15 Questions
Which of the following is true about benzene?
It is the simplest aromatic hydrocarbon
What did August Kekulé propose about benzene's structure?
It contains two compounds, each with a six-membered ring and three alternating π bonds
How many π electrons does benzene have?
Six
What are the criteria for a compound to be aromatic, according to Hückel’s Rule?
It must have aligned p orbitals for delocalization of π electron density
What happens when benzene reacts with Br2 in the presence of a Lewis acid?
It retains the benzene ring
How many stereoisomers are possible for the given structure?
8
What is the effect of a plane of symmetry on a meso compound?
It makes the compound achiral
What is the priority rule based on when assigning priorities to atoms bonded to chiral centers?
Atomic number
What system is used for naming enantiomers based on their absolute configuration?
Cahn-Ingold-Prelog system
What is the total number of substituents that should be identified when naming chiral centers?
4
What is the maximum number of stereoisomers possible when a compound has 4 stereocenters?
32 stereoisomers
How many stereoisomers are possible for the given structure?
8 stereoisomers
What is the effect of a plane of symmetry on a meso compound?
It makes the compound achiral
What system is used for naming enantiomers based on their absolute configuration?
Cahn-Ingold-Prelog System
What happens when benzene reacts with Br2 in the presence of a Lewis acid?
Substitution of one H atom with Br
Study Notes
Benzene Structure and Properties
- August Kekulé proposed a hexagonal, planar structure for benzene.
- Benzene has 6 π electrons.
Aromatic Compounds
- According to Hückel's Rule, a compound must have 4n + 2 π electrons, where n is an integer, to be aromatic.
- Aromatic compounds must also be planar and have a continuous ring of p orbitals.
Electrophilic Substitution Reaction
- When benzene reacts with Br2 in the presence of a Lewis acid, an electrophilic substitution reaction occurs, resulting in a bromine atom substituting for a hydrogen atom on the benzene ring.
Stereochemistry
- A plane of symmetry in a meso compound makes it achiral, meaning it does not exhibit optical activity.
- The priority rule for assigning priorities to atoms bonded to chiral centers is based on atomic number.
- The R/S system is used for naming enantiomers based on their absolute configuration.
- When naming chiral centers, four substituents should be identified.
- The maximum number of stereoisomers possible for a compound with 4 stereocenters is 2^4 = 16.
Test your knowledge of benzene and aromatic compounds with this lecture quiz. Explore the structure and properties of benzene, and learn about August Kekulé's proposal regarding the structure of benzene.
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