What compounds are formed from the reaction of benzoyl chloride with the following reagents?
i. isopropyl alcohol

Guida verificata passo dopo passo

Step 1: Recognize the type of reaction. Benzoyl chloride (C₆H₅COCl) is an acyl chloride, and it reacts with alcohols to form esters in a reaction known as the Fischer esterification or nucleophilic acyl substitution.

Step 2: Identify the nucleophile. In this case, isopropyl alcohol (CH₃CHOHCH₃) acts as the nucleophile, where the hydroxyl (-OH) group will attack the carbonyl carbon of benzoyl chloride.

Step 3: Describe the mechanism. The lone pair of electrons on the oxygen atom of isopropyl alcohol attacks the electrophilic carbonyl carbon of benzoyl chloride, forming a tetrahedral intermediate. Simultaneously, the chlorine atom (Cl⁻) is displaced as a leaving group.

Step 4: Proton transfer. A proton (H⁺) is transferred from the oxygen of the isopropyl alcohol to the chlorine atom, forming HCl as a byproduct.

Step 5: Write the product. The final product is isopropyl benzoate (C₆H₅COOCH(CH₃)₂), an ester, along with HCl as a byproduct.

Risposta video verificata per un problema simile:

Questa soluzione video è stata consigliata dai nostri tutor come utile per risolvere questo problema.

Durata del video:

Concetti chiave

Ecco i concetti essenziali che devi comprendere per rispondere correttamente alla domanda.

Benzoyl Chloride

Benzoyl chloride is an acyl chloride derived from benzoic acid. It is a reactive compound that can undergo nucleophilic acyl substitution reactions, where the chlorine atom is replaced by a nucleophile. Understanding its reactivity is crucial for predicting the products formed when it reacts with alcohols or other nucleophiles.

Video consigliato:

03:13

Acid Chloride Nomenclature

Nucleophilic Acyl Substitution

Nucleophilic acyl substitution is a fundamental reaction in organic chemistry where a nucleophile attacks the carbonyl carbon of an acyl compound, leading to the replacement of a leaving group. In the case of benzoyl chloride reacting with isopropyl alcohol, the alcohol acts as the nucleophile, resulting in the formation of an ester.

Video consigliato:

01:47

Nucleophiles and Electrophiles can react in Substitution Reactions.

Ester Formation

Ester formation occurs when a carboxylic acid or an acyl chloride reacts with an alcohol, resulting in the production of an ester and the release of a molecule of hydrochloric acid (HCl in the case of acyl chlorides). The reaction between benzoyl chloride and isopropyl alcohol specifically yields isopropyl benzoate, an important ester used in various applications.

Video consigliato: