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Organic Synthesis and Analysis

Choosing between alternative routes

  • 3 things to know
  • Component 2

Overview

Recall questions on the factors weighed when comparing two routes, why fewer steps is only a guide and the overall yield is the product of the step yields, atom economy and how it differs from percentage yield, why a lower atom economy route may still be chosen, and the place of hazard and cost.

What you need to know

Answer each one before you reveal it.

Your recallNot started
Key term

Name four factors to weigh when choosing between two synthetic routes.

Process

Why is a route with fewer steps usually preferred?

Key term

Why is atom economy a better guide than yield when comparing two routes on paper?

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    Name four factors to weigh when choosing between two synthetic routes.

    Model answer

    The overall yield, the number of steps, the cost and availability of the reagents, and the hazards involved.

  2. 2

    Why is a route with fewer steps usually preferred?

    Model answer

    Every step loses some product and takes time and reagents, so fewer steps means a higher overall yield and a lower cost.

  3. 3

    Two routes give the same product. One has three steps at 90 per cent each and one has two steps at 80 per cent each. Which gives more product?

    Model answer

    The three-step route gives 0.9 cubed, which is 73 per cent, against 0.8 squared, which is 64 per cent, so the longer route is the better one.

  4. 4

    Why is atom economy a better guide than yield when comparing two routes on paper?

    Model answer

    Atom economy can be worked out from the balanced equations before either route is attempted, whereas a yield is only known once the reaction has been run.

  5. 5

    Give the equation for atom economy.

    Model answer

    Atom economy is the molar mass of the desired product divided by the sum of the molar masses of all products, multiplied by one hundred.

  6. 6

    Why does an addition reaction have an atom economy of 100 per cent?

    Model answer

    Every atom of the reactants ends up in the single product, so nothing is wasted.

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