5-Stereochemistry

Question 1

Vocab:

Different compounds with the SAME MOLECULAR FORMULA?

Answer 1

Isomers

Question 2

Vocab:

Isomers that differ in the way the atoms are commented to each other?

Answer 2

Constitutional isomers

Question 3

Vocab:

Isomers that differ only in 3-D arrangement

Answer 3

Stereoisomers

Question 4

Constitutional isomers

Answer 4

• different bonds
• different IUPAC names
• same or different functional groups
• different physical properties
• different chemical properties

Question 5

Stereoisomers

Answer 5

• identical IUPAC names
• *must add prefix “cis” or “trans”
• same functional group

Question 6

Vocab:

A molecule that is SUPERIMPOSABLE on its mirror image

Answer 6

Achiral

Question 7

Vocab:

A molecule that is NOT superimposable on its mirror image

Answer 7

Chiral

Question 8

Vocab:
Mirror images that are NOT superimposable
(A set of chiral molecules)

Answer 8

Enantiomers

Question 9

Vocab:

A tetrahedral carbon bonded to 4 different groups

Answer 9

Stereogenic center

Question 10

Chiral?

Molecules with NO stereogenic center

Answer 10

NOT chiral

Question 11

Chiral?

Molecule with ONE stereogenic center

Answer 11

ALWAYS chiral

Question 12

Chiral?

Molecule with TWO stereogenic centers

Answer 12

MAYBE chiral

Question 13

Chiral or achiral?

Non superimposable

Answer 13

Chiral

Question 14

Chiral or achiral?

Presence of a plane of symmetry

Answer 14

Achiral

Question 15

Clockwise or counterclockwise?

R isomer

Answer 15

Clockwise

Question 16

Clockwise or counterclockwise?

S isomer

Answer 16

Counterclockwise

Question 17

Vocab:

Stereoisomers that ARE mirror images

Answer 17

Enantiomers

Question 18

Vocab:

Stereoisomers that are NOT mirror images

Answer 18

Diastereomers

Question 19

Vocab: ACHIRAL with tetrahedral stereogenic centers, generally having a plane of symmetry

Answer 19

Meso compound

Question 20

Identical? Enantiomers? Diastereomers?

Compounds with the SAME R,S designation at EVERY tetrahedral stereogenic center

Answer 20

Identical

Question 21

Identical? Enantiomers? Diastereomers?

Compounds with OPPOSITE R,S designation

Answer 21

Enantiomers

Question 22

Identical? Enantiomers? Diastereomers?
Compounds with the SAME R,S designation for ONE tetrahedral stereogenic center and the OPPOSITE R,S designation for at least one of the other tetrahedral stereogenic centers

Answer 22

Diastereomers

Question 23

Identical? Enantiomers? Diastereomers?

CIS and TRANS isomers

Answer 23

Diastereomers

Question 24

Vocab: plane-polarized light

CLOCKWISE rotation

Answer 24

DEXTROROTARY

“d” or “+”

Question 25

Vocab: plane-polarized light | COUNTERCLOCKWISE rotation

Answer 25

LEVOROTARY | "R" or "-"

Question 26

Vocab: | Mixture with an EQUAL amount of two enantiomers

Answer 26

Racemes mixture

Question 27

``` Equation: Enantiomeric excess (ee) ```

Answer 27

% of one enantiomer - % of the other enantiomer

Question 28

Distaereomers have the (same or different) physical properties?

Answer 28

Different

Question 29

Diastereomers have the (same or different) optics, rotations

Answer 29

Different

Question 30

Disstereomers can/cannot be separated by common physical techniques?

Answer 30

Can

Question 31

Constitutional isomers can/cannot be separated by common physical techniques?

Answer 31

Can

Question 32

Enantiomer a have (same of different) physical properties?

Answer 32

Same

Question 33

Enantiomers can/cannot be separated by common physical techniques?

Answer 33

Cannot

Question 34

Enantiomers have (the same/different) physical properties

Answer 34

Same

Question 35

Enantiomers react (the same/different) with CHIRALreagents?

Answer 35

Different