2.1 stereochemistry Flashcards

1
Q

in a biological system, what usually occurs with optical isomers?

A

usually, only one isomer will be present in the system and be biologically active. the other isomer will be biologically inactive or cause a different response.

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2
Q

optical isomers have identical chemical properties except:

A

when in a chiral environment, e.g. a biological system

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3
Q

what is the name given to a mixture containing equal amounts of both optical isomers?

A

a racemic mixture

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4
Q

why are racemic mixtures optically inactive?

A

the rotational effect of one enantiomer will cancel out the other

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5
Q

what can be said of mixtures containing equal amounts of both optical isomers

A

they will be optically inactive (have no effect on plane polarised light)

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6
Q

what can be said of substances that rotate plane polarised light?

A

that they are optically active

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7
Q

how is plane polarised light rotated by each enantiomer?

A

one will rotate it in a clockwise direction, the other in an anticlockwise direction. the light will be rotated by the same amount

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8
Q

optical isomers have identical physical properties, except for:

A

their effect on plane polarised light

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9
Q

define optical isomers

A

non-superimposable mirror images of each other (called enantiomers)

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10
Q

how many isomeric forms can an atom containing a chiral carbon have?

A

two

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11
Q

what is a chiral carbon?

A

a carbon that has four different groups attached

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12
Q

where does optical isomerism occur?

A

when a molecule contains a chiral carbon

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13
Q

why can geometric isomerism also arise in cyclic structures?

A

ring structure means that rotation around the C - C bond becomes restricted.

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14
Q

why are trans isomers usually less polar than cis isomers?

A

symmetry allows polarity to cancel out

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15
Q

which type of geometric isomer is usually more polar?

A

cis

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16
Q

which type of geometric isomer usually has a higher boiling point?

A

cis

17
Q

when do cis isomers occur?

A

when the groups are on the same side of the double bond

18
Q

when do trans isomers occur?

A

when the groups are on the opposite side of the double bond

19
Q

why does geometric isomerism occur?

A

as there is no free rotation of the groups of atoms around a double bond

20
Q

where does geometric isomerism occur?

A

in molecules containing a C = C bond, when there are different groups on each side of the double bond

21
Q

when do stereoisomers occur?

A

when atoms are bonded together in the same order but are arranged differently in a 3D space

22
Q

when do structural isomers occur?

A

when atoms are bonded together in a different order