12.1 EXTRA QUESTIONS 1. (a) same molecular formula / same number of each type of atom (1) different arrangements of atoms (in the molecule) (1) (not just same structural formula) H H H H C C C C H H H (1) H 2 H H H C C C H CH 3 (1) H (b) H (c) (i) H H H 2 M1 % by mass of H = 7.7(0)% (1) M2 mol H = 7.70 / 1 = 7.70 mol C = 92.3 / 12 = 7.69 (1) M3 (ratio 1:1 ) CH Credit variations for M2 78 × 77 78 92.3 = 6 and =6 12 100 100 Correct answer = 3 marks (ii) (CH has empirical mass of 13 and 78 = 6 ) C6H6 13 Correct answer 1 mark 4 (iii) methylpropene / 2–methylpropene not 2-methylprop-2-ene (1) ignore wrong punctuation CH3 H H C C C CH3 H C H or H H C CH3 H allow 1 mark for but-2-ene with its correct structure (1) 2 minimum structure is CH 2 = CCH 3 or CH 2 = C(CH 3 )CH 3 CH 3 [10] 2. (a) (i) but-1-ene (1) (ii) two H on one carbon of double bond (1) (iii) CH3CH=CHCH3 (1) (iv) (1) CH 3 C 4 CH 2 CH 3 [4] Mill Hill High School 1 3. (a) H3C CH 3 C C H H H3C H C (1) C H CH 3 (1) H accept CH 3 C C H H CH 3 and CH 3 C C CH 3 H Credit 1 mark for a correct formula for but-2-ene Credit 1 mark for any pair of cis / trans isomers Geometric(al) Or cis-trans Or diastereoisomerism NOT stereoisomerism 3 (b) two H on carbon in double bond (1) [4] 4. (a) (i) H H Br H H C C C H C H H H H (1) CH3CH2CH(Br)CH3 (1) If ‘B’ used in place of ‘Br’ allow M2 (ii) 2–bromo (–2) methylpropane (1) allow (2–) methyl (–2–) bromopropane 3 [3] TOTAL 2 marks 5. (a) Give the structural formula, showing all covalent bonds for the CFC 1, 1, 2, trichloro-1, 2, 2-trifluoroethane. Cl Cl F C C F Cl F (1) Mill Hill High School 2 (b) 1, 1, 1, 2-tetrafluoroethane can be made by a two stage synthesis. Write the equations for the following reactions. (i) 1,1,2,2-tetrachloroethane is reacted with chlorine and hydrogen fluoride to produce 1, 1-dichlorotetrafluoroethane and hydrogen chloride. Cl Cl H C C H Cl Cl (ii) + 2 Cl Cl Cl F C C F F Cl F + + 4H F 6 H Cl The 1,1-dichlorotetrafluoroethane is reduced by hydrogen gas to 1, 1, 1,2tetrafluoroethane and hydrogen chloride. Cl Cl F C C F F F + 2 H H H H F C C F F F + 2 H Cl (2) TOTAL 3 marks 6. (a) Define the term structural isomerism. same molecular formula / same number of each type of atom (1) different arrangements of atoms (in the molecule) (1) (not just same structural formula) (2) Mill Hill High School 3 (b) Draw the graphical formulae for the two structural isomers of C4H10 Isomer 1 H Isomer 2 H H H H C C C C H H H H H H H H H C C C H CH 3 H H (1) (1) (2) (c) A hydrocarbon W contains 92.3% carbon by mass. The relative molecular mass of W is 78.0 (i) Calculate the empirical formula of W. M1 % by mass of H = 7.7(0)% (1) M2 mol H = 7.70 / 1 = 7.70 mol C = 92.3 / 12 = 7.69 (1) M3 (ratio 1:1 ) CH Credit variations for M2 78 × 77 78 92.3 = 6 and =6 12 100 100 Correct answer = 3 marks (ii) Calculate the molecular formula of W. (CH has empirical mass of 13 and 78 = 6 ) C6H6 13 Correct answer 1 mark (4) TOTAL 8 marks Mill Hill High School 4