Geometrical isomerism and E-Z nomenclature for double bonds - One Line Questions
1.
What is the priority of -CH2CH3 compared to -CH3 according to Cahn-Ingold-Prelog rules? —
-CH2CH3 has higher priority.
2.
What is the priority order of the following groups according to Cahn-Ingold-Prelog rules: -OH, -CH3, -NH2, -F? —
-F > -OH > -NH2 > -CH3
3.
What is the priority of -SH compared to -OH using Cahn-Ingold-Prelog rules? —
-SH has higher priority.
4.
Which of the following is correctly named using cis-trans nomenclature? —
1,2-dibromoethene
5.
Which of the following pairs are geometrical isomers? —
cis-2-Butene and trans-2-Butene
6.
Which of the following molecules cannot exhibit geometrical isomerism? —
1,1-diphenylethene
7.
A molecule that exhibits geometrical isomerism has: —
A double bond (or ring system) with restricted rotation and different groups on at least one of the carbons involved.
8.
Geometrical isomerism in cyclic compounds occurs when substituents are on: —
Adjacent carbon atoms in the ring
9.
Consider 1-bromo-1-chloropropene. How would you determine the priority of the groups on the double bond carbons? —
Assign priority based on the Cahn-Ingold-Prelog rules, starting with atomic number.
10.
What is the fundamental requirement for a molecule to exhibit geometrical isomerism around a double bond? —
Both carbon atoms of the double bond must be attached to two different groups.
11.
The Cahn-Ingold-Prelog priority rules state that if the atoms directly attached to the points of comparison are the same, one moves to the next atoms until a point of difference is found. This is known as: —
Sequential comparison of atoms
12.
What is the primary difference in physical properties between cis and trans isomers? —
All of the above
13.
In the E/Z system, what is the priority of Br compared to Cl? —
Br has higher priority than Cl.
14.
Consider 3-methylpent-2-ene. The substituents on C2 are CH3 and H. The substituents on C3 are CH3 and CH2CH3. What is the priority order on C2 and C3 respectively? —
CH3 > H and CH2CH3 > CH3
15.
What is the product of the reduction of an alkyne with sodium in liquid ammonia (dissolving metal reduction)? —
Trans alkene
16.
The stability of geometrical isomers is generally such that: —
Trans isomers are more stable than cis isomers.
17.
Which factor makes geometrical isomers different from each other? —
Spatial arrangement of atoms
18.
What is the relationship between cis-2-butene and trans-2-butene? —
Diastereomers (specifically, geometrical isomers)
19.
If a molecule can exist as cis and trans isomers, these isomers are also known as: —
Diastereomers
20.
For 1-bromo-1-chloropropene, if Br and CH3 are on the same side, and Cl and H are on the same side, what is the configuration? —
Z
21.
For 1-bromo-1-chloropropene, if Br and H are on the same side, and Cl and CH3 are on the same side, what is the configuration? —
E
22.
Apply E/Z nomenclature to 2-bromobut-2-ene. What is the configuration? —
E
23.
Apply E/Z nomenclature to 3-methylpent-2-ene. What is the configuration? —
Z
24.
In the E/Z system, if the two higher priority groups are on opposite sides of the double bond, the configuration is: —
E
25.
In the E/Z system, if the two higher priority groups are on the same side of the double bond, the configuration is: —
Z
26.
For 3-methylpent-2-ene, if the two higher priority groups (CH3 on C2 and CH2CH3 on C3) are on the same side, what is the configuration? —
Z
27.
For 3-methylpent-2-ene, if the two higher priority groups (CH3 on C2 and CH2CH3 on C3) are on opposite sides, what is the configuration? —
E
28.
Which of the following is a correct application of the E/Z nomenclature? —
Z-1,2-dibromoethene
29.
Geometrical isomerism requires restricted rotation. Which of the following exhibits restricted rotation? —
Ethene
30.
Which of the following molecules can exhibit geometrical isomerism? —
1,2-Dichloroethene (CHCl=CHCl)
31.
Consider the molecule CH3-CH=C(Br)-Cl. What is the configuration of this molecule? —
It can be either E or Z.
32.
Geometrical isomers have different: —
Physical properties
33.
Consider 1,2-dimethylcyclopentane. This molecule exhibits geometrical isomerism. What are the possible configurations? —
Both cis and trans
34.
Consider 1-bromo-2-chlorocyclopentene. Which isomers can exist? —
Both cis and trans isomers
35.
In the cis-trans nomenclature system, 'cis' refers to isomers where similar groups are on: —
The same side of the double bond
36.
In the E/Z nomenclature, 'Z' (from German 'zusammen') indicates that the higher priority groups are on: —
The same side of the double bond
37.
Which type of isomerism arises due to restricted rotation around a double bond? —
Geometrical isomerism
38.
Which type of isomerism is exhibited by 1,2-dibromocyclohexane? —
Geometrical isomerism
39.
Geometrical isomerism is also known as: —
Cis-trans isomerism
40.
Which geometrical isomer generally has a higher melting point? —
The trans isomer
41.
In the cis-trans nomenclature system, 'trans' refers to isomers where similar groups are on: —
Opposite sides of the double bond
42.
In the E/Z nomenclature, 'E' (from German 'entgegen') indicates that the higher priority groups are on: —
Opposite sides of the double bond
43.
The E/Z nomenclature system is based on the priority of substituents determined by: —
Their atomic number (Cahn-Ingold-Prelog rules)
44.
Why do trans isomers often have higher melting points than cis isomers? —
They pack more efficiently into a crystal lattice.
45.
Consider the reaction of an alkyne with H2 in the presence of Lindlar's catalyst. What type of alkene is formed and what is its configuration? —
Cis alkene, Z configuration
46.
Why are trans isomers generally more stable than cis isomers? —
Trans isomers have less steric hindrance.
47.
When is the cis-trans nomenclature system preferred over the E/Z system? —
When there are only two different substituents on each carbon of the double bond.
48.
The E/Z nomenclature is essential when cis-trans nomenclature is ambiguous. When does ambiguity arise in cis-trans nomenclature? —
When there are three or more different substituents on at least one of the double bond carbons.
49.
Can cyclopropane exhibit geometrical isomerism? —
No, it lacks a double bond.
50.
For a molecule like 2-methyl-2-butene (CH3-C(CH3)=CH-CH3), can it exhibit geometrical isomerism? —
No, because one carbon of the double bond has two identical methyl groups.