stereoisomerism Flashcards

1
Q

what have the same order of attachment of atoms but different arrangements of atoms in space

A

stereoisomerism

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2
Q

define stereoisomerism

A

have the same order of attachment of atoms but different arrangements of atoms in space

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3
Q

stereoisomerism is responsible for the significant difference in

A

chemical properties

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4
Q

effectiveness of … depends on stereoisomerism

A

drugs

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5
Q

stereoisomerism may have the presence/ absence of

A

side effects

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6
Q

which has a superimposable image

A

achiral

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7
Q

which do not have a superimposable image

A

chiral

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8
Q

which has a plane of symmetry

A

achiral

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9
Q

which does not have a plane of symmetry

A

chiral

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10
Q

what way is a quick way to tell if it’s chiral or not

A

plane of symmetry

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11
Q

which is able to rotate plane-polarized light

A

chiral (optically active substance)

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12
Q

which is not able to rotate plane-polarized light

A

achiral (optically inactive substance)

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13
Q

carbon with 4 different groups attached to it

A

stereogenic carbon / stereogenic center

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14
Q

what refers to a pair (chiral and mirror image) of molecules related as nonsuperimposable

A

enantiomers

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15
Q

pairs of compounds with exactly the same connectivity but opposite three-dimensional shapes

A

enantiomers

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16
Q

what refers to a plane that passes through a molecule

A

plane of symmetry/ mirror plane

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17
Q

plane of symmetry is where one side of the plane is the…

A

exact reflection of the other side

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18
Q

what is the ARRANGEMENT of 4 groups attached to a stereogenic center

A

configuration

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19
Q

is enantiomers a configuration or opposite configuration

A

opposite configuration

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20
Q

what refers to the specify of the configuration w/o having to draw the structure

A

R-S or Cahn-Inlog-Prelog System

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21
Q

what is the R-S / Cahn-Ingold-Prelog System conditions

A

observe from the side opposite of the lowest priority

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22
Q

how do you arrange them from highest to lowest priority

A

by looking at the atomic number

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23
Q

(R):

A

clockwise

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24
Q

(S):

A

counterclockwise

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25
in the Cahn-Ingold-Prelog System, how do u rank them
rank the atoms attached too stereogenic center.
26
the higher the atomic number...
the higher the priority
27
in Cahn-Ingold-Prelog System, if the first step or decision could not be reached...
work outward from stereogenic center
28
in Cahn-Ingold-Prelog System, the double, triple bonds aromatic rings are treated as...
as equal no. of single bonds
29
what can contain 0 or 1 or more chirality centers
chiral molecule
30
what uses the same priority rule
the E-Z convention for cis-trans isomers
31
(E):
2 higher group are on the opposite side of double bond
32
(Z):
2 higher group are on the same side of double bond
33
what is the instruments used to detect optical activity
polarimeter/ spectropolarimeter
34
in the polarized light and optical activity, what is able to rotate the plane-polarized light
optically active substances (chiral)
35
in the polarized light and optical activity, what is unable to rotate the plane-polarized light
optically inactive substances (achiral)
36
in the polarized light and optical activity, which rotates through an angle a
optically active substances (chiral)
37
2 enantiomers rotate plane-polarized light to a same...
to a same angle but opposite directions
38
the properties of enantiomers differ only with respect to
chirality
39
enantiomers are identical in terms of
BP,MP, solubility
40
what is the interchange of any 2 groups that always give the enantiomers
stereorepresentations
41
how to determine the absolute (R/S) configuration of stereoisomer
1. check which has the highest priority (make sure that the H is at the vertical line) 2. know if it's clockwise or anticlockwise
42
what to do if the lowest priority is at the horizontal lines
you could rotate 3 of the 4 groups so that the lowest priority is at the vertical line
43
do compound with more than 1 chirality center have or dont have mirror image
have mirror image
44
do stereoisomeric forms have or dont have mirror image
dont have mirror image
45
based on my understanding, what is constitutional, configurational and identical
constitutional - completely different configurational - geometric (cis/ trans) same mol. formula but diff attachment of atom identical - everything is the same
46
An achiral compound with chiral centres
meso compounds
47
what are meso compounds
An achiral compound with chiral centres
48
what has an internal plane of symmetry that makes it superimposable on its mirror image and is optically inactive
meso compound
49
what is an isomers that has the same chemical formula but non superimposable mirror image of e/o
enantiomers
50
what is an arrangement of elements in a particular form
configuration
51
you automatically have one enantiomers when...
you have one chiral center
52
the enantiomers will always have different...
configuration
53
in the cahn-ingold-prelog rules, if the lowest priority is at the front...
need to reverse the direction.
54
both or all chiral centers has changed and no internal plane of symmetry
enantiomers
55
differ by only one chiral centers
diastereomers
56
identical and have an internal plane of symmetry
meso compounds
57
in optical activity, positive or negative enantiomers if it rotates towards the right
positive
58
in optical activity, positive or negative enantiomers if it rotates towards the left
negative
59
if positive enantiomers, is it dextrorotary or levorotatory
dextrorotary
60
if negative enantiomers, is it dextrorotary or levorotatory
levorotatory