HSC Chemistry Module 7: Organic Chemistry Practice Questions Nomenclature Question 1 Name the following organic compounds with the correct IUPAC nomenclature. (4 marks) (L1.1: investigate the nomenclature of organic chemicals, up to C8, using IUPAC conventions, including simple methyl and ethyl branched chains, including: (ACSCH127) – alkanes – alkenes – alkynes 1 – alcohols (primary, secondary and tertiary) – aldehydes and ketones – carboxylic acids – amines and amides – halogenated organic compounds) Question 2 Explain the difference between chain, position and functional group isomers. Include examples for each type of isomer. (6 marks) (L1.2 explore and distinguish the different types of structural isomers, including saturated and unsaturated hydrocarbons, including: – chain isomers – position isomers – functional group isomers) Hydrocarbons Question 3 Write the molecular and structural formulas for the following organic compounds and label their functional groups: (3 marks) 1. 2-bromo-2-methylbutane 2. 1-iodo-3-methyl-2-butene 3. 5-chloro-4-methyl-2-pentyne (L2.1:construct models, identify the functional group, and write structural and molecular formulae for homologous series of organic chemical compounds, up to C8 – alkanes – alkenes © Art of Smart Education, 2020 https://www.artofsmart.com.au/ 2 – alkynes) Question 4 “Shorter alcohols have higher boiling points”. Is this statement true? Explain your answer with reference to structure and intermolecular bonds. (3 marks) (L2.2: conduct an investigation to compare the properties of organic chemical compounds within a homologous series, and explain these differences in terms of bonding) Question 5 Draw and compare the shape of the organic compounds: Ethane, ethene and ethyne. (3 marks) (L2.3: analyse the shape of molecules formed between carbon atoms when a single, double or triple bond is formed between them) Question 6 Explain the trends in boiling points shown in the graph. (4 marks) (L2.4: explain the properties within and between the homologous series of alkanes with reference to the intermolecular and intramolecular bonding present) © Art of Smart Education, 2020 https://www.artofsmart.com.au/ 3 Question 7 Name one functional group that requires a safety procedure for disposal. Describe the procedure and why it is necessary. (2 marks) (L2.5: describe the procedures required to safely handle and dispose of organic substances) Question 8 Most hydrocarbons are extracted from the Earth are nonrenewable. Assess the impact of extracting and using hydrocarbons on the environment, economy and society. (7 marks) (L2.6:examine the environmental, economic and sociocultural implications of obtaining and using hydrocarbons from the Earth) Hydrocarbons Question 9 Draw structural formulas for the following reactions and name their respective products. (3 marks) 1. 3-Hexene and hydrogen gas 2. 2-Butyne and excess bromide gas 3. 4-octene and water (L3.1: investigate, write equations and construct models to represent the reactions of unsaturated hydrocarbons when added to a range of chemicals, including but not limited to: – hydrogen (H2) – halogens (X2) – hydrogen halides (HX) – water (H2O)) © Art of Smart Education, 2020 https://www.artofsmart.com.au/ 4 Question 10 Draw structural formulas for the following reactions and name their respective products. (2 marks) 1. Pentane and chloride gas 2. Decane and hydrogen bromide (L3.2: investigate, write equations and construct models to represent the reactions of saturated hydrocarbons when substituted with halogens) Alcohols Question 11 Rank primary, secondary and tertiary alcohols from lowest to highest boiling point. Explain your ranking system with reference to its structure. (3 marks) (L4.1: investigate the structural formulae, properties and functional group including: – primary – secondary – tertiary alcohols Question 12 Explain how the intramolecular bonding within alcohols contribute to its intermolecular bonding between alcohol molecules. (3 marks) (L4.2: explain the properties within and between the homologous series of alcohols with reference to the intermolecular and intramolecular bonding present) Question 13 A student performed a first-hand investigation to determine the quantitative relationship between heat of combustion and molar mass of alkanols. The student © Art of Smart Education, 2020 https://www.artofsmart.com.au/ 5 did this by burning different alkanols to heat water as shown in the diagram below. The calculated heats of combustion for four of the alkanols are given in the table. a) On the grid below, graph both the calculated and the theoretical heat of combustion against the molar mass of the alkanols. © Art of Smart Education, 2020 https://www.artofsmart.com.au/ 6 b) Discuss the validity of the student's investigation. (L4.3: conduct a practical investigation to measure and reliably compare the enthalpy of combustion for a range of alcohols) Question 14 Write balanced chemical and structural equations for the reactions of the following substances. (4 marks) 1. 2. 3. 4. Magnesium and oxygen Dehydration of cellulose Pentane and hydrogen chloride Two step oxidation of butane (L4.4: write equations, state conditions and predict products to represent the reactions of alcohols, including but not limited to (ACSCH128, ACSCH136): – combustion – dehydration – substitution with HX © Art of Smart Education, 2020 https://www.artofsmart.com.au/ 7 – oxidation) Question 15 In class, you have performed an experiment to investigate the process of fermentation. Outline the procedure you have used with a balanced equation of the reaction. (4 marks) (L4.5: investigate the production of alcohols, including: – substitution reactions of halogenated organic compounds – fermentation) Question 16 Draw and name the products following the oxidation of the listed alcohols (4 marks) (L4.6: Investigate the products of the oxidation of primary and secondary alcohols) Question 17 Assess the advantages and disadvantages between non-renewable fuels and ethanol. (6 marks) (L4.7: compare and contrast fuels from organic sources to biofuels, including ethanol) © Art of Smart Education, 2020 https://www.artofsmart.com.au/ 8 Reactions of Organic Acids and Bases Question 18 Explain how the structural difference between amines and amides contribute to their different properties. Include examples with structural formulae. (3 marks) (L5.1: investigate the structural formulae, properties and functional group including: – primary, secondary and tertiary alcohols – aldehydes and ketones (ACSCH127) – amines and amides – carboxylic acids) Question 19 Rank amines, amides and carboxylic acid from lowest to highest boiling point. Account for this trend with reference to its respective intermolecular and intramolecular bonding. ( 5 marks) (L5.2: explain the properties within and between the homologous series of carboxylic acids amines and amides with reference to the intermolecular and intramolecular bonding present) Question 20 Describe the procedure you have used in a school laboratory to produce a named ester. Include the structural formula for the production of that named ester. (6 marks) (L5.3: investigate the production, in a school laboratory, of simple esters) Question 21 Which organic compounds are characterized as organic acids? Which organic compounds are characterized as organic bases? (3 marks) © Art of Smart Education, 2020 https://www.artofsmart.com.au/ 9 (L5.4: investigate the differences between an organic acid and organic base) Question 22 What is the structural difference between anionic and cationic detergents? Use their structure to account for their unique uses. (4 marks) (L5.5: investigate the structure and action of soaps and detergents) Question 23 Construct a flow chart that depicts the conversion of propane to ethyl propanoate. (3 marks) (L5.6: Draft and construct flow charts to show reaction pathways for chemical synthesis, including those that involve more than one step) Polymers Question 24 With reference to their structural composition, account for the unique properties and uses of polyethylene (PE), polyvinyl chloride (PVC) and polytetrafluoroethylene (PTFE). (6 marks) (L6.1: model and compare the structure, properties and uses of addition polymers of ethylene and related monomers, for example: – polyethylene (PE) – polyvinyl chloride (PVC) – polystyrene (PS) – polytetrafluoroethylene (PTFE)) Question 25 © Art of Smart Education, 2020 https://www.artofsmart.com.au/ 10 Compare the production of nylon and polyesters through structural diagrams. Account for how the structure of these polymers contribute to its properties and therefore, uses. (5 marks) (L6.2: model and compare the structure, properties and uses of condensation polymers, for example: – nylon – polyesters) Looking for some extra help with HSC Chemistry? We have an incredible team of Chemistry tutors and mentors who can help you master HSC Chemistry syllabus and ace your upcoming HSC assessments with personalised lessons conducted one-on-one in your home or at our state of the art campus in Hornsby or Hills! To find out more and get started with an inspirational Chemistry teacher and mentor, get in touch today or give us a ring on 1300 267 888! © Art of Smart Education, 2020 https://www.artofsmart.com.au/ 11