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IUPAC Naming of Organic Compounds — Free MYP5 Chemistry Practice Questions
1QuestionMultiple substituents (di, tri, tetra…)Concept Practice
2 marks~3 minCriterion A
The structural formula below shows a straight-chain alkane with four carbon atoms. A methyl group (CH3) is attached to carbon-2 and another methyl group is attached to carbon-3. Each carbon satisfies tetravalency.
(a) Deduce the IUPAC name of this compound. [2]
Solutions
2QuestionNaming cyclic compounds (basic)Assessment Practice
5 marks~8 minCriterion D
Three isomers of C8H16 have the following experimentally measured boiling points:
1,1-dimethylcyclohexane: 119.7 °C 1,2-cis-dimethylcyclohexane: 129.7 °C 1,3-trans-dimethylcyclohexane: 124.5 °C
a
Draw the structural formula of each isomer using wedge-dash notation to show the position and stereochemistry of the methyl groups. [2]
b
Explain how the position of the methyl groups affects the symmetry and polarity of each isomer. [1]
c
Evaluate which isomer's structure best accounts for the observed order of boiling points, justifying your answer in terms of intermolecular forces. [2]
Solutions
3QuestionNaming cyclic compounds (basic)Assessment Practice
5 marks~8 minCriterion B
The standard enthalpy of combustion per CH2 group for four cycloalkanes is given below.
Cycloalkane
cyclopropane
cyclobutane
cyclopentane
cyclohexane
Enthalpy per CH2 / kJ mol−1
−697
−683
−664
−659
a
Identify the trend in combustion enthalpy per CH2 as ring size increases from cyclopropane to cyclohexane. [1]
b
Deduce the combustion enthalpy per CH2 for cycloheptane (C7H14), showing your reasoning from the data. [2]
c
Justify the trend identified in (a) using Baeyer strain theory, and explain why the values approach a limiting enthalpy as ring size increases. [2]
Solutions
4QuestionNaming compounds with functional groups like Alcohols (-ol) and Carboxylic acids (-oic acid)Assessment Practice
5 marks~8 minCriterion C
An unknown organic compound has the molecular formula C3H6O2. Its infrared (IR) spectrum shows a strong, broad absorption at approximately 3300cm−1 and a strong, sharp absorption at approximately 1710cm−1.
Two students propose different identities for the compound:
Student 1: "The compound is propan-1-ol." Student 2: "The compound is propanoic acid."
a
Identify the functional groups responsible for each IR absorption band. [2]
b
State the IUPAC name and structural formula of the correct compound. [1]
c
Evaluate both students' claims, explaining why one is supported by the spectral data and the other is not. [2]