(a)
Interpretation: The acid chloride which is needed to prepare the given
Concept introduction: The Friedel-Craft acylation is a type of electrophilic substitution reaction.
(b)
Interpretation: The acid chloride which is needed to prepare the given ketones from benzene using a Friedel-Craft acylation is to be predicted.
Concept introduction: The Friedel-Craft acylation is a type of electrophilic substitution reaction.
(c)
Interpretation: The acid chloride which is needed to prepare the given ketones from benzene using a Friedel-Craft acylation is to be predicted.
Concept introduction: The Friedel-Craft acylation is a type of electrophilic substitution reaction.
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Chapter 16 Solutions
Organic Chemistry (6th Edition)
- Draw a stepwise mechanism for the sulfonation of an alkyl benzene such as A to form asubstituted benzenesulfonic acid B. Treatment of B with base forms a sodium salt C that canbe used as a synthetic detergent to clean away dirt.arrow_forwardWhich of the foll owing lone pairs of purine participate in its aromaticity? A N. N.B N. Carrow_forwardDraw a stepwise mechanism for the formation of A from an alcohol and acid chloride. A was converted in one step to blattellaquinone, the sex pheromone of the female German cockroach Blattella germanica.arrow_forward
- Identify the following ethers or epoxides as symmetrical or asymmetrical. а. b. С. a.arrow_forwardWhen trichloroacetaldehyde is dissolved in water, almost all of it is converted to the hydrate. Chloral hydrate, the product of the reaction, is a sedative that can be lethal. A cocktail laced with it is known—in detective novels,at least—as a “Mickey Finn.” Explain why an aqueous solution of trichloroacetaldehyde is almost all hydrate.arrow_forwardWhen trichloroacetaldehyde is dissolved in water, almost all of it is converted to the hydrate. Chloral hydrate, the product of the reaction, is a sedative that can be lethal. A cocktail laced with it is known—in detective novels, at least—as a “Mickey Finn.” Explain why an aqueous solution of trichloroacetaldehyde is almost all hydrate.arrow_forward
- Draw a stepwise mechanism for the following intramolecular reaction, which is used in the synthesis of the female sex hormone estrone.arrow_forward2. Name and Draw the structures of all possible chemical (Electrophilic aromatic substitution) reactions of the phenol compound namely; A.Friedal Craft Alkylation B.Friedal Craft Acylationarrow_forward2. How many different ß-hydroxyaldehydes and ß-hydroxyketones, including constitutional isomers and stereoisomers, are formed upon treatment of a mixture of acetone and benzaldehyde with base? a. b. 2 c. 3 d. 4arrow_forward
- How would you convert cyclohexanone into each compound using any required inorganic reagents and needed organic compounds? a. b.arrow_forwardMuscalure, the sex pheromone of the common housey, can be prepared by a reaction sequence that uses two nucleophilic substitutions. Identify compounds A–D in the following synthesis of muscalure.arrow_forwardWhy is it not advisable to use aqueous hydrochloric acid in a Grignard reaction of a ketone? A) The Grignard reagent will react with the acid and cannot react with the ketone. B) The ketone will be protonated and will become unreactive. C) The ketone will form an unreactive enol. D) The Grignard reagent won't dissolve in aqueous solutionsarrow_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning