OCR A-Level Chemistry B H433
Development of Practical Skills in Chemistry
Elements of Life
Developing Fuels
Elements From the Sea
The Ozone Story
What's in a Medicine?
The Chemical Industry
Polymers and Life
Oceans
Developing Metals
Colour by Design
Chemical Literacy
Mathematical Skills in Chemistry
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.
- Formulae of oxygen-containing homologous seriesRecall questions on the functional groups and general formulae of carboxylic acids, esters, anhydrides, aldehydes and ketones.Open →
- Primary, secondary and tertiary alcoholsRecall questions on what defines each class, how many hydrogens sit on the hydroxyl carbon, and classifying a named alcohol.Open →
- The acidity of phenol compared with alcohols and carboxylic acidsRecall questions on why phenol is a stronger acid than an alcohol but weaker than a carboxylic acid, and its reaction with sodium hydroxide.Open →
- The iron(III) chloride test and esterifying a phenolRecall questions on the neutral iron(III) chloride test, and why a phenol needs an anhydride or acyl chloride rather than a carboxylic acid.Open →
- Esterification and oxidising primary, secondary and tertiary alcoholsRecall questions on the acid-catalysed ester equilibrium, the dichromate colour change, and what distillation and reflux each give from a primary alcohol.Open →
- Dehydration, halogenation and planning a two-step synthesisRecall questions on the conditions for dehydration and for making a haloalkane, and on the order of steps in a two-step route.Open →
- Preparing aspirin, filtering under reduced pressure and recrystallisationRecall questions on the aspirin preparation, Buchner filtration, and each stage of a recrystallisation and why it is done that way.Open →
- Thin layer chromatography, Rf values and percentage yieldRecall questions on the TLC plate and tank, locating colourless spots, calculating an Rf value, and why a recrystallised yield is low.Open →
- Reflux and distillation in an organic preparationRecall questions on what reflux achieves, anti-bumping granules, why the apparatus is never sealed, and where the thermometer bulb sits in a distillation.Open →
- Washing, drying and redistilling a liquid productRecall questions on using a separating funnel, washing with sodium hydrogencarbonate, choosing and removing a drying agent, and why the product is redistilled.Open →
- The aims of green chemistry and atom economyRecall questions on preventing rather than treating waste, the atom economy expression, and why it differs from percentage yield.Open →
- Catalysts, renewable feedstocks and measuring greennessRecall questions on why a catalytic route is greener, renewable feedstocks, co-products against by-products, and what can actually be measured.Open →
- Elimination reactionsRecall questions on what is lost and what is formed, dehydrating an alcohol, why two alkenes can result, and eliminating from a haloalkane.Open →
- The molecular ion and fragment ionsRecall questions on what the horizontal axis shows, what the molecular ion peak gives, and why fragment peaks appear below it.Open →
- Identifying a compound from its fragments and the M+1 peakRecall questions on the common fragment masses, working a structure out from a spectrum, and what causes the M+1 peak.Open →
- How infrared absorption works and the characteristic absorptionsRecall questions on why each bond absorbs at its own wavenumber, and the ranges for O-H, C=O, C≡N, N-H and C=C.Open →
- Reading a spectrum, the fingerprint region and combining techniquesRecall questions on identifying a compound from its absorptions, following an oxidation by infrared, and why infrared is combined with other techniques.Open →
What you need to know
Answer each one before you reveal it.
What is the molecular formula of ethanoic anhydride, and what are the general structure and formula of an ester?
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?
How many oxygen atoms does each of an aldehyde, an ester and an acid anhydride functional group contain?
What defines a primary, a secondary and a tertiary alcohol?
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?
How is 2-methylpropan-2-ol classified, why is 2-methylpropan-1-ol still primary, and why is methanol a special case?
Is phenol acidic in water, why is it a stronger acid than an alcohol, and what is its equation with sodium hydroxide?
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?
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?
What is the equation for ethanol with ethanoic acid, why is it reversible, and what does ethanoic anhydride give instead?
What oxidising mixture is used on alcohols, what colour change is seen, and which ion causes the green colour?
What forms when a primary alcohol is refluxed with excess acidified dichromate, and what are the equations using [O]?
Explain why a tertiary alcohol is not oxidised by acidified dichromate(VI).
What is observed when phosphorus(V) chloride is added to a dry alcohol?
What catalyst is used in the aspirin preparation, how should a recrystallisation solvent treat impurities, and what are the TLC phases?
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?
Why must a reference sample share the plate, what do two spots on crude aspirin mean, and why is the yield low?
Explain why an Rf value can never be greater than 1.
Which two organic reagents are used to prepare aspirin in the laboratory?
What is heating under reflux, why is a heating mantle preferred to a Bunsen, and how do you identify the aqueous layer?
Why is a separating funnel vented, what is seen when washing with sodium hydrogencarbonate, and which solids dry an organic liquid?
How do you know enough drying agent has been added, how is it removed, and what is Quickfit apparatus?
Give two advantages of working at reduced scale in an organic preparation.
Is preventing waste or treating it preferable, what is atom economy, and how does it differ from percentage yield?
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?
What is a renewable feedstock, what is an example, and what is the difference between a co-product and a by-product?
State two measures of greenness that can be calculated directly from an equation and a mass of product.
How many organic products come from each molecule in an elimination, what bond is created, and what is lost in dehydration?
What is the equation for dehydrating ethanol, from which atoms are the pieces lost, and why can butan-2-ol give two alkenes?
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?
What is plotted on the horizontal axis of a mass spectrum, why is it effectively a mass scale, and what is the molecular ion?
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?
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?
In the aspirin spectrum a peak at m/z 120 follows the one at 138. What neutral molecule has been lost?
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?
What are the wavenumber ranges of the C=O bond in an ester, a ketone and an aldehyde?
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?
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
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
Give the general molecular formula of a saturated aliphatic carboxylic acid with one –COOH group.
Model answer
The general formula is CₙH₂ₙO₂.
- 3
Write the structural formula of ethanoic acid.
Model answer
Ethanoic acid is CH₃COOH.
- 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
Give the molecular formula of the simplest phenol.
Model answer
The simplest phenol is C₆H₅OH, molecular formula C₆H₆O.
- 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.
What is inside Levo
Six ways to work the same material.
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.
Attempt a question from memory, write the correct version, then attempt it again. Levo records the jump between your first attempt and your last, and brings each question back on the day you are due to forget it.
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