Lecture 8: Stereoisomerism

Question 1

Isomers that are not interconverted by sigma bond rotation.

Answer 1

Configurational Isomers

Question 2

Have different spatial arrangements of the same compound.

Answer 2

Conformers

Question 3

A molecule that is not superimposable on its mirror image.

Answer 3

Chiral

Question 4

A molecule that is superimposable on its mirror image.

Answer 4

Achiral

Question 5

An imaginary plane passing through an object, dividing it such that one half is a reflection of the other half.

Answer 5

Plane of Symmetry

Question 6

A carbon atom bonded to four different groups.

Answer 6

Stereocenter

Question 7

Compounds that are non-superimposible mirror images.

Answer 7

Enantiomers

Question 8

Molecules with two or more chiral centers, and contain stereoisomers that are not mirror images.

Answer 8

Diasteromers

Question 9

An achiral molecule that contains at least one stereocenter and a plane of symmetry.

Answer 9

Meso Compound

Question 10

The two possible configurations of spatial arrangements of stereoisomers.

Answer 10

Configurations

Question 11

Typically, the letter ___ is assigned to stereoisomers arranged clockwise.

Answer 11

R

Question 12

Typically, the letter ___ is assigned to stereoisomers arranged counterclockwise.

Answer 12

S

Question 13

When assigning priority in stereoisomers, 1 is assigned to the _____ group.

Answer 13

Heaviest

Question 14

When assigning priority in stereoisomers, 4 is assigned to the _____ group.

Answer 14

Lightest

Question 15

Each group bonded to the chiral carbon is ranked based on _____

Answer 15

Atomic number

Question 16

If the lowest substituent is a _____, assign all groups according to the rule but switch the assignment of R or S to the opposite.

Answer 16

Wedge Bond

Question 17

A compound is considered _____ if it interacts in such a way as to rotate the plane polarized light.

Answer 17

Optically Active

Question 18

Instrument used to determine the optical activity of a compound.

Answer 18

Polarimeter

Question 19

Achiral molecules are termed “optically _____”

Answer 19

Inactive

Question 20

Chiral molecules are termed “optically _____.”

Answer 20

Active

Question 21

A standardized measurement to account for sample concentration, wavelength of light, and length of sample tube.

Answer 21

Specific Rotation

Question 22

An additional way of representing 3D information in a 2D drawing.

Answer 22

Fisher Projections