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QUESTION 4 Oil of wintergreen is a chemical compound with the following chemical structure. OH Identify the functional groups present 1n oil of wintergreen. (A) alcohol and ester (B) alcohol and ketone (C) alcohol and aldehyde (D) alcohol and carboxylic acid
QUESTION 12 Apply IUPAC rules to name the molecule. (A) cisÔøΩ2ÔøΩpentene (B) ÔøΩtransÔøΩ2ÔøΩpentene (C) cisÔøΩlÔøΩethylÔøΩ2ÔøΩmethylethene (D) transÔøΩ|ÔøΩethylÔøΩ2ÔøΩmethylethene
QUESTION 4 (10 marks) Consider the organic molecule shown. a) b) c) d) e) H.C * ÔøΩC=CH HCÔøΩ Identify the molecule as saturated or unsaturated. Apply IUPAC rules to name this molecule. Write an equation to show the products formed by the hydration of this molecule. Predict which is the major product formed in c). Identify a physical property and experimental technique that could be used to separate products formed by hydration in c). Explain your reasoning. [1 mark] [1 mark] [2 marks] [1 mark] [5 marks]
QUESTION 5 (17 marks) Compound A reacts with water to produce compound B and hydroxide ions. a) b) c) d) e) CH CH NH (aq) +H O(l) f C HsNH{ (aq) + OH (aq) A B Apply IUPAC rules to name compound A. Identify the Brensted-Lowry acids in the equation. A small amount of hydrochloric acid is added to the equilibrium mixture. Predict the effect of this on the concentration of compound A in the mixture. Explain your reasoning. Calculate the pH of a 2.0 M solution of compound A. State any assumptions. Show your working. (K =5.6x10-*) (to one decimal place) Describe using a balanced chemical equation how Compound A could be made from bromomethane. Include relevant conditions and reagents in your response. [1 mark] [2 marks] [3 marks] [6 marks] [5 marks]
QUESTION 7 Identify which molecule is an amide. (A) (B) (C) (D) CH;CH CN CH; CH NH NH CH; COO CH CONHCH
QUESTION 13 Infrared spectrum Relative transmittance 3000 2000 1000 Wavenumber (cm7!) Determine the functional group present in the infrared spectrum. (A) ester (B) ketone (C) alcohol (D) carboxylic acid
QUESTION 20 Identify the ester linkage in aspartame. (A) O Cc) N H (B) O 6S NN N H OH NH (C) (D) O N H
QUESTION 22 (4 marks) The structural formula for pentane (C;H ) is shown. H H H H H Pot tt HÔøΩCÔøΩCÔøΩCÔøΩCÔøΩCÔøΩH Draw the structural formulas for two structural isomers of pentane. Name each isomer. a) Isomer 1 [2 marks] Note: If you make a mistake in the drawing cancel it by ruling a single diagonal line through your work and use the additional response space on page 16 of this question and response book. IUPAC name: b) Isomer 2 [2 marks] Note: If you make a mistake in the drawing cancel it by ruling a single diagonal line through your work and use the additional response space on page 16 of this question and response book. IUPAC name:
QUESTION 2 (10 marks) Polypropene (PP) is a polymer formed from propene. Polyethylene terephthalate (PET) is a polymer formed from monomers of carboxylic acid and alcohol. A section of the PET polymer is shown. a) O O \ Ih 7 \ O OÔøΩÔøΩCH ÔøΩÔøΩCH n Draw the structural formulas of the monomers used to form PET. [2 marks] 1) Carboxylic acid monomer 11) Alcohol monomer Note: If you make a mistake in the drawing cancel it by ruling a single diagonal line through your work and use the additional response space on page 16 of this question and response book. Determine the type of polymerisation used to form PET. [1 mark] Identify the functional group formed by the reaction of the monomers in PET. [1 mark] Determine the type of polymerisation used to form PP. [1 mark] Explain how the position of the methyl group on the polymer chain affects the strength of isotactic PP relative to syntactic PP. [5 marks]
QUESTION 3 (11 marks) Four colourless liquids A B C and D are known to be butane 1-butene 2-butanol and 1-propanol. Reactions are carried out to identify the liquids. The results are shown. a Excess acidified potassium Decolourised Decolourised No reaction manganate(VIT) (KMnO ) Compound X Compound Y solution heated gently formed formed Ethanol and concentrated Fruity smell No apparent sulfuric acid solution heated | produced reaction gently and refluxed Compound Z formed a) Identify Compound D. Explain your reasoning. [2 marks] b) Write a balanced equation to describe the decolourisation of bromine (Br) water by Compound D. Apply IUPAC rules to name the product formed. [2 marks] IUPAC name: c) Identify Compound C. Explain your reasoning. [3 marks] d) Draw the structural formula of Compound Y. [1 mark] Note: If you make a mistake in the drawing cancel it by ruling a single diagonal line through your work and use the additional response space on page 17 of this question and response book. e) Identify Compound B. [1 mark] f) Draw the structural formula of Compound Z. [1 mark] Note: If you make a mistake in the drawing cancel it by ruling a single diagonal line through your work and use the additional response space on page 17 of this question and response book. g) Apply IUPAC rules to name Compound Z. [1 mark] IUPAC name:
QUESTION 2 Structural isomers are compounds with the same molecular formula but a different (A) molar mass. (B) molecular mass. (C) empirical formula. (D) arrangement of atoms
QUESTION 9 The IUPAC name for this molecule is (A) 2-chloro-3-fluorobutane. (B) 2-fluoro-3-chlorobutane. (C) 2-dimethyl-1-chloro-2-fluoroethane. (D) 1 2-dimethyl-1-fluoro-2-chloroethane
QUESTION 15 The structure of an amino acid is shown. OH HN This molecule contains an amine group and a (A) carboxyl group. (B) hydroxy group. (C) methyl group. (D) ketone group
QUESTION 1 (8 marks) The diagram shows a series of different reactions starting with compound A which has the empirical formula C H 0. H 0/H B (alkene) CandA H SO (catalyst) at a temperature > 170ÔøΩC P Cr 0 i H* Cr 0 | HÔøΩ A D E (butanoic acid) CH COOH / Ht F (ester) a) Identify the class of organic compounds that compound A belongs to. [1 mark] b) Compound C is an isomer of compound A. Deduce the structural formulas and IUPAC names of compounds A and C. [4 marks] 1) Compound A Note: If you make a mistake in the drawing cancel it by ruling a single diagonal line through your work and use the additional response space at the back of this question and response book. IUPAC name: 11) Compound C Note: If you make a mistake in the drawing cancel it by ruling a single diagonal line through your work and use the additional response at the back of this question and response book. IUPAC name: c) Identify whether compounds A and C are structural or geometric isomers. [1 mark] d) Deduce the structural formula and IUPAC name for compound F. [2 marks] Compound F Note: If you make a mistake in the drawing cancel it by ruling a single diagonal line through your work and use the additional response space at the back of this question and response book. IUPAC name:
QUESTION 26 (5 marks) The table shows a series of reactions that were performed to produce organic compounds A B and C. conc. H SO (aq) / heat compound A and water H O(g) / heat compound B and propanol (4) KN (a) Determine the IUPAC name for compound A. [1 mark] IUPAC name: (b) Explain one structural difference between compound B and propanol. [2 marks] (c) Deduce the structural formula of compound C. [1 mark] (d) Describe one qualitative observation that would be expected for reaction 3. [1 mark]
QUESTION 17 Determine the functional group present in Product X. O I H * R—C—-O—-H + H—-O-R == Carboxylic acid Alcohol (A) ester (B) ketone (C) alcohol (D) aldehyde === S— === SSS==4 Di ei Ss
QUESTION 19 Identify the polymer shown. CH; (A) polyethene (B) polypeptide (C) polypropene (D) polysaccharide
QUESTION 4 (8 marks) Compound C has the molecular formula C H O and is either an alcohol an aldehyde or a carboxylic acid. Compound C infrared spectrum JIY 0.8 oO = 0.6 pir 5 : ea 0.4 0.2 3000 2000 1000 Wavenumber (cm ') (a) Deduce the class of compound C. Explain your reasoning. [4 marks] (b) Deduce the structural formula and IUPAC name of two isomers of compound C. [2 marks] (c) Distinguish between structural and geometric isomers. [2 marks]
QUESTION 20 The structural formula for a polypeptide is shown. N HN Os | H Identify the three amino acids present from left to right. (A) Arg Cys Met (B) Asp Cys Ala (C) Glu Cys Asp (D) Ile Cys Gly
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