A product can usually be made by more than one route
- Different reactions can lead to the same product from different starting materials.
- Choosing between them means comparing the routes on several measures at once.
- The measures used are atom economy, percentage yield, rate, position of equilibrium and the use made of by-products.
- No single measure decides the choice, because a route can score well on one and badly on another.
- The cost of running the process is what all of these feed into.
A sound comparison names the measure, states which route wins on it, and then says which measures outweigh the others.
Atom economy and percentage yield measure different things
Atom economy
The mass of the desired product as a percentage of the total mass of product formed.
Percentage yield
The actual yield of a reaction expressed as a percentage of the theoretical yield.
- The equation alone fixes atom economy, which says how much of the mass formed is the wanted product.
- Measuring the product gives the percentage yield, which says how much of the possible product was recovered.
- A route can have a high atom economy and a low percentage yield, or the reverse.
- A low percentage yield can sometimes be improved by changing the conditions, while the atom economy cannot.
- Both matter, because raw material is wasted either by becoming a by-product or by never being converted.
The two percentages answer different questions, so one can never be substituted for the other.
Rate and equilibrium position decide how fast and how far
Position of equilibrium
Whether a dynamic equilibrium holds more products or more reactants, described as lying to the right or to the left.
Closed system
A system in which no reactants or products can enter or leave.
- A faster reaction makes more product per hour, so it needs smaller plant for the same output.
- A very slow route may be rejected however good its atom economy.
- A reversible reaction in a closed system settles at an equilibrium that limits how much product forms.
- A position lying well to the right means a large proportion of the reactants is converted.
- A route whose equilibrium lies to the left needs its product removing continually to be worth running.
Rate and position are separate questions, so a fast reaction can still reach a poor equilibrium.
Useful by-products change the economics
- A by-product that can be sold offsets the cost of the raw materials.
- A by-product that must be treated as waste adds a disposal cost instead.
- A by-product that is fed back into the process reduces what has to be bought in.
- Steam produced by an exothermic route can be used to heat another part of the plant.
- A modest atom economy can still be acceptable when the other product has a market.
- Route A: atom economy 85%85\%85%, yield 40%40\%40%, slow, by-product sold.
- Route B: atom economy 55%55\%55%, yield 90%90\%90%, fast, by-product treated as waste.
- The comparison: B converts more of what is fed in per batch and works faster, while A wastes less raw material and earns from its by-product.
Weighing the factors against one another
- A judgement begins by stating which route wins on each measure separately.
- The measures are then weighed, and the weighting depends on what the product is worth.
- Where the raw material is expensive, atom economy and yield carry the most weight.
- Where demand is high and the material cheap, rate matters more than either.
- A conclusion is only sound when the reason for the weighting is given alongside it.
- Data given in the question is quoted as figures, not described in words alone.
- A comparison covers both routes on each measure, rather than praising one in isolation.
- The conclusion names the measure that decided it.
- Name five measures used to compare two routes to the same product.
- How do atom economy and percentage yield differ?
- Why might a route with a high atom economy still be rejected?
- How does a saleable by-product affect the choice?
- When does rate matter more than atom economy?