Ethylbenzene is an aromatic hydrocarbon compound with the chemical formula C6H5CH2CH3. It is a colorless, flammable liquid with a distinctive petrol-like odor. Ethylbenzene is an important industrial chemical with applications in the production of other organic compounds and the synthesis of various materials.
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Ethylbenzene is produced industrially through the alkylation of benzene with ethylene, a process known as the Friedel-Crafts reaction.
Ethylbenzene is a key intermediate in the production of styrene, which is used to make polystyrene and other important polymers.
The oxidation of ethylbenzene can produce acetophenone, a compound used in the synthesis of various pharmaceuticals and fragrances.
Ethylbenzene is a volatile organic compound (VOC) and can contribute to the formation of ground-level ozone and photochemical smog.
Exposure to high levels of ethylbenzene can have adverse health effects, including respiratory irritation and central nervous system depression.
Review Questions
Describe the industrial preparation of ethylbenzene and its role in the production of alkenes.
Ethylbenzene is industrially prepared through the Friedel-Crafts alkylation of benzene with ethylene. This reaction involves the use of a Lewis acid catalyst, such as aluminum chloride, to facilitate the addition of the ethyl group to the benzene ring. The resulting ethylbenzene is then a key intermediate in the production of styrene, an important alkene used in the synthesis of various polymers and other materials.
Explain the role of the Friedel-Crafts reaction in the alkylation and acylation of aromatic rings, and how it relates to the formation of ethylbenzene.
The Friedel-Crafts reaction is a powerful tool for the alkylation and acylation of aromatic rings. In the case of ethylbenzene, the Friedel-Crafts alkylation of benzene with ethylene is used to introduce the ethyl group onto the benzene ring. This reaction is facilitated by a Lewis acid catalyst, which helps to activate the alkene and promote the electrophilic aromatic substitution. The resulting ethylbenzene is then a valuable intermediate in the production of other important organic compounds, such as styrene.
Discuss the oxidation of ethylbenzene and its significance in the context of the oxidation of aromatic compounds.
The oxidation of ethylbenzene can produce acetophenone, a compound with various applications in the synthesis of pharmaceuticals and fragrances. This oxidation reaction involves the conversion of the ethyl group to a carbonyl group, demonstrating the versatility of aromatic compounds in undergoing different types of transformations. The oxidation of ethylbenzene and other aromatic compounds is an important topic in the study of organic chemistry, as it highlights the unique reactivity and stability of the aromatic ring structure.
Related terms
Alkenes: Unsaturated hydrocarbons containing at least one carbon-carbon double bond.
Friedel-Crafts Reaction: An electrophilic aromatic substitution reaction used to alkylate or acylate aromatic rings.
Oxidation: A chemical reaction that involves the loss of electrons or an increase in oxidation state.