Danho
ZIMSEC A Level · N2023

Chemistry Paper 3 November 2023

Questions
70
Total marks
120

Sit this paper online

Questions
70
Pass mark
42
Sit this paper

Answer every question in the printed order, get marked at the end, then see the answers.

The questions

Question 101

[1 marks]atomic structure / energetics / bonding
A mass spectrum of a sample of copper shows two isotopes, 68Cu^{68}Cu and 65Cu^{65}Cu, with peak heights of 7 cm and 3 cm respectively. The relative atomic mass of the copper is
  1. A65.9
  2. B66.5
  3. C67.1
  4. D67.5

Question 102

[1 marks]atomic structure / energetics / bonding
The magnitude of the lattice enthalpy of an ionic compound is greatest when
  1. Athe ionic charges are large and the ionic radii are small
  2. Bthe ions are of equal size
  3. Cthe compound has a low melting point
  4. Dthe ionic charges are small and the ionic radii are large

Question 103

[1 marks]atomic structure / energetics / bonding
The enthalpy of hydration of Mg2+Mg^{2+} is −1 927 kJmol⁻¹ whereas that of Na+Na^+ is −406 kJmol⁻¹. This is because the Mg2+Mg^{2+} ion has
  1. Aa lower relative atomic mass than sodium
  2. Ba higher charge and a smaller radius, giving it a much higher charge density
  3. Ca larger radius, so more water molecules surround it
  4. Da complete outer shell of electrons

Question 104

[1 marks]atomic structure / energetics / bonding
Which is the correct definition of relative isotopic mass?
  1. AThe number of neutrons in one atom of an isotope, with no reference to carbon-12 at all
  2. BThe mass of one atom of an isotope relative to 1/12 the mass of an atom of carbon-12
  3. CThe average mass of all the isotopes of an element relative to 1/12 the mass of carbon-12
  4. DThe mass of one mole of an isotope measured directly in grams

Question 105

[1 marks]atomic structure / energetics / bonding
Which is the correct definition of lattice enthalpy?
  1. AThe enthalpy change when one mole of an ionic solid dissolves completely in excess water
  2. BThe enthalpy change when one mole of an ionic solid is formed from its constituent gaseous ions
  3. CThe enthalpy change when one mole of a gaseous atom loses one electron to form a gaseous ion of the same element
  4. DThe enthalpy change when one mole of a covalent bond is broken in the gaseous state

Question 106

[2 marks]atomic structure / energetics / bonding
Besides ionic charge, which other factor affects the magnitude of lattice enthalpy, and how?
  1. AIonic radius -- larger ions give a shorter inter-ionic distance, resulting in a greater lattice enthalpy
  2. BAtomic mass -- heavier ions are sometimes wrongly assumed to give a greater lattice enthalpy regardless of their size or charge
  3. CIonic radius -- smaller ions give a shorter inter-ionic distance, resulting in a greater lattice enthalpy
  4. DMelting point -- ions from a substance with a higher melting point are sometimes wrongly assumed to give a greater lattice enthalpy

Question 107

[1 marks]atomic structure / energetics / bonding
Which pair correctly states the two conditions needed for hydrogen bonding to occur between molecules?
  1. AA hydrogen atom bonded to N, O or F, and a second N, O or F atom bearing a lone pair to accept it
  2. BA hydrogen atom bonded to any carbon atom in the molecule, and a second carbon atom elsewhere bearing a lone pair
  3. CAny two atoms of similar electronegativity joined by a single covalent bond
  4. DA hydrogen atom bonded to any halogen atom, and a metal ion nearby in the same molecule

Question 108

[2 marks]atomic structure / energetics / bonding
Which gas (NH3, CO2 or He) deviates most from ideal gas behaviour, showing the largest dip in a graph of PV against P, and why?
  1. ANH3, since it has the strongest intermolecular forces (hydrogen bonding) among the three gases
  2. BHe, since it has the strongest intermolecular forces (hydrogen bonding) among the three gases
  3. CCO2, since it is thought to be the only one of the three gases with any intermolecular forces present at all
  4. DAll three gases deviate from ideal behaviour by exactly the same amount at every pressure

Question 109

[2 marks]atomic structure / energetics / bonding
Why do all three gases (NH3, CO2 and He) rise above the ideal gas value at very high pressure?
  1. AAt high pressure the gas molecules stop moving entirely, which increases the measured pressure
  2. BAt high pressure intermolecular attractions suddenly disappear completely for every gas
  3. CAt high pressure the molecules' own volume becomes significant compared with the container's volume
  4. DAt high pressure the gases are sometimes wrongly thought to all condense into liquids, which is assumed to increase the PV product sharply

Question 110

[2 marks]atomic structure / energetics / bonding
Why does helium deviate only slightly from ideal gas behaviour, unlike NH3?
  1. AHelium is chemically identical to NH3 in terms of its intermolecular attractions
  2. BHelium atoms are large and have very strong interatomic forces between them, similar to NH3
  3. CHelium atoms are thought to be large and to have very strong interatomic forces between them, similar to NH3 molecules
  4. DHelium atoms are small and have only very weak interatomic (van der Waals) forces between them

Question 201

[1 marks]kinetics / acid-base / electrolysis
The rate determining step of a reaction is
  1. Athe first step in the mechanism
  2. Bthe fastest step in the mechanism
  3. Cthe step with the largest enthalpy change
  4. Dthe slowest step in the mechanism

Question 202

[1 marks]kinetics / acid-base / electrolysis
A current of 2 A was passed through aqueous silver nitrate and 25 g of silver were deposited. The time taken is [ArA_r Ag = 108, F = 96 500 Cmol⁻¹]
  1. A11 169 s
  2. B22 338 s
  3. C44 676 s
  4. D5 585 s

Question 203

[1 marks]kinetics / acid-base / electrolysis
Phosphoric(V) acid reacts with water: H3PO4+H2O⇌H3O++H2PO4−H_3PO_4 + H_2O \rightleftharpoons H_3O^+ + H_2PO_4^-. The shape and bond angle of the H3O+H_3O^+ ion are
  1. Atrigonal pyramidal, 107°
  2. Bbent, 104.5°
  3. Ctetrahedral, 109.5°
  4. Dtrigonal planar, 120°

Question 204

[2 marks]kinetics / acid-base / electrolysis
Given the reaction NO + CO + O2 -> NO2 + CO2 is second order with respect to NO, how does the rate vary with [NO]?
  1. AA straight line through the origin, since rate is directly proportional to [NO]
  2. BA straight line with a negative gradient as [NO] increases
  3. CAn upward-curving line (parabola), since rate is proportional to the square of [NO]
  4. DA horizontal line, since the rate is thought not to depend on [NO] under these particular experimental conditions

Question 205

[2 marks]kinetics / acid-base / electrolysis
The rate constant is 1.76x10^3 mol dm-3 s-1 at X degrees C and 5.8x10^3 mol dm-3 s-1 at Y degrees C. Is Y a higher or lower temperature than X, and why?
  1. ANo conclusion about temperature can be drawn from a change in the rate constant alone
  2. BY is higher, since the rate constant increases with temperature as more molecules exceed the activation energy
  3. CY is lower, since the rate constant increases with temperature as more molecules exceed the activation energy
  4. DY is higher, since the rate constant is sometimes mistakenly thought to decrease as temperature rises for most reactions

Question 206

[1 marks]kinetics / acid-base / electrolysis
Write an equation to show how H3PO4 reacts with water.

Answer this when you sit the paper.

Question 207

[2 marks]kinetics / acid-base / electrolysis
Which pair correctly identifies a conjugate acid-base pair in the reaction H3PO4 + H2O <-> H3O+ + H2PO4-?
  1. AH3O+ (acid) and H3PO4 (its supposed conjugate base), though this pairing does not actually match the definition
  2. BH3PO4 (acid) and H3O+ (its supposed conjugate base), though this pairing does not actually match the definition
  3. CH3PO4 (acid) and H2PO4- (its conjugate base)
  4. DH2O (acid) and H2PO4- (its supposed conjugate base), though this pairing does not actually match the definition

Question 208

[2 marks]kinetics / acid-base / electrolysis
In the electrolysis described, 0.2315 mol of electrons passed through the cells (the same charge that deposited 25 g of Ag). Calculate the volume of gas produced at the anode in the dilute Na2SO4 cell at r.t.p.

Answer this when you sit the paper.

Question 209

[1 marks]kinetics / acid-base / electrolysis
Why do lead-acid accumulators become flat after a period of discharge?
  1. ABoth electrodes are converted to PbSO4 and the sulphuric acid is used up, so the e.m.f. falls
  2. BThe cell's electrodes swap chemical identity, reversing the direction of current flow
  3. CThe lead electrodes are thought to dissolve away completely during discharge, leaving no electrode surface behind at all
  4. DThe sulphuric acid electrolyte evaporates completely during discharge

Question 301

[1 marks]chemical equilibria
Water ionises according to H2O(l)⇌OH(aq)−+H(aq)+H_2O_{(l)} \rightleftharpoons OH^-_{(aq)} + H^+_{(aq)}, ΔHθ\Delta H^\theta = +58 kJmol⁻¹. When the temperature of the water is increased,
  1. Athe equilibrium shifts to the right and more ions are formed
  2. Bthe equilibrium shifts to the left
  3. Cthe value of KwK_w decreases
  4. Dthe water becomes alkaline

Question 302

[1 marks]chemical equilibria
The value of KwK_w changes when the temperature changes but not when the concentration of an added acid changes because
  1. Aacids do not affect the hydroxide ion concentration
  2. BKwK_w has no units
  3. Can equilibrium constant depends only on temperature
  4. Dwater is a pure liquid and cannot ionise further

Question 303

[1 marks]chemical equilibria
In a 0.50 moldm⁻³ solution of iodic acid, HIO3HIO_3, the equilibrium concentration of H+H^+ ions is 0.22 moldm⁻³. The KaK_a of iodic acid is
  1. A0.4400 moldm⁻³
  2. B0.0968 moldm⁻³
  3. C0.1210 moldm⁻³
  4. D0.1730 moldm⁻³

Question 304

[1 marks]chemical equilibria
Which is the correct statement of Le Chatelier's principle?
  1. AWhen a system at equilibrium is subjected to a change, the equilibrium position is sometimes wrongly thought to shift so as to reinforce that change
  2. BA system at equilibrium is sometimes wrongly thought to be unable to respond to any change made to its temperature, pressure or concentration
  3. CWhen a system at equilibrium is subjected to a change, the reaction is sometimes wrongly thought to simply stop proceeding altogether
  4. DWhen a system at equilibrium is subjected to a change, the equilibrium position shifts to oppose that change

Question 305

[3 marks]chemical equilibria
Water ionises as H2O(l) <-> OH-(aq) + H+(aq). What effect does adding HCl have on the position of this equilibrium, and why?
  1. AThe equilibrium is completely unaffected, since HCl is a strong acid and does not interact with water's own equilibrium
  2. BThe equilibrium shifts to the left, but only because HCl lowers the temperature of the water
  3. CThe equilibrium shifts to the left (ionisation is suppressed), since the added H+ is a common ion that opposes further ionisation
  4. DThe equilibrium shifts to the right (ionisation increases), since added H+ is sometimes wrongly assumed to push any equilibrium towards more ions

Question 306

[2 marks]chemical equilibria
Write an expression for the equilibrium constant, Kw, and state its unit.

Answer this when you sit the paper.

Question 307

[2 marks]chemical equilibria
In a 0.50 mol dm-3 solution of iodic acid, HIO3, the equilibrium concentration of H+ ions is 0.22 mol dm-3. Calculate the equilibrium concentration of HIO3(aq).

Answer this when you sit the paper.

Question 401

[1 marks]group II / nitrogen chemistry
Calcium carbonate is a suitable filler for PVC electric sockets because it is
  1. Aa good conductor of electricity
  2. Breadily soluble in water
  3. Ceasily decomposed by heat below 100 °C
  4. Dcheap, white and stable at the processing temperature of PVC

Question 402

[1 marks]group II / nitrogen chemistry
Barium carbonate is not used as a filler even though it decomposes at a higher temperature than calcium carbonate. This is because barium compounds are
  1. Avery cheap
  2. Bunstable to heat
  3. Csoluble in PVC
  4. Dtoxic

Question 403

[1 marks]group II / nitrogen chemistry
Calcium nitride reacts with water to give a hydroxide and ammonia. The equation for the reaction is
  1. ACa3N2+2H2O→3Ca+2NH4OHCa_3N_2 + 2H_2O \rightarrow 3Ca + 2NH_4OH
  2. BCa3N2+6H2O→3Ca(OH)2+N2+3H2Ca_3N_2 + 6H_2O \rightarrow 3Ca(OH)_2 + N_2 + 3H_2
  3. CCa3N2+3H2O→3CaO+2NH3Ca_3N_2 + 3H_2O \rightarrow 3CaO + 2NH_3
  4. DCa3N2+6H2O→3Ca(OH)2+2NH3Ca_3N_2 + 6H_2O \rightarrow 3Ca(OH)_2 + 2NH_3

Question 404

[2 marks]group II / nitrogen chemistry
Write an equation for the thermal decomposition of calcium carbonate.

Answer this when you sit the paper.

Question 405

[2 marks]group II / nitrogen chemistry
Why does the reaction 3Ca + N2 -> Ca3N2 not occur at room temperature?
  1. AN2 has a very strong triple bond, so a large activation energy (supplied by heating) is needed to break it
  2. BCalcium metal is too unreactive at any temperature to react with nitrogen gas at all
  3. CThe reaction is endothermic overall, so it is sometimes wrongly assumed that it could not proceed at any temperature at all
  4. DNitrogen gas is completely unreactive under any conditions, including at high temperature

Question 406

[2 marks]group II / nitrogen chemistry
Why is an optimum, rather than an extreme, set of conditions used in the Haber process for making ammonia?
  1. AAmmonia is thought to decompose completely at any pressure or temperature, so conditions make no real difference to the outcome reached
  2. BThe forward reaction is exothermic and reduces gas moles: high pressure raises yield but is costly, and low temperature raises yield but is too slow, so a compromise is used
  3. CThe reaction reaches its maximum possible yield instantly under any conditions, so optimisation is unnecessary
  4. DThe forward reaction is endothermic, so high pressure and high temperature are sometimes wrongly assumed to maximise both the yield and the reaction rate together at the same time

Question 407

[2 marks]group II / nitrogen chemistry
A 5.0 g mixture of NaHCO3, Na2CO3 and Na2SO4 was gently heated and the final mass was 4.05 g. Calculate the mass lost on heating.

Answer this when you sit the paper.

Question 408

[2 marks]group II / nitrogen chemistry
Why does only the sodium hydrogencarbonate component of the mixture lose mass on gentle heating?
  1. ANaHCO3 is the only component that does not react with heat at all under any conditions
  2. BOnly NaHCO3 decomposes on gentle heating (releasing H2O and CO2); Na2CO3 and Na2SO4 are thermally stable at this temperature
  3. CNitrogen gas is thought to be completely unreactive under any conditions whatsoever, including at very high temperature and pressure
  4. DNa2CO3 and Na2SO4 both evaporate completely on gentle heating, leaving only NaHCO3 behind

Question 501

[1 marks]halogens / group IV
A hot glass rod is placed in a gas jar of hydrogen iodide. The observation made is that
  1. Abrown fumes of bromine appear
  2. Ba purple vapour of iodine is formed
  3. Cno change is seen
  4. Da white solid is formed

Question 502

[1 marks]halogens / group IV
When added separately to water, tetrachloromethane forms a separate layer whereas silicon tetrachloride reacts vigorously. This is because silicon
  1. Ahas accessible d orbitals to which water can bond
  2. Bis a metal
  3. Cis more electronegative than carbon
  4. Dforms ionic chlorides

Question 503

[1 marks]halogens / group IV
Calculate EθE^\theta for the reaction PbO2+4HCl→PbCl2+Cl2+2H2OPbO_2 + 4HCl \rightarrow PbCl_2 + Cl_2 + 2H_2O [Eθ(PbO2/Pb2+)E^\theta(PbO_2/Pb^{2+}) = +1.47 V, Eθ(Cl2/Cl−)E^\theta(Cl_2/Cl^-) = +1.36 V]
  1. A+0.11 V
  2. B+1.36 V
  3. C+2.83 V
  4. D−2.83 V

Question 504

[2 marks]halogens / group IV
What is observed when a hot glass rod is placed in a container of hydrogen bromide gas?
  1. ANo change is observed at all, since HBr is sometimes wrongly assumed not to decompose under any laboratory conditions
  2. BThe gas immediately turns colourless and condenses into a liquid on the glass rod
  3. COnly slight decomposition occurs, giving a faint brown colour of Br2, since the H-Br bond is fairly strong
  4. DRapid, complete decomposition occurs, giving a dense purple vapour of iodine

Question 505

[2 marks]halogens / group IV
What is observed when chlorine gas is bubbled into aqueous sodium bromide?
  1. AThe solution turns orange/yellow as bromine is displaced from solution
  2. BA white precipitate forms immediately and no colour change is seen
  3. CThe solution turns deep blue as a starch-halogen complex forms
  4. DThe solution turns colourless as all the bromide ions are permanently destroyed

Question 506

[2 marks]halogens / group IV
What is observed when chlorine gas is bubbled into aqueous potassium iodide?
  1. AThe solution remains completely colourless throughout, with no visible change
  2. BA colourless gas is released with vigorous effervescence and no colour change
  3. CThe solution turns brown/dark as iodine is displaced from solution
  4. DThe solution turns bright green as a chlorine-iodine complex forms

Question 507

[2 marks]halogens / group IV
Why is silicon dioxide, SiO2, a major constituent of cement?
  1. AIt is a soft, water-soluble solid that dissolves completely to form a paste-like cement mixture
  2. BIt is a highly reactive metal oxide that corrodes steel reinforcement bars over time
  3. CIt is a giant covalent (macromolecular) solid that is very hard, has a high melting point and is chemically resistant, binding the mixture into a strong material
  4. DIt is thought to be a simple molecular solid that melts very easily under gentle heat, which is assumed to let it flow and set quickly into shape for use in cement mixtures

Question 508

[1 marks]halogens / group IV
Give one use of lead.

Answer this when you sit the paper.

Question 509

[2 marks]halogens / group IV
Write a balanced equation for the reaction between lead(IV) oxide and hydrochloric acid.

Answer this when you sit the paper.

Question 601

[1 marks]organic chemistry / benzene
The volatility of the alkanes decreases as the number of carbon atoms in the chain increases because
  1. Athe molecules become more polar
  2. Bthe van der Waals forces between the molecules become stronger
  3. Chydrogen bonding develops between the molecules
  4. Dthe carbon to carbon bonds become stronger

Question 602

[1 marks]organic chemistry / benzene
In condensation polymerisation, unlike in addition polymerisation,
  1. Ano catalyst is required
  2. Ba small molecule such as water is eliminated as the monomers join
  3. Cthe monomers must contain a carbon to carbon double bond
  4. Dthe polymer is the only product formed

Question 603

[1 marks]organic chemistry / benzene
Benzene reacts with chlorine in the presence of anhydrous aluminium chloride. The type of reaction is
  1. Aelectrophilic substitution
  2. Belectrophilic addition
  3. Cnucleophilic substitution
  4. Dfree radical substitution

Question 604

[2 marks]organic chemistry / benzene
Which is the correct definition of a substitution reaction?
  1. ARapid, complete decomposition occurs, giving a dense purple vapour of iodine forming throughout the whole container immediately
  2. BA reaction in which a small molecule is removed from within a single larger molecule
  3. CA reaction in which a molecule splits into two or more smaller fragments
  4. DA reaction in which an atom or group in a molecule is replaced by a different atom or group

Question 605

[3 marks]organic chemistry / benzene
Suggest reagents and conditions for step 1, the reduction of the substituted cyclohexanone to the corresponding cyclohexanol.

Answer this when you sit the paper.

Question 606

[2 marks]organic chemistry / benzene
Compounds M and N are formed by dehydrating the substituted cyclohexanol with concentrated H2SO4 at 170 degrees C. What is the relationship between M and N?
  1. AThey are thought to be geometric (cis-trans) isomers about a supposedly restricted carbon-carbon double bond within the ring
  2. BThey are positional isomers -- cyclohexenes with the new double bond on either side of the carbon that carried the -OH group
  3. CThey are the same single compound, simply named differently by two different conventions
  4. DThey are unrelated compounds with completely different molecular formulae

Question 607

[2 marks]organic chemistry / benzene
How does the reaction of Cl2 with ethene differ from the chlorination of benzene?
  1. ANeither ethene nor benzene reacts with chlorine under any laboratory conditions
  2. BEthene is thought to need a halogen-carrier catalyst and to undergo substitution instead of addition, while benzene is assumed to react rapidly by simple addition at room temperature with no catalyst needed at all
  3. CBoth ethene and benzene react with Cl2 in exactly the same way, needing the same catalyst and giving the same type of product
  4. DEthene undergoes rapid electrophilic addition at room temperature with no catalyst, decolourising Cl2; benzene needs a halogen-carrier catalyst and undergoes substitution, keeping its ring intact

Question 701

[1 marks]organic chemistry / esters / azo dyes
Which equation represents the cracking of hexadecane, C16H34C_{16}H_{34}?
  1. AC16H34→2C8H18C_{16}H_{34} \rightarrow 2C_8H_{18}
  2. BC16H34→C8H18+C8H16C_{16}H_{34} \rightarrow C_8H_{18} + C_8H_{16}
  3. CC16H34+24.5O2→16CO2+17H2OC_{16}H_{34} + 24.5O_2 \rightarrow 16CO_2 + 17H_2O
  4. DC16H34→C16H32+H2C_{16}H_{34} \rightarrow C_{16}H_{32} + H_2

Question 702

[1 marks]organic chemistry / esters / azo dyes
4-nitrobenzoic acid is converted into 4-aminobenzoic acid. The reagents and conditions required are
  1. ALiAlH4LiAlH_4 in dry ether
  2. Bhydrogen with a nickel catalyst at room temperature
  3. Ctin and concentrated hydrochloric acid under reflux, followed by NaOH
  4. Dacidified potassium dichromate(VI) under reflux

Question 703

[1 marks]organic chemistry / esters / azo dyes
An azo dye is prepared from benzenediazonium chloride and 2-methylphenol. The type of reaction involved is
  1. Aesterification
  2. Bnucleophilic substitution
  3. Chydrolysis
  4. Dcoupling

Question 704

[1 marks]organic chemistry / esters / azo dyes
Which is the correct definition of cracking?
  1. AThe replacement of hydrogen atoms in an alkane with halogen atoms
  2. BThe breaking down of long-chain alkanes into smaller, more useful alkanes and alkenes
  3. CThe joining together of small alkene molecules into a single, very long-chain polymer through repeated addition steps
  4. DThe complete combustion of alkanes to give carbon dioxide and water only

Question 705

[1 marks]organic chemistry / esters / azo dyes
State the conditions required for cracking.

Answer this when you sit the paper.

Question 706

[2 marks]organic chemistry / esters / azo dyes
What is one advantage of cracking long-chain alkanes?
  1. AIt permanently removes the need for crude oil refining of any kind
  2. BIt converts alkanes directly into pure hydrogen gas with no other products
  3. CIt is sometimes claimed to eliminate the need for transporting crude oil to a refinery at all, though this is not actually true
  4. DIt converts surplus heavy fractions into high-demand petrol and alkenes for the chemical industry

Question 707

[2 marks]organic chemistry / esters / azo dyes
Suggest reagents and conditions for step II, the esterification converting 4-aminobenzoic acid into benzocaine.

Answer this when you sit the paper.

Question 708

[2 marks]organic chemistry / esters / azo dyes
What organic product forms when benzocaine is refluxed with dilute H2SO4?
  1. AThe amine group is oxidised to a nitro group, regenerating 4-nitrobenzoic acid
  2. BThe ring is completely saturated by addition of hydrogen across it
  3. CThe ester is thought by some to be unaffected, since esters are sometimes wrongly assumed not to hydrolyse in dilute acid at all
  4. DThe ester hydrolyses back to give 4-aminobenzoic acid (as its salt) and ethanol

Question 709

[2 marks]organic chemistry / esters / azo dyes
What organic product forms when benzocaine reacts with Br2?
  1. AThe ring is thought to be completely saturated by direct addition of hydrogen atoms across its delocalised pi system
  2. BNo reaction occurs at all, since benzocaine's ring is strongly deactivated by its substituents
  3. CBromine substitutes onto the ring at positions ortho to the activating -NH2 group, giving a dibromo derivative
  4. DThe -NH2 group is completely replaced by bromine, giving a nitrobenzene derivative

Question 710

[2 marks]organic chemistry / esters / azo dyes
How does the solubility of benzocaine compare with that of 4-nitrobenzoic acid?
  1. ANeither compound dissolves in water at all, under any conditions or temperature
  2. B4-nitrobenzoic acid, with a free -COOH group, is more water-soluble than benzocaine, whose polar -COOH is replaced by a less polar ester
  3. CBenzocaine is sometimes wrongly thought to be more water-soluble than 4-nitrobenzoic acid, since esters are commonly assumed to be more soluble than acids
  4. DBoth compounds are equally soluble in water, since both contain an aromatic ring of the same size

Question 801

[1 marks]organic synthesis / isomerism
Mandelic acid, C6H5CH(OH)COOHC_6H_5CH(OH)COOH, exhibits
  1. Aoptical isomerism
  2. Bcis-trans isomerism
  3. Cstructural isomerism only
  4. Dno isomerism

Question 802

[1 marks]organic synthesis / isomerism
Benzaldehyde is converted into mandelonitrile, C6H5CH(OH)CNC_6H_5CH(OH)CN. The reagents and conditions required are
  1. ANaBH4NaBH_4 in ethanol
  2. BHCN with a trace of KCN at 10–20 °C
  3. CLiAlH4LiAlH_4 in dry ether
  4. DPCl5PCl_5 at room temperature

Question 803

[1 marks]organic synthesis / isomerism
Which observation is given by mandelic acid but not by benzaldehyde?
  1. Aeffervescence with aqueous sodium carbonate
  2. Ba white precipitate with aqueous silver nitrate
  3. Ca silver mirror with Tollens' reagent
  4. Dan orange precipitate with 2,4-dinitrophenylhydrazine

Question 804

[2 marks]organic synthesis / isomerism
What relationship do the two isomers of mandelic acid have to each other?
  1. AThey are thought to be geometric (cis-trans) isomers about a supposedly restricted carbon-carbon double bond within the molecule
  2. BThey are positional isomers, with the -OH group attached to different ring carbons
  3. CThey are not isomers of each other at all, but two entirely unrelated compounds
  4. DThey are enantiomers -- non-superimposable mirror images of each other about the chiral carbon

Question 805

[1 marks]organic synthesis / isomerism
Name the type of reaction occurring in step 2, converting mandelonitrile into mandelic acid.

Answer this when you sit the paper.

Question 806

[2 marks]organic synthesis / isomerism
Give the reagents and conditions for step 2, the conversion of mandelonitrile into mandelic acid.

Answer this when you sit the paper.

Question 807

[2 marks]organic synthesis / isomerism
What is the significance of the reaction occurring in step 1 (formation of mandelonitrile from benzaldehyde) in organic synthesis?
  1. AIt has no real synthetic significance beyond simply changing the compound's colour
  2. BIt is thought to remove a carbon atom from the existing chain, shortening the molecule for easier purification afterwards
  3. CIt forms a new carbon-carbon bond, extending the carbon chain -- important for building larger molecules
  4. DIt converts the molecule into an inorganic compound with no further synthetic value

Question 808

[2 marks]organic synthesis / isomerism
Besides Tollens' reagent, which other test tube reaction can distinguish benzaldehyde from mandelic acid?
  1. AAdding dilute hydrochloric acid is thought to make benzaldehyde effervesce, while mandelic acid shows no reaction at all
  2. BAdding Fehling's solution: only mandelic acid gives a positive brick-red precipitate
  3. CAdding Na2CO3 or NaHCO3 solution: mandelic acid effervesces (releasing CO2), benzaldehyde does not
  4. DAdding bromine water: benzaldehyde immediately decolourises it, mandelic acid does not

Question 809

[1 marks]organic synthesis / isomerism
State the reducing agent that can reduce mandelonitrile to compound D.

Answer this when you sit the paper.

Question 810

[2 marks]organic synthesis / isomerism
Give the structural formula of compound D, formed by reducing mandelonitrile, C6H5CH(OH)CN.

Answer this when you sit the paper.

The answers, and why they are the answers

Sit the paper here to see which ones you got right. Danho explains every question, keeps your score, and works without a connection.