q

how do the cip rules allow the highest priority to be determined easily

A
  • atom with highest atomic number has highest priority

- if 2 atoms have same atomic number, the next atom along the chain should be compared

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10
Q

optical isomers

A

non superimposable mirror images

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11
Q

what must a compound contain to exhibit optical isomerism

A

carbon has to be bonded to 4 different groups

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12
Q

what is the asymmetric c atom in an optical isomer called

A

chiral carbon

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13
Q

what are optical isomers called

A

enantiomers

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14
Q

what do optical isomers differ in their effect on

A

plane polarised light

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15
Q

how do enantiomers rotate plane polarised light

A

by an equal amount but in opposite directions

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16
Q

racemic mixture

A

a mixture of equal amounts of the two enantiomers

17
Q

forming enantiomers in the reaction of but-2-ene and hbr: how does the shape of the intermediate lead to a mixture with equal amounts of two enantiomers being formed

A
  • the carbocation intermediate is trigonal planar
  • attack from either side is equally as likely
  • 50/50 mix of each enantiomer will be produced
18
Q

why does a racemic mixture not rotate plane polarised light

A

the equal proportions of 2 enantiomers cancel eachother out

19
Q

what do optical isomers have the same

A

chemical properties