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What's in a Medicine?

  • 17 subtopics
  • 39 things to know
  • Components 01, 02 and 03

What What's in a Medicine? covers

The storyline that carries the oxygen-containing functional groups and the practical organic work: alcohols and phenols and their reactions, preparing and purifying a solid and a liquid product, green chemistry, elimination, and identifying a compound by mass spectrometry and infrared.

Where it is assessed

Components 01, 02 and 03

Storyline content, drawn on by all three written papers.

Check the OCR specification ↗

The 17 subtopics

Each one has its own page.

What you need to know

Answer each one before you reveal it.

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Numbers

What is the functional group of a carboxylic acid, its general formula, and the structural formula of ethanoic acid?

Numbers

What is the molecular formula of ethanoic anhydride, and what are the general structure and formula of an ester?

Numbers

To which homologous series do ethyl methanoate and propanoic acid belong, where must an aldehyde group sit in the chain, and what is the general formula of a saturated aldehyde?

Key term

How many oxygen atoms does each of an aldehyde, an ester and an acid anhydride functional group contain?

Key term

What defines a primary, a secondary and a tertiary alcohol?

Key term

How many hydrogens are on the carbon bearing the OH group in a secondary alcohol, and how are butan-1-ol and butan-2-ol classified?

Key term

How is 2-methylpropan-2-ol classified, why is 2-methylpropan-1-ol still primary, and why is methanol a special case?

Numbers

Is phenol acidic in water, why is it a stronger acid than an alcohol, and what is its equation with sodium hydroxide?

Numbers

What is seen when phenol is added to sodium carbonate, which reagents does a carboxylic acid react with that a phenol does not, and what is the equation for ethanoic acid with sodium carbonate?

Key term

Which reagent converts a phenol into an ester, why can a carboxylic acid not do it directly, and what is formed from phenol and ethanoic anhydride?

Numbers

What is the equation for ethanol with ethanoic acid, why is it reversible, and what does ethanoic anhydride give instead?

Key term

What oxidising mixture is used on alcohols, what colour change is seen, and which ion causes the green colour?

Numbers

What forms when a primary alcohol is refluxed with excess acidified dichromate, and what are the equations using [O]?

Process

Explain why a tertiary alcohol is not oxidised by acidified dichromate(VI).

Key term

What is observed when phosphorus(V) chloride is added to a dry alcohol?

Numbers

What catalyst is used in the aspirin preparation, how should a recrystallisation solvent treat impurities, and what are the TLC phases?

Numbers

Why is a TLC baseline drawn in pencil, how are colourless spots located, and how far does a spot with Rf 0.65 travel when the solvent front moves 12.0 cm?

Numbers

Why must a reference sample share the plate, what do two spots on crude aspirin mean, and why is the yield low?

Process

Explain why an Rf value can never be greater than 1.

Key term

Which two organic reagents are used to prepare aspirin in the laboratory?

Evaluation

What is heating under reflux, why is a heating mantle preferred to a Bunsen, and how do you identify the aqueous layer?

Key term

Why is a separating funnel vented, what is seen when washing with sodium hydrogencarbonate, and which solids dry an organic liquid?

Process

How do you know enough drying agent has been added, how is it removed, and what is Quickfit apparatus?

Evaluation

Give two advantages of working at reduced scale in an organic preparation.

Numbers

Is preventing waste or treating it preferable, what is atom economy, and how does it differ from percentage yield?

Numbers

What percentage of the reactant mass ends up as product at 80% atom economy and 75% yield, why is a catalytic route greener, and why is energy use itself a green chemistry concern?

Key term

What is a renewable feedstock, what is an example, and what is the difference between a co-product and a by-product?

Numbers

State two measures of greenness that can be calculated directly from an equation and a mass of product.

Key term

How many organic products come from each molecule in an elimination, what bond is created, and what is lost in dehydration?

Numbers

What is the equation for dehydrating ethanol, from which atoms are the pieces lost, and why can butan-2-ol give two alkenes?

Numbers

Which alkene comes from dehydrating propan-1-ol, how does elimination compare with addition, and what is eliminated from 2-bromopropane with hot ethanolic potassium hydroxide?

Numbers

What is plotted on the horizontal axis of a mass spectrum, why is it effectively a mass scale, and what is the molecular ion?

Process

Why do peaks appear below the molecular ion, why can no fragment ion appear above it, and why is only one piece of a fragmentation detected?

Numbers

Which ion gives m/z 15, what does a ketone at 58 and 43 tell you, and what is lost from ethanoic acid to give 45?

Numbers

In the aspirin spectrum a peak at m/z 120 follows the one at 138. What neutral molecule has been lost?

Numbers

What is plotted on each axis of an infrared spectrum, and how are the O-H absorptions of an alcohol and an acid told apart?

Numbers

What are the wavenumber ranges of the C=O bond in an ester, a ketone and an aldehyde?

Numbers

What do an absorption at 1745 cm⁻¹ and a broad one from 2500 to 3300 cm⁻¹ indicate, and how does the infrared spectrum change as ethanol is oxidised to ethanoic acid?

Numbers

What quantity is plotted along the horizontal axis of an infrared spectrum?

Take What's in a Medicine? further

The same content, four other ways.

Commonly confused

Pairs that lose marks when they are blurred together.

  • Primary alcohol vs Secondary alcohol

    Primary alcohol: an alcohol whose hydroxyl carbon carries two hydrogen atoms. Secondary alcohol: an alcohol whose hydroxyl carbon carries one hydrogen atom.

  • Oxidation under distillation vs Oxidation under reflux

    Oxidation under distillation: conditions that remove an aldehyde as it forms, stopping further oxidation. Oxidation under reflux: conditions that return vapour to the flask so oxidation continues to the acid.

  • Elimination vs Substitution

    Elimination: a reaction in which a small molecule is lost and a multiple bond is formed. Substitution: a reaction in which one atom or group replaces another.

Questions from this topic

Each one with the model answer underneath.

  1. 1

    What is the functional group of a carboxylic acid?

    Model answer

    The carboxyl group, –COOH, in which a carbonyl and a hydroxyl group are joined to the same carbon atom.

  2. 2

    Give the general molecular formula of a saturated aliphatic carboxylic acid with one –COOH group.

    Model answer

    The general formula is CₙH₂ₙO₂.

  3. 3

    Write the structural formula of ethanoic acid.

    Model answer

    Ethanoic acid is CH₃COOH.

  4. 4

    What structural feature defines a phenol?

    Model answer

    A phenol has an –OH group bonded directly to a carbon atom of a benzene ring.

  5. 5

    Give the molecular formula of the simplest phenol.

    Model answer

    The simplest phenol is C₆H₅OH, molecular formula C₆H₆O.

  6. 6

    Why is 2-phenylethanol not classed as a phenol?

    Model answer

    Its –OH group is attached to a saturated carbon of a side chain rather than directly to the ring, so it is an alcohol.

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Development of Practical Skills in Chemistry
Elements of Life
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A acid is formed.
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A3 ⁴₂He → ¹²₆C.
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Nitrogen is +2 in NO and +4 in NO₂.
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What's in a Medicine? revision questions

What does What's in a Medicine? cover in OCR A-Level Chemistry B?
17 subtopics: formulae of oxygen-containing homologous series, primary, secondary and tertiary alcohols, the acidity of phenol compared with alcohols and carboxylic acids, the iron(iii) chloride test and esterifying a phenol, esterification and oxidising primary, secondary and tertiary alcohols, dehydration, halogenation and planning a two-step synthesis, preparing aspirin, filtering under reduced pressure and recrystallisation, thin layer chromatography, rf values and percentage yield, reflux and distillation in an organic preparation, washing, drying and redistilling a liquid product, the aims of green chemistry and atom economy, catalysts, renewable feedstocks and measuring greenness, elimination reactions, the molecular ion and fragment ions, identifying a compound from its fragments and the m+1 peak, how infrared absorption works and the characteristic absorptions and reading a spectrum, the fingerprint region and combining techniques. Each one has its own page with questions and model answers.
How is What's in a Medicine? organised?
By the OCR H433 specification, subtopic by subtopic, so it matches the order you are taught it in.

Every question in What's in a Medicine?, on a schedule.

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