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Organic Chemistry III

Grignard reagents and multi-step synthesis

  • 3 things to know
  • Papers 2 and 3

Overview

Recall questions on preparing and using a Grignard reagent, on how it lengthens a carbon chain, and on planning a route between two functional groups.

What you need to know

Answer each one before you reveal it.

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Process

In the reaction of a Grignard reagent with CO₂, what happens in the first stage?

Process

Explain how Grignard reagents are useful for increasing carbon chain length.

Process

When planning a multi-step organic synthesis of up to four steps, what must be identified first?

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    When planning a multi-step organic synthesis of up to four steps, what must be identified first?

    Model answer

    The functional group transformations needed to convert the starting material to the product.

  2. 2

    After identifying functional group transformations in a synthesis plan, what must be selected for each step?

    Model answer

    Appropriate reagents and conditions for each transformation.

  3. 3

    Describe how a Grignard reagent is prepared.

    Model answer

    By reacting a halogenoalkane with magnesium metal in dry ether.

  4. 4

    In the reaction of a Grignard reagent with CO₂, what happens in the first stage?

    Model answer

    The Grignard reagent attacks the electrophilic carbon atom of CO₂, forming a carboxylate intermediate.

  5. 5

    What is the role of acid hydrolysis in the reaction of a Grignard reagent with CO₂?

    Model answer

    It protonates the carboxylate intermediate to release the free carboxylic acid product.

  6. 6

    What type of alcohol is formed when a Grignard reagent reacts with an aldehyde (other than methanal) followed by acid hydrolysis?

    Model answer

    A secondary alcohol.

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