What is the major product of the reaction of 1-bromopropane with (1) NaCN, THF (2) EtMgBr, ether (3) dilute aqueous acid? 1. butanamine 2. 3-hexanone 3. butanoic acid 4. 2-hexanone 5. butanal
Alkyl halides react with nitriles via substitution. The alkyl nitrile formed can then react with a Grignard reagent and an aqueous acid to form a ketone.
Answer and Explanation: 1
First, CN displaces Br in 1-bromopropane via SN2 mechanism. The alkyl nitrile formed then reacts with the Grignard reagent, EtMgBr, and an aqueous...
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fromChapter 10 / Lesson 28
In this lesson, we'll learn about the Grignard reaction. We'll see how the reaction occurs with ketones and aldehydes, as well as how water and alcohols prevent this reaction from occurring.