Chapter 13.2 - Stereoisomerism

Question 1

What are stereoisomers?

Answer 1

Isomers with the same structural formula but a different arrangement of the atoms in 3D space

Question 2

What are the two types of stereoisomers?

Answer 2

1. E/Z isomerism
2. Optical (cis-trans) isomerism

Question 3

In what compounds can stereoisomerism occur?

Answer 3

Alkenes
- compounds with a C=C double bond

Question 4

In what compounds can optical (cis-trans)isomerism occur?

Answer 4

A wider range of compounds including alkenes with no functional groups

Question 5

What are the conditions for E/Z isomerism?

Answer 5

1) A C=C double bond
2) 2 different groups attached to each carbon atom of the double bond

Question 6

What is E/Z isomer identification?

Answer 6

E = opposite
Z = same side

Question 7

What are the conditions for optical (cis-trans) isomerism?

Answer 7

1) A C=C double bond
2) One of the attached groups on each carbon atom of the double bond must be the same

Question 8

What is optical (cis-trans) isomer identification?

Answer 8

CIS = Z
TRANS = E

Question 9

How do you use the CIP rule?

Answer 9

1) Identify if there’s a C=C double bond
2) Check if all the groups bonded to the carbon are different
3) Assign priority based on the atom with the highest atomic number that is bonded directly to carbon, on RHS and LHS
4) Opposite = E isomerism Same side = Z isomerism

Question 10

How to use CIP nomenclature?

Answer 10

E/Z - isomer