STEREOCHEMISTRY Flashcards

1
Q

what are isomers

A

same type and number of atom

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2
Q

what are the two types of isomers

A

constitutional isomers
stereoisomers

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3
Q

what are the further types of steroisomers

A

Enantiomers
Cis/Trans isomers
Diastereomers (conformers/rotamers)

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4
Q

what are constitutional isomers

A

same molecular formula

different connectivity of atoms

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5
Q

what are stereoisomers

A

same molecular formula

different spatial orientation of atoms

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6
Q

how does geometric isomerism occur

A

occurs through cis and trans compounds

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7
Q

what does geometric isomerism occur in

A

In alkenes and cyclic compounds

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8
Q

how does a compound become a trans compound

A

substituents on opposite sides

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9
Q

how does a compound become a cis compound

A

substituents are on the same side of the ring or double bond

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10
Q

what composition of compound is more stable, trans or cis

A

trans

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11
Q

why is a trans isomer more stable than a cis isomer

A

substituents are further apart and there is less steric repulsion

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12
Q

what interaction would occur within cis-2-butene that makes it less stable

A

steric interaction [as substituents closer together]

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13
Q

what are chiral objects

A

not superimposable on their mirror images

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14
Q

what does achiral mean

A

superimposable on their mirror images

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15
Q

what does a chiral molecule contain

A

a carbon atom that is connected to four different groups.

This carbon that is connected to four different groups is called the chiral centre.

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16
Q

what makes two compounds stereoisomers

A

when the two compounds only differ from each other in spatial arrangement

17
Q

what is an enantiomer

A

When a compound is chiral, it will have one non-superimposable mirror image. This is called an enantiomer.

18
Q

what do enantiomers properties have in common

A

similar physical properties to each other

19
Q

what are the steps to using the cahn-ingold-prelog system

A

1) assign the group in atomic number where highest atomic number given highest priority
2) make sure the lowest/fourth priority group is on the dash
3) count from 1-3 with an arrow to determine

20
Q

when assigning priority number by highest atomic number - WHAT HAPPENS if the atom of the group the carbon is attached to is the same

A

if they are the same element i.e. carbon, then choose which group is more significant. so en ethyl group would take priority over a methyl group

21
Q

how do you adjust so that the 4th group is on the lowest priority wedge

A

swap adjacent 4th priority group to the wedge
then swap other two numbers with each other

22
Q

what happens if from 1-3 is anticlockwise

A

s-enantiomer

23
Q

what happens if from 1-3 is clockwise

A

r-enantiomer

24
Q

how is a double bond considered in cahn-ingold-prelog when assigning the priority number

A

2 separate bonds

25
Q

how is a triple bond considered in cahn-ingold-prelog when assigning the priority number

A

3 separate bonds

26
Q

according to cahn-ingold-prelog, how many bonds would carbon be bonded to from carbon dioxide on one oxygen

A

2 oxygen (due to double bond on the oxygen)

27
Q

breakdown what (2R,3S)-3- methyl-2-pentanol means

A

there are two chiral centres
one at 2 - which is right configuration enantiomer
one at 3 - which is left configuration enantiomer

28
Q

what are Diastereomers

A

stereoisomers that are not mirror images of one another.

29
Q

what is an example of Diastereomers

A

Cis/trans isomers