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Question 1 Report
(a) Define each of the following terms: I. biotechnology; II. biogas.
(ii) State two applications of biotechnology
(b) (i) Describe briefly the production of ethanol from sugar cane juice.
(ii) State the by-product of the process in (b)(i)
(iii) Mention two uses of the by-product.
(iv) Ethanol can be produced from both cane sugar and petroleum. Explain briefly why the ethanol from cane sugar is renewable but that from petroleum is non-renewable.
(c) Distinguish between heavy chemicals and fine chemicals. Give one example of each chemical.
(d) Arrange the following gases in increasing order of deviation from ideal gas behaviour: HCl; O\(_2\); Cl\(_2\). Give reason(s) for your answer.
(a)(i) I. Biotechnology: the use of living organisms (or their components, such as enzymes or micro-organisms) to make useful products or to carry out useful processes for man. II. Biogas: a mixture of gases (mainly methane and carbon(IV) oxide) produced by the anaerobic bacterial decomposition of organic matter, used as a fuel.
(a)(ii) Applications of biotechnology: production of alcoholic drinks/ethanol by fermentation; production of antibiotics and drugs; production of biogas; making of bread, yoghurt and cheese (any two).
(b)(i) Ethanol from sugar cane juice: the sugar cane juice, which contains sucrose, is diluted and yeast is added. The enzyme invertase (sucrase) in yeast hydrolyses sucrose to glucose and fructose, then zymase ferments these sugars to ethanol at about 30-40 °C in the absence of air:
\[ \text{C}_6\text{H}_{12}\text{O}_6 \xrightarrow{\text{zymase}} 2\text{C}_2\text{H}_5\text{OH} + 2\text{CO}_2 \]The ethanol is then concentrated by fractional distillation.
(b)(ii) By-product: carbon(IV) oxide (CO2).
(b)(iii) Uses of the by-product: making fizzy (carbonated) drinks; used as a fire extinguisher; solid CO2 (dry ice) as a refrigerant.
(b)(iv) Ethanol from cane sugar is renewable because sugar cane is a crop that can be replanted and regrown within a short time, so the source is continuously replaceable. Ethanol from petroleum is non-renewable because petroleum is a fossil fuel formed over millions of years and cannot be replaced once used up.
(c) Heavy vs fine chemicals: heavy chemicals are produced in very large quantities, are relatively cheap and impure, e.g. tetraoxosulphate(VI) acid (H2SO4) or sodium trioxocarbonate(IV). Fine chemicals are produced in small quantities, are of high purity and are expensive, e.g. drugs/pharmaceuticals or dyes.
(d) Increasing order of deviation from ideal behaviour: O2 < Cl2 < HCl. Reason: deviation from ideal behaviour increases with the strength of intermolecular forces and with molecular size/polarity. O2 is small and non-polar (least deviation); Cl2 is larger and more polarisable; HCl is polar with strong dipole-dipole attractions, so it deviates most.
Answer Details
(a)(i) I. Biotechnology: the use of living organisms (or their components, such as enzymes or micro-organisms) to make useful products or to carry out useful processes for man. II. Biogas: a mixture of gases (mainly methane and carbon(IV) oxide) produced by the anaerobic bacterial decomposition of organic matter, used as a fuel.
(a)(ii) Applications of biotechnology: production of alcoholic drinks/ethanol by fermentation; production of antibiotics and drugs; production of biogas; making of bread, yoghurt and cheese (any two).
(b)(i) Ethanol from sugar cane juice: the sugar cane juice, which contains sucrose, is diluted and yeast is added. The enzyme invertase (sucrase) in yeast hydrolyses sucrose to glucose and fructose, then zymase ferments these sugars to ethanol at about 30-40 °C in the absence of air:
\[ \text{C}_6\text{H}_{12}\text{O}_6 \xrightarrow{\text{zymase}} 2\text{C}_2\text{H}_5\text{OH} + 2\text{CO}_2 \]The ethanol is then concentrated by fractional distillation.
(b)(ii) By-product: carbon(IV) oxide (CO2).
(b)(iii) Uses of the by-product: making fizzy (carbonated) drinks; used as a fire extinguisher; solid CO2 (dry ice) as a refrigerant.
(b)(iv) Ethanol from cane sugar is renewable because sugar cane is a crop that can be replanted and regrown within a short time, so the source is continuously replaceable. Ethanol from petroleum is non-renewable because petroleum is a fossil fuel formed over millions of years and cannot be replaced once used up.
(c) Heavy vs fine chemicals: heavy chemicals are produced in very large quantities, are relatively cheap and impure, e.g. tetraoxosulphate(VI) acid (H2SO4) or sodium trioxocarbonate(IV). Fine chemicals are produced in small quantities, are of high purity and are expensive, e.g. drugs/pharmaceuticals or dyes.
(d) Increasing order of deviation from ideal behaviour: O2 < Cl2 < HCl. Reason: deviation from ideal behaviour increases with the strength of intermolecular forces and with molecular size/polarity. O2 is small and non-polar (least deviation); Cl2 is larger and more polarisable; HCl is polar with strong dipole-dipole attractions, so it deviates most.
Question 2 Report
(a) (i) Define nuclear fission.
(ii) A certain natural decay series starts with \(^{238}_{92}U\) and ends with \(^{230}_{90}Th\). Each step involves the loss of an alpha or a beta particle. Using the given information, deduce how many alpha beta particpes were emitted.
(b) Consider the equilibrium reaction represented by the following equation:
\(\mathrm{A_2(g) + 3B_2(g) \rightleftharpoons 2AB_3(g)}\); \(\Delta H = +x\mathrm{kJmol}^{-1}\)
Explain briefly the effect of each of the following changes on the equilibrium composition: (i) increase in concentrat of B; (ii) decrease in pressure of the system; (iii) addition of catalyst.
(c) The lattice energies of three sodium halides are as follows:
| Compound | NaF | NaBr | Nal |
| Lattice energy/\(\mathrm{kJmol}^{-1}\) | 890 | 719 | 670 |
Explain briefly the trend.
(d) State the property exhibited by nitrogen (IV) oxide in each of the following reactions:
(i) \(\mathrm{4Cu + 2NO_2 \to 4CuO + N_2}\);
(ii) \(\mathrm{H_2O + 2NO_2 \to HNO_3 + HNO_2}\).
(e) Iron is manufacturcd in a blast furnace using iron ore (\(\mathrm{Fe_2O_3}\)), coke and limestone. Write the equation for the reaction(s) at the: (i) top of the furnace; (ii) middle of the furnace; (iii) bottom of the furnace.
(f) (i) Name two products of destructive distillation of coal. (ii) Give one use of each product in (f)(i).
(a)(i) Nuclear fission
The splitting of a heavy atomic nucleus into two or more lighter nuclei of comparable mass, accompanied by the release of neutrons and a very large amount of energy, usually when the nucleus is struck by a neutron.
(a)(ii) Alpha and beta particles emitted from \(^{238}_{92}\)U to \(^{230}_{90}\)Th
Change in mass number: \(238 - 230 = 8\). Only alpha emission changes the mass number (by 4 each):
\[ \text{number of }\alpha = \frac{8}{4} = 2 \]Change in atomic number: 2 alphas alone would give \(92 - (2\times 2) = 88\), but the product has Z = 90. Each beta emission raises Z by 1:
\[ 88 + b = 90 \Rightarrow b = 2 \]So 2 alpha particles and 2 beta particles were emitted.
(b) Equilibrium: A\(_2\)(g) + 3B\(_2\)(g) \(\rightleftharpoons\) 2AB\(_3\)(g); \(\Delta H = +x\) kJ mol\(^{-1}\) (endothermic)
(c) Trend in lattice energy of the sodium halides
| Compound | NaF | NaBr | NaI |
|---|---|---|---|
| Lattice energy/kJ mol\(^{-1}\) | 890 | 719 | 670 |
From F\(^-\) to Br\(^-\) to I\(^-\) the ionic radius of the halide increases, so the distance between the Na\(^+\) and the halide ion grows. Lattice energy is inversely related to this interionic distance, so the electrostatic attraction weakens and the lattice energy falls: NaF > NaBr > NaI.
(d) Property of nitrogen(IV) oxide
(e) Reactions in the blast furnace
(Formation of slag, CaO + SiO\(_2\) \(\rightarrow\) CaSiO\(_3\), also occurs in the lower middle region.)
(f)(i) Two products of the destructive distillation of coal: coke and coal tar (coal gas and ammoniacal liquor are also produced).
(f)(ii) One use of each:
Answer Details
(a)(i) Nuclear fission
The splitting of a heavy atomic nucleus into two or more lighter nuclei of comparable mass, accompanied by the release of neutrons and a very large amount of energy, usually when the nucleus is struck by a neutron.
(a)(ii) Alpha and beta particles emitted from \(^{238}_{92}\)U to \(^{230}_{90}\)Th
Change in mass number: \(238 - 230 = 8\). Only alpha emission changes the mass number (by 4 each):
\[ \text{number of }\alpha = \frac{8}{4} = 2 \]Change in atomic number: 2 alphas alone would give \(92 - (2\times 2) = 88\), but the product has Z = 90. Each beta emission raises Z by 1:
\[ 88 + b = 90 \Rightarrow b = 2 \]So 2 alpha particles and 2 beta particles were emitted.
(b) Equilibrium: A\(_2\)(g) + 3B\(_2\)(g) \(\rightleftharpoons\) 2AB\(_3\)(g); \(\Delta H = +x\) kJ mol\(^{-1}\) (endothermic)
(c) Trend in lattice energy of the sodium halides
| Compound | NaF | NaBr | NaI |
|---|---|---|---|
| Lattice energy/kJ mol\(^{-1}\) | 890 | 719 | 670 |
From F\(^-\) to Br\(^-\) to I\(^-\) the ionic radius of the halide increases, so the distance between the Na\(^+\) and the halide ion grows. Lattice energy is inversely related to this interionic distance, so the electrostatic attraction weakens and the lattice energy falls: NaF > NaBr > NaI.
(d) Property of nitrogen(IV) oxide
(e) Reactions in the blast furnace
(Formation of slag, CaO + SiO\(_2\) \(\rightarrow\) CaSiO\(_3\), also occurs in the lower middle region.)
(f)(i) Two products of the destructive distillation of coal: coke and coal tar (coal gas and ammoniacal liquor are also produced).
(f)(ii) One use of each:
Question 3 Report
(a) (i) Define standard electrode potential.
(ii) State two factors that affect the value of standard electrode potential.
(iii) Give two uses of the values of standard electrode potential.
(iv) Draw and label a diagram for an electrochemic cell made up of Cu\(^{2+}\)/Cu; E° = +0.34 V Zn\(^{2+}\)/Zn; E° = -0.76 V
(v) Calculate the e.m.f. of the cell in (a)(iv) above.
(b) (i) In terms of electron transfer, define: I. oxidation; II. oxidizing agent.
(ii) Balance the following redox reaction: MnO\(^{-4}\) + l\(^{-}\) \(\to\) l\(_{2}\) + Mn\(^{2+}\)
(c) Classiify each of the following oxides as basic, amphoteric, acidic or neutral: (i) Carbon (II) oxide; (ii) Sulphu (IV) oxide; (iii) Aluminium oxide; (iv) Lithium oxide.
(d) What is hydrogen bonding?
(a)(i) The standard electrode potential, E°, is the potential of a half-cell measured relative to the standard hydrogen electrode under standard conditions: temperature 298 K, ion concentration 1.0 mol dm−3, and gas pressure 1 atm.
(ii) Two factors which affect electrode potential are:
(iii) Standard electrode potentials are used to:
(iv) A correctly labelled electrochemical cell is shown below.
Cell notation: \[\text{Zn(s)}\;|\;\text{Zn}^{2+}\text{(aq, 1 mol dm}^{-3}\text{)}\;||\;\text{Cu}^{2+}\text{(aq, 1 mol dm}^{-3}\text{)}\;|\;\text{Cu(s)}\] Zinc is the anode (negative electrode) where oxidation occurs, while copper is the cathode (positive electrode) where reduction occurs.
(v)
(b)(i)
(ii) In acidic solution, the balanced ionic equation is:
(c)
| Oxide | Classification |
|---|---|
| Carbon(II) oxide, CO | Neutral |
| Sulphur(IV) oxide, SO2 | Acidic |
| Aluminium oxide, Al2O3 | Amphoteric |
| Lithium oxide, Li2O | Basic |
(d) Hydrogen bonding is the strong intermolecular attraction between a hydrogen atom covalently bonded to nitrogen, oxygen, or fluorine in one molecule and a lone pair of electrons on nitrogen, oxygen, or fluorine in a neighbouring molecule.
Answer Details
(a)(i) The standard electrode potential, E°, is the potential of a half-cell measured relative to the standard hydrogen electrode under standard conditions: temperature 298 K, ion concentration 1.0 mol dm−3, and gas pressure 1 atm.
(ii) Two factors which affect electrode potential are:
(iii) Standard electrode potentials are used to:
(iv) A correctly labelled electrochemical cell is shown below.
Cell notation: \[\text{Zn(s)}\;|\;\text{Zn}^{2+}\text{(aq, 1 mol dm}^{-3}\text{)}\;||\;\text{Cu}^{2+}\text{(aq, 1 mol dm}^{-3}\text{)}\;|\;\text{Cu(s)}\] Zinc is the anode (negative electrode) where oxidation occurs, while copper is the cathode (positive electrode) where reduction occurs.
(v)
(b)(i)
(ii) In acidic solution, the balanced ionic equation is:
(c)
| Oxide | Classification |
|---|---|
| Carbon(II) oxide, CO | Neutral |
| Sulphur(IV) oxide, SO2 | Acidic |
| Aluminium oxide, Al2O3 | Amphoteric |
| Lithium oxide, Li2O | Basic |
(d) Hydrogen bonding is the strong intermolecular attraction between a hydrogen atom covalently bonded to nitrogen, oxygen, or fluorine in one molecule and a lone pair of electrons on nitrogen, oxygen, or fluorine in a neighbouring molecule.
Question 4 Report
(a) (i) What is diffusion?
(ii) State Charles' law:
(iii) Sketch a graph to illustrate Charles' law.
(iv) A given mass of a gas occupied 150 cm3 at 27 °C and a pressure of \(1.013 \times 10^{5}\ \mathrm{Nm}^{-2}\). Calculate the temperature at which its volume will be doubled at the same pressure.
(v) Arrange the three states of matter in order of increasing: (i) kinetic energy; (ii) forces of cohesion.
(b) (i) State Le Chatelier's principle. (ii) A metal M forms two oxides containing 11.1% and 20.0% of oxygen. Show that these figures agree with the law of multiple proportion.
(c) The table below shows the physical properties of substances A, B and C.
| Substance | Melting point/°C | Boiling point/°C | Solubility in water at 25°C |
| A | 30 | 117 | Insolube |
| B | 31 | 160 | Insoluble |
| C | 1200 | 1200 | Insoluble |
(i) If A and B are miscible when melted and B and C react when heated, describe how a mixture of A, B, and C could be separated.
(ii) When 25.25g of the mixture A, B and C was separated, 7.52 g of A and 8.48 g of B were recovered. Assuming i there was no loss of components during separation, calculate the percentage by mass of C in the mixture
(a)
(i) Diffusion is the net movement of particles from a region of higher concentration to a region of lower concentration until they are uniformly distributed.
(ii) Charles’ law states that, at constant pressure, the volume of a fixed mass of gas is directly proportional to its absolute temperature.
(iii) The graph of volume against absolute temperature is a straight line passing through the origin.
(iv) At constant pressure:
\(V_1=150\text{ cm}^3\), \(V_2=2(150)=300\text{ cm}^3\), and \(T_1=27+273=300\text{ K}\).
Therefore, the required temperature is 600 K, or \(600-273=\mathbf{327^\circ C}\).
(v)
(b)
(i) Le Chatelier’s principle states that when a system in equilibrium is subjected to a change in concentration, pressure or temperature, the equilibrium shifts in the direction that opposes the effect of the change.
(ii) In 100 g of the first oxide:
Mass of oxygen combining with 100 g of \(M\):
In 100 g of the second oxide:
Mass of oxygen combining with 100 g of \(M\):
Thus, the masses of oxygen which combine with the same mass of metal are:
This is a simple whole-number ratio. Hence, the results agree with the law of multiple proportions.
(c)
(i) Add water to the mixture and stir so that C dissolves. Filter the mixture. The filtrate contains C in solution, while the residue contains A and B. Evaporate the filtrate to dryness to obtain solid C.
Heat the residue gently to melt A and B, then separate the two liquids by fractional distillation. Collect A at \(117^\circ\text{C}\) and B at \(160^\circ\text{C}\).
(ii)
Therefore, the percentage by mass of C in the mixture is 36.6%.
Answer Details
(a)
(i) Diffusion is the net movement of particles from a region of higher concentration to a region of lower concentration until they are uniformly distributed.
(ii) Charles’ law states that, at constant pressure, the volume of a fixed mass of gas is directly proportional to its absolute temperature.
(iii) The graph of volume against absolute temperature is a straight line passing through the origin.
(iv) At constant pressure:
\(V_1=150\text{ cm}^3\), \(V_2=2(150)=300\text{ cm}^3\), and \(T_1=27+273=300\text{ K}\).
Therefore, the required temperature is 600 K, or \(600-273=\mathbf{327^\circ C}\).
(v)
(b)
(i) Le Chatelier’s principle states that when a system in equilibrium is subjected to a change in concentration, pressure or temperature, the equilibrium shifts in the direction that opposes the effect of the change.
(ii) In 100 g of the first oxide:
Mass of oxygen combining with 100 g of \(M\):
In 100 g of the second oxide:
Mass of oxygen combining with 100 g of \(M\):
Thus, the masses of oxygen which combine with the same mass of metal are:
This is a simple whole-number ratio. Hence, the results agree with the law of multiple proportions.
(c)
(i) Add water to the mixture and stir so that C dissolves. Filter the mixture. The filtrate contains C in solution, while the residue contains A and B. Evaporate the filtrate to dryness to obtain solid C.
Heat the residue gently to melt A and B, then separate the two liquids by fractional distillation. Collect A at \(117^\circ\text{C}\) and B at \(160^\circ\text{C}\).
(ii)
Therefore, the percentage by mass of C in the mixture is 36.6%.
Question 5 Report
(a) (i) What is the structure of the atom as proposed by Rutherford?
(ii) Distinguish between the atomic number and the mass number of an element.
(iii) Explain briefly why the relative atomic mass of chlorine is not a whole number.
(b) (i) What is meant by first ionization energy?
(ii) List three properties of electrovalent compounds.
(iii) Consider the following pairs of elements: I. \(_9\)F and \(_{17}\)Cl; \(_{12}\)Mg and \(_{20}\)Ca. Explain briefly why the elements in each pair have similar chemical properties.
(c) Explain briefly the following terms using an appropriate example in each case.
(i) homologous series; (ii) heterolytic fission.
(d) State the indicator(s) which could be used to determine the end-point of the following titrations:
(i) dilute hydrochloric acid against sodium hydroxide solution;
(ii) dilute hydrochloric acid against ammonium hydroxide solution;
(iii) ethanoic acid against sodium hydroxide solution.
(e) A solid chloride E which sublimed on heating reacted with an alkali F to give a choking gas G. G turned moist red litmus paper blue. identify E, F and G.
(a)(i) Rutherford's atomic structure: the atom has a very small, dense, positively charged nucleus at the centre where nearly all the mass is concentrated, with the negatively charged electrons moving in the mostly empty space around the nucleus.
(a)(ii) Atomic number vs mass number: the atomic number is the number of protons in the nucleus of an atom; the mass number is the total number of protons and neutrons in the nucleus.
(a)(iii) Chlorine exists as two isotopes, 35Cl and 37Cl, in the fixed ratio 3:1. The relative atomic mass is the weighted average of these isotopic masses, \(\frac{(35\times3)+(37\times1)}{4}=35.5\), which is not a whole number.
(b)(i) First ionization energy: the minimum energy required to remove one mole of electrons from one mole of gaseous atoms to form one mole of gaseous singly charged positive ions.
(b)(ii) Three properties of electrovalent compounds:
(b)(iii) Each pair has the same number of electrons in the outermost shell (F and Cl each have 7; Mg and Ca each have 2). Since chemical properties depend on the number of valence electrons, members of the same group have similar chemical properties.
(c)(i) Homologous series: a family of organic compounds with the same general formula in which successive members differ by a CH2 unit and show a gradual change in physical properties, e.g. the alkanes (CH4, C2H6, C3H8...).
(c)(ii) Heterolytic fission: the breaking of a covalent bond in which both shared electrons go to one of the atoms, producing oppositely charged ions, e.g. \(\text{HCl} \to \text{H}^+ + \text{Cl}^-\).
(d) Indicators:
(e) E = ammonium chloride (NH4Cl, a solid chloride that sublimes); F = an alkali such as sodium hydroxide (NaOH); G = ammonia (NH3), the choking gas that turns moist red litmus blue.
\[ \text{NH}_4\text{Cl} + \text{NaOH} \to \text{NaCl} + \text{H}_2\text{O} + \text{NH}_3 \]Answer Details
(a)(i) Rutherford's atomic structure: the atom has a very small, dense, positively charged nucleus at the centre where nearly all the mass is concentrated, with the negatively charged electrons moving in the mostly empty space around the nucleus.
(a)(ii) Atomic number vs mass number: the atomic number is the number of protons in the nucleus of an atom; the mass number is the total number of protons and neutrons in the nucleus.
(a)(iii) Chlorine exists as two isotopes, 35Cl and 37Cl, in the fixed ratio 3:1. The relative atomic mass is the weighted average of these isotopic masses, \(\frac{(35\times3)+(37\times1)}{4}=35.5\), which is not a whole number.
(b)(i) First ionization energy: the minimum energy required to remove one mole of electrons from one mole of gaseous atoms to form one mole of gaseous singly charged positive ions.
(b)(ii) Three properties of electrovalent compounds:
(b)(iii) Each pair has the same number of electrons in the outermost shell (F and Cl each have 7; Mg and Ca each have 2). Since chemical properties depend on the number of valence electrons, members of the same group have similar chemical properties.
(c)(i) Homologous series: a family of organic compounds with the same general formula in which successive members differ by a CH2 unit and show a gradual change in physical properties, e.g. the alkanes (CH4, C2H6, C3H8...).
(c)(ii) Heterolytic fission: the breaking of a covalent bond in which both shared electrons go to one of the atoms, producing oppositely charged ions, e.g. \(\text{HCl} \to \text{H}^+ + \text{Cl}^-\).
(d) Indicators:
(e) E = ammonium chloride (NH4Cl, a solid chloride that sublimes); F = an alkali such as sodium hydroxide (NaOH); G = ammonia (NH3), the choking gas that turns moist red litmus blue.
\[ \text{NH}_4\text{Cl} + \text{NaOH} \to \text{NaCl} + \text{H}_2\text{O} + \text{NH}_3 \]Question 6 Report
(a) (i) What is a structural isomer?
(ii) Write all the structural isomeric alkanols with the molecular formula C\(_4\)H\(_{10}\)O.
(iii) Which of the isomers from (a)(ii) above does not react easily on heating with acidified K\(_2\)Cr\(_2\)O\(_7\)?
(b) Chlorine reacted with excessentane in the presence of light. Chloropentane and a gas which fumes on cont with air were produced.
(i) Write an equation for the reaction.
(ii) Draw the structure of the major product.
(iii) What is the role of light in the reaction?
(iv) If a mixture of pentane and the major product is heated, which compounc would distil off first? Give a reason for your answer.
(v) Write the formula of the main product that would have be formed if but -1-ene has been used instead of pentane.
(c) Give the name and structural formula of the product which would be formed by hydration of each of the followinc compounds:
(i) CH\(_3\)CH(CH\(_3\))CH=CH\(_2\); (ii) CH\(_2\)=CHCOOH.
(d) (i) Write the structure of the amino acid, CH\(_3\)CH(NH\(_2\))COOH in: I. acidic medium; II. alkaline medium.
(ii) On analysis, an ammonium salt cf an alkanoic acid gave 60.5% carbon and 6.5% hydrogen. If 0.309 g of the salt yielded 0.0313 g of nitrogen, determine the empirical formula cf the salt. [H = 1.00; C =12.0; N =14.0; O = 16.0]
(a) (i) Structural isomers are compounds that have the same molecular formula but different structural formulae, that is, their atoms are connected or arranged differently.
(a) (ii) The four structural isomeric alkanols of molecular formula \(\mathrm{C_4H_{10}O}\) are shown below.
(a) (iii) 2-Methylpropan-2-ol, \(\mathrm{(CH_3)_3COH}\), does not react easily with acidified potassium dichromate(VI) on heating because it is a tertiary alkanol.
(b) (i) In the presence of ultraviolet light, chlorine substitutes a hydrogen atom in pentane:
\[\mathrm{C_5H_{12} + Cl_2 \xrightarrow{h\nu} C_5H_{11}Cl + HCl}\]
The hydrogen chloride gas formed fumes in moist air.
(b) (ii) The major monochlorination product is 2-chloropentane.
(b) (iii) Light supplies the energy for the homolytic breaking of the \(\mathrm{Cl-Cl}\) bond to form chlorine radicals. It therefore initiates the free-radical substitution reaction.
(b) (iv) Pentane distils off first. It has a lower molar mass, \(72\), and weaker intermolecular forces than chloropentane, \(\mathrm{C_5H_{11}Cl}\), of molar mass \(106.5\). Therefore, pentane has the lower boiling point.
(b) (v) The main product formed from but-1-ene is 1,2-dichlorobutane:
\[\mathrm{CH_2{=}CHCH_2CH_3 + Cl_2 \longrightarrow CH_2ClCHClCH_2CH_3}\]
Its molecular formula is \(\mathrm{C_4H_8Cl_2}\).
(c) Products of hydration
(i) \(\mathrm{CH_3CH(CH_3)CH{=}CH_2}\) gives 3-methylbutan-2-ol:
\[\mathrm{CH_3CH(CH_3)CH(OH)CH_3}\]
(ii) \(\mathrm{CH_2{=}CHCOOH}\) gives 2-hydroxypropanoic acid:
\[\mathrm{CH_3CH(OH)COOH}\]
(d) (i) For \(\mathrm{CH_3CH(NH_2)COOH}\):
I. In acidic medium:
\[\mathrm{CH_3CH(NH_3^+)COOH}\]
II. In alkaline medium:
\[\mathrm{CH_3CH(NH_2)COO^-}\]
(d) (ii)
Percentage of nitrogen in the salt:
\[\%\mathrm{N}=\frac{0.0313}{0.309}\times100=10.13\%\]
Hence, percentage of oxygen is:
\[\%\mathrm{O}=100-(60.5+6.5+10.13)=22.87\%\]
| Element | Percentage | Relative number of moles | Simplest ratio |
|---|---|---|---|
| C | 60.50 | \(60.50/12.0=5.042\) | \(5.042/0.724=6.96\approx7\) |
| H | 6.50 | \(6.50/1.0=6.500\) | \(6.500/0.724=8.98\approx9\) |
| N | 10.13 | \(10.13/14.0=0.724\) | \(0.724/0.724=1\) |
| O | 22.87 | \(22.87/16.0=1.429\) | \(1.429/0.724=1.97\approx2\) |
Therefore, the empirical formula of the salt is:
\[\boxed{\mathrm{C_7H_9NO_2}}\]
Answer Details
(a) (i) Structural isomers are compounds that have the same molecular formula but different structural formulae, that is, their atoms are connected or arranged differently.
(a) (ii) The four structural isomeric alkanols of molecular formula \(\mathrm{C_4H_{10}O}\) are shown below.
(a) (iii) 2-Methylpropan-2-ol, \(\mathrm{(CH_3)_3COH}\), does not react easily with acidified potassium dichromate(VI) on heating because it is a tertiary alkanol.
(b) (i) In the presence of ultraviolet light, chlorine substitutes a hydrogen atom in pentane:
\[\mathrm{C_5H_{12} + Cl_2 \xrightarrow{h\nu} C_5H_{11}Cl + HCl}\]
The hydrogen chloride gas formed fumes in moist air.
(b) (ii) The major monochlorination product is 2-chloropentane.
(b) (iii) Light supplies the energy for the homolytic breaking of the \(\mathrm{Cl-Cl}\) bond to form chlorine radicals. It therefore initiates the free-radical substitution reaction.
(b) (iv) Pentane distils off first. It has a lower molar mass, \(72\), and weaker intermolecular forces than chloropentane, \(\mathrm{C_5H_{11}Cl}\), of molar mass \(106.5\). Therefore, pentane has the lower boiling point.
(b) (v) The main product formed from but-1-ene is 1,2-dichlorobutane:
\[\mathrm{CH_2{=}CHCH_2CH_3 + Cl_2 \longrightarrow CH_2ClCHClCH_2CH_3}\]
Its molecular formula is \(\mathrm{C_4H_8Cl_2}\).
(c) Products of hydration
(i) \(\mathrm{CH_3CH(CH_3)CH{=}CH_2}\) gives 3-methylbutan-2-ol:
\[\mathrm{CH_3CH(CH_3)CH(OH)CH_3}\]
(ii) \(\mathrm{CH_2{=}CHCOOH}\) gives 2-hydroxypropanoic acid:
\[\mathrm{CH_3CH(OH)COOH}\]
(d) (i) For \(\mathrm{CH_3CH(NH_2)COOH}\):
I. In acidic medium:
\[\mathrm{CH_3CH(NH_3^+)COOH}\]
II. In alkaline medium:
\[\mathrm{CH_3CH(NH_2)COO^-}\]
(d) (ii)
Percentage of nitrogen in the salt:
\[\%\mathrm{N}=\frac{0.0313}{0.309}\times100=10.13\%\]
Hence, percentage of oxygen is:
\[\%\mathrm{O}=100-(60.5+6.5+10.13)=22.87\%\]
| Element | Percentage | Relative number of moles | Simplest ratio |
|---|---|---|---|
| C | 60.50 | \(60.50/12.0=5.042\) | \(5.042/0.724=6.96\approx7\) |
| H | 6.50 | \(6.50/1.0=6.500\) | \(6.500/0.724=8.98\approx9\) |
| N | 10.13 | \(10.13/14.0=0.724\) | \(0.724/0.724=1\) |
| O | 22.87 | \(22.87/16.0=1.429\) | \(1.429/0.724=1.97\approx2\) |
Therefore, the empirical formula of the salt is:
\[\boxed{\mathrm{C_7H_9NO_2}}\]
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