Alcohols
Cambridge A-Level Chemistry (9701) · Unit 16: Hydroxy compounds · 7 flashcards
Alcohols is topic 16.1 in the Cambridge A-Level Chemistry (9701) syllabus , positioned in Unit 16 — Hydroxy compounds . In one line: Tertiary alcohols cannot be oxidized because they lack a hydrogen atom bonded to the carbon atom that is also bonded to the -OH group, which is necessary for the oxidation reaction to occur. Oxidizing primary alcohols will yield aldehydes and carboxylic acids. Oxidizing secondary alcohols will yield ketones.
Marked as A2 Level: examined at A Level in Paper 4 (A Level Structured Questions) and Paper 5 (Planning, Analysis and Evaluation). It is not tested on the AS-only papers (Papers 1, 2 and 3).
The deck below contains 7 flashcards — 1 definition, 5 key concepts and 1 calculation — covering the precise wording mark schemes reward. Use the definition card to lock down command-word answers (define, state), then move on to the concept and calculation cards to handle explain, describe, calculate and compare questions.
What type of alcohol (primary, secondary, or tertiary) cannot be oxidized
Tertiary alcohols cannot be oxidized because they lack a hydrogen atom bonded to the carbon atom that is also bonded to the -OH group, which is necessary for the oxidation reaction to occur. Oxidizing primary alcohols will yield aldehydes and carboxylic acids. Oxidizing secondary alcohols will yield ketones.
What the Cambridge 9701 syllabus says
Official 2025-2027 spec · A2 LevelThese are the exact learning outcomes Cambridge sets for this topic. The candidate is expected to be able to do each of these on the relevant paper.
- recall the reactions (reagents and conditions) by which alcohols can be produced: (a) electrophilic addition of steam to an alkene, H2O(g) and H3PO4 catalyst (b) reaction of alkenes with cold dilute acidified potassium manganate(VII) to form a diol (c) substitution of a halogenoalkane using NaOH(aq) and heat (d) reduction of an aldehyde or ketone using NaBH4 or LiAl H4 (e) reduction of a carboxylic acid using LiAl H4 (f) hydrolysis of an ester using dilute acid or dilute alkali and heat
- describe: (a) the reaction with oxygen (combustion) (b) substitution to form halogenoalkanes, e.g. by reaction with HX(g); or with KCl and concentrated H2SO4 or concentrated H3PO4; or with PCl 3 and heat; or with PCl 5; or with SOCl 2 (c) the reaction with Na(s) (d) oxidation with acidified K2Cr2O7 or acidified KMnO4 to: (i) carbonyl compounds by distillation (ii) carboxylic acids by refluxing (primary alcohols give aldehydes which can be further oxidised to carboxylic acids, secondary alcohols give ketones, tertiary alcohols cannot be oxidised) (e) dehydration to an alkene, by using a heated catalyst, e.g. Al2O3 or a concentrated acid (f) formation of esters by reaction with carboxylic acids and concentrated H2SO4 as catalyst as exemplified by ethanol
- deduce the presence of a CH3CH(OH)– group in an alcohol, CH3CH(OH)–R, from its reaction with alkaline I2(aq) to form a yellow precipitate of tri-iodomethane and an ion, RCO2 –
- explain the acidity of alcohols compared with water
Cambridge syllabus keywords to use in your answers
These are the official Cambridge 9701 terms tagged to this section. Mark schemes credit responses that use the exact term — weave them into your answers verbatim rather than paraphrasing.
Tips to avoid common mistakes in Alcohols
- › Only primary and secondary alcohols react with acidified potassium dichromate(VI); alkenes, ketones, and tertiary alcohols do not.
- › Construct balanced half-equations to determine electron transfer; remember one mole of dichromate(VI) ions gains six moles of electrons.
- › Always check for chiral centers in isomerism questions; for instance, 2-methylbutanal has two optical isomers.
- › Ensure the molecule contains the -CH(OH)CH3 or -COCH3 group at both ends to produce a dicarboxylic acid via the iodoform reaction.
- › Draw the displayed formula of the ethanol product and label the specific hydrogen isotopes on the -CH2OH group to track their movement correctly.
List the reagents and conditions required to produce an alcohol via electrophilic addition of steam to an alkene.
The reagents and conditions required are steam (H₂O(g)) and a phosphoric acid catalyst (H₃PO₄). This process converts alkenes to alcohols by adding water across the double bond.
What reagents and conditions are needed to reduce a carboxylic acid to a primary alcohol?
The reducing agent is Lithium Aluminium Hydride (LiAlH₄). This reaction typically requires an anhydrous solvent, such as ether, to prevent the LiAlH₄ from reacting violently with water.
What type of alcohol (primary, secondary, or tertiary) cannot be oxidized?
Tertiary alcohols cannot be oxidized because they lack a hydrogen atom bonded to the carbon atom that is also bonded to the -OH group, which is necessary for the oxidation reaction to occur. Oxidizing primary alcohols will yield aldehydes and carboxylic acids. Oxidizing secondary alcohols will yield ketones.
Outline the reaction, including reagents, conditions, and observations, used to test for the presence of a CH₃CH(OH)- group in an alcohol.
Iodoform test. Reagents: alkaline iodine (I₂(aq) in NaOH(aq)). Observation: A positive result is indicated by the formation of a yellow precipitate of tri-iodomethane (CHI₃).
Write a balanced chemical equation for the complete combustion of ethanol.
C₂H₅OH(l) + 3O₂(g) → 2CO₂(g) + 3H₂O(g). Complete combustion requires sufficient oxygen to fully oxidize the alcohol to carbon dioxide and water.
Describe how an alcohol can be dehydrated to form an alkene.
Alcohols can be dehydrated using a heated catalyst, such as Al₂O₃ at high temperature, or by refluxing with a concentrated acid (
Explain why alcohols are more acidic than water.
Alcohols are actually LESS acidic than water. The alkyl group in an alcohol is electron-donating, which increases the electron density on the oxygen atom, making it less likely to donate a proton (H⁺).
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