Beznene 3 Flashcards
What is the molecular formula of benzene?
C6H6
Describe the bonding in benzene.
Each carbon forms three sigma (σ) bonds, and the remaining p-orbitals overlap to form a delocalized π-electron cloud above and below the ring.
Why is benzene considered aromatic?
Benzene has a delocalized system of π-electrons and follows Hückel’s rule for aromaticity (4n + 2, where n = 1).
What is unique about the bond lengths in benzene?
All C–C bond lengths in benzene are equal at about 140 pm, intermediate between single and double bonds.
What happens in the first step of an electrophilic substitution reaction in benzene?
An electrophile is generated.
What occurs when an electrophile reacts with benzene in electrophilic substitution?
The electrophile attacks the π-electron cloud of benzene, forming a carbocation (arenium ion) intermediate.
How is the aromaticity of benzene restored in electrophilic substitution?
The intermediate is deprotonated by a base, restoring aromaticity.
What are the reagents and product of the nitration of benzene?
Reagents: HNO3 and H2SO4; Product: Nitrobenzene.
What electrophile is involved in the halogenation of benzene, and what catalyst is required?
Electrophile: X+ (e.g., Cl+, Br+); Catalyst: Lewis acid (e.g., FeCl3, FeBr3).
What is the electrophile in Friedel-Crafts alkylation, and what product is formed?
Electrophile: Alkyl cation (R+); Product: Alkylbenzene (e.g., toluene).
What reagents are required for Friedel-Crafts acylation?
Reagents: Acyl chloride (RCOCl) and AlCl3.
What electrophile is involved in the sulfonation of benzene?
Electrophile: Sulfur trioxide (SO3).
What types of groups are ortho/para-directing in electrophilic substitution?
Electron-donating groups, such as -OH, -CH3, and -NH2, are ortho/para-directing.
What types of groups are meta-directing in electrophilic substitution?
Electron-withdrawing groups, such as -NO2, -CN, and -COOH, are meta-directing.
What effect do activating groups have on electrophilic substitution reactions in benzene?
Activating groups increase the reactivity of the benzene ring towards electrophiles, usually directing to the ortho and para positions.