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Organic Chem 1- Chapter 5

front 1

What is an enantiomer?

back 1

A molecule that is not identical to its mirror image; a kind of stereoisomer

front 2

What is chiral?

back 2

A molecule that is not identical to its mirror image

front 3

What makes a structure not chiral?

back 3

A plane of symmetry

front 4

What is a plane of symmetry?

back 4

A Plane that cuts through the middle of a molecule (or any object) in a way that one half of the molecule or object is a mirror image of the other half.

front 5

What is achiral?

back 5

A molecule that has a plane of symmetry

front 6

What is the cause of chirality?

back 6

the presence of a tetrahedral carbon atom bonded to four different groups

front 7

Example of chirality center

back 7

Central carbon atom connected to four groups

front 8

What is it to be optically active?

back 8

When a beam of plane-polarized light passes through a solution of certain organic molecules, the plane of polarization is rotated by an angle.

front 9

Levoratory?

back 9

Left- counterclockwise (-)

front 10

Dextrorotatory?

back 10

Right- clockwise (+)

front 11

What is specific rotation formula?

back 11

Observed rotation

Pathlength

Concentration

front 12

Enantiomers aka (optical isomers) have what traits?

back 12

They have the same melting point and boiling point, but they differ in the direction in which their solutions rotate plane-polarized light.

front 13

What are sequence rules (Cahn–Ingold–Prelog rules)?

back 13

Rank the four groups attached to the chirality center and then looks at the handedness with which those groups are attached.

front 14

What is a diasteromer?

back 14

stereoisomers that are not mirror images.

front 15

What is the difference between enantiomer and diasteromer?

back 15

  • Enantiomers have opposite configurations at all chirality centers
  • Diastereomers have opposite configurations at some (one or more) chirality centers but the same configuration at others.

front 16

What are epimers?

back 16

Two diastereomers differ at only one chirality center but are the same at all others

front 17

What is a racemic mixture?

back 17

A 50 : 50 mixture of the two chiral molecules or enantiomers.

front 18

Why racemates show no optical rotation?

back 18

the (+) rotation from one enantiomer exactly cancels the (−) rotation from the other.

front 19

Resolution

back 19

Is the separation of enantiomers through crystallization

front 20

Constitutional Isomers

back 20

Are compounds were the atoms are connected differently.

front 21

Stereoisomer

back 21

Compound where the atom is connected in the same order but different in space.

front 22

What is a subclass of diasteromers?

back 22

Cis and trans

front 23

What is a nitrogen tetrahedral?

back 23

Nitrogen with three covalent bonds and a lone pair that acts as a "fourth" substituent

front 24

What is a prochiral molecule

back 24

A molecule that interconverts from achiral to chiral

front 25

What can be prochiral?

back 25

planar, sp 2 -hybridized atoms, compounds with tetrahedral, sp 3 -hybridized atoms

front 26

Pro-R is?

back 26

the atom whose replacement leads to an R chirality center

front 27

What has different biological properties but identical physical properties?

back 27

Enantiomers

front 28

What is a chiral environment?

back 28

To be chemically distinctive