lesson 1 midterm chirality Flashcards

1
Q

have the same molecular formula but different structural

A

Isomers

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
2
Q

have the same molecular formula and the same connectivity of atoms, but differ in the spatial arrangement

A

stereoisomers

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
3
Q

Nonsuperposable mirror images are

A

enantiomers

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
4
Q

Objects that are not superposable on
their mirror images are

A

chiral

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
5
Q

chiral (from
the Greek: ____).

A

cheir, hand

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
6
Q

A carbon with four different groups
bonded to it is called a _

A

stereocenter

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
7
Q

f an object and its mirror image are
superposable, they are identical and
there is no possibility of enantiomerism

A

achiral

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
8
Q

note:kapag may stereocentr auto chiral na yun

A

note:kapag may stereocentr auto chiral na yun

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
9
Q

Objects that are nonsuperposable on their mirror images are ___ (they show handedness)

A

chiral

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
10
Q

Objects that are superposable on their mirror images are ___ (without chirality)

A

achiral

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
11
Q

is a way to distinguish between
enantiomers without having to draw them and
point to one or the other

A

R,S system

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
12
Q

the
maximum number of possible stereoisomers
is

A

2n

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
13
Q

stereoisomers that are not
mirror images

A

diastereomers

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
14
Q

light waves vibrating in all
planes perpendicular to its direction of
propagation.

A

Ordinary light

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
15
Q

light waves
vibrating only in parallel planes.

A

Plane-polarized light

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
16
Q

an instrument for measuring
the ability of a compound to rotate the
plane of plane-polarized light.

A

Polarimeter

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
17
Q

showing that a
compound rotates the plane of plane-
polarized light.

A

Optically active

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
18
Q

clockwise rotation of the
plane of plane-polarized light

A

Dextrorotatory

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
19
Q

counterclockwise rotation of
the plane of plane-polarized light.

A

Levorotatory

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
20
Q

the observed rotation of an
optically active substance at a concentration of 1 g/mL in a sample tube 10 cm long.

A

Specific rotation

How well did you know this?
1
Not at all
2
3
4
5
Perfectly
21
Q

Chymotrypsin has 251 stereocenters.

A

Chymotrypsin

22
Q

The maximum number of stereoisomers possible
is

23
Q

for a molecule with
one stereocenter, ____(one pair of
enantiomers) are possible.

A

21 = 2 stereoisomers

24
Q

two stereocenters, a
maximum of ___(two pair of
enantiomers) are possible.

A

22 = 4 stereoisomers

25
three stereocenters, a maximum of ___(four pairs of enantiomers) are possible
23 = 8 stereoisomers
26
To see the relationship between the original and its mirror image,
rotate the mirror image by 120°
27
The____applies equally well to molecules with three or more stereocenters.
2n rule
28
These are two molecules that are mirror images but cannot be perfectly stacked on top of each other
Enantiomers
29
have a stereocenter and are not superimposable on their mirror images
Chiral molecules
30
have no stereocenter and are superimposable (identical to their mirror images).
Achiral molecules
31
___ is active as a pain and fever reliever, while its )____ is inactive.
(S)-ibuprofen, R enantiomer
32
Clockwise = R, Counterclockwise = S.
Clockwise = R, Counterclockwise = S.
33
means "handedness
Chirality
34
Iodine (I) = 53 → Highest priority (1) Bromine (Br) = 35 → Second priority (2) Chlorine (Cl) = 17 → Third priority (3) Hydrogen (H) = 1 → Lowest priority (4)
Iodine (I) = 53 → Highest priority (1) Bromine (Br) = 35 → Second priority (2) Chlorine (Cl) = 17 → Third priority (3) Hydrogen (H) = 1 → Lowest priority (4)
35
highly chiral and only work with specific enantiomers
enzyme
36
S-ibuprofen works as a painkiller. R-ibuprofen does not work. S-naproxen is a pain reliever, but R-naproxen is toxic to the liver!
S-ibuprofen works as a painkiller. R-ibuprofen does not work. S-naproxen is a pain reliever, but R-naproxen is toxic to the liver!
37
plays a crucial role in dentistry, particularly in the effectiveness of drugs, biomaterials, and flavoring agents
Chirality
38
Many anesthetics used in dentistry, such as bupivacaine, lidocaine, and artcicaine, exist as chiral molecules.
Local Anesthetics (Pain Management)
39
Many antibiotics used in dentistry, like amoxicillin, have chiral centers. The correct enantiomer is more effective in fighting bacterial infections in the mouth
Antibiotics for Oral Infections
40
Menthol, used in toothpaste and mouthwash, has two enantiomers
(−)-Menthol gives the cool, minty sensation. (+)-Menthol has a different scent and does not feel as refreshing.
41
Chiral molecules are used in dental implants, resins, and adhesives to improve biocompatibility.
Biocompatible Dental Materials
42
a chiral polymer, is used in some bioresorbable dental materials to aid in healing.
Polylactic acid (PLA),
43
is the active form that reduces pain and swelling in the gums after dental surgery.
S-Ibuprofen
44
Certain pain relievers and anti-inflammatory drugs (like ibuprofen) have chiral versions
Enantiomer-Specific Drug Interactions
45
which help numb the mouth during procedures like tooth extractions, root canals, and fillings.
local anesthetics
46
is a powerful local anesthetic
Bupivacaine
47
More toxic to the heart and nervous system.
R-Bupivacaine
48
Less toxic and still effective for pain relief.
S-Bupivacaine
49
it provides long-lasting numbness with fewer side effects. 3.
S-Bupivacaine
50
another chiral anesthetic widely used in dentistry.
Articaine
51
is more effective and breaks down faster in the body, reducing side effects.
S-enantiomer
52
If the priority order of groups is read in a clockwise direction, what is the configuration?
r