Chapter 5 Flashcards

1
Q

define a constitutional isomer

A

a constitutional isomer has the same molecular formula but different constitution

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2
Q

define a stereoisomer

A

a stereoisomer has the same molecular formula and constitution but different spatial arrangement of atoms

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3
Q

what characterizes a cis stereoisomer?

A

the identical groups are on the same side of a double bond

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4
Q

what characterizes a trans stereoisomer?

A

the identical groups are on opposite sides of a double bond

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5
Q

is it cis or trans if two groups are connected at the same spot?

A

neither.

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6
Q

define chirality center

A

a chirality center is a tetrahedral carbon with four different groups around it

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7
Q

define enantiometer

A

an enantiomer is a type of stereoisomer. it is the non-superimpose-able mirror image

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8
Q

S is clockwise or counterclockwise?

A

counterclockwise

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9
Q

R is clockwise or counterclockwise?

A

clockwise

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10
Q

how do enantiomers behave with plane-polarized light? melting or boiling?

A

a pair of enantiomers will have the same physical properties (melting and boiling points), but will rotate plane-polarized light in opposite directions

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11
Q

what is a racemic mixture?

A

a solution containing equal amounts of both enantiomers in a pair. (net rotation of plane polarized light will be zero.)

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12
Q

define a diastereomer

A

disastereomers are stereoisomers that are non-superimpose-able and NOT mirror images

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13
Q

how many stereoisomers is it possible for one molecule to have given that it has n chirality centers?

A

2^n. each chirality center has a enantiomer pair, which can add up to up to 2^n. however, some of the configurations may end up being redundant.

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14
Q

what is rotational symmetry?

A

for a ring, rotational symmetry is when a molecule looks the same when rotated 180 degrees around an axis of symmetry.

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15
Q

what is reflectional symmetry?

A

reflectional symmetry is when a molecule looks the same on either side of a plane of symmetry. (or around one point, which is known as inversion.)

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16
Q

what is a meso compound?

A

a meso compound exhibits reflectional symmetry. (between what you think would be two enantiomers, meaning that they are actually meso, or the same, compounds. this leads to

17
Q

what do horizontal lines signify in a Fischer projection?

A

coming out of the page

18
Q

what do vertical lines signify in a Fischer projection?

A

going into the page

19
Q

how do diasteromers behave with plane-polarized light? melting and boiling point?

A

diastereomers have entirely different properties, including physicals properties (mp & bp) and how they interact with plane-polarized light

20
Q

what are two ways to separate enantiomers?

A

column chromotography using a chiral medium/stationary phase & chemically turning them into diastereomers, which can be separated by their physical properties, then turning them back into enantiomers chemicaly