Chemistry data booklet First assessment 2016 Fourth edition Diploma Programme Chemistry data booklet Published June 2014 Updated January 2016 Updated January 2017 Published on behalf of the International Baccalaureate Organization, a not-for-profit educational foundation of 15 Route des Morillons, 1218 Le Grand-Saconnex, Geneva, Switzerland by the International Baccalaureate Organization (UK) Ltd Peterson House, Malthouse Avenue, Cardiff Gate Cardiff, Wales CF23 8GL United Kingdom Website: www.ibo.org © International Baccalaureate Organization 2014 The International Baccalaureate Organization (known as the IB) offers four high-quality and challenging educational programmes for a worldwide community of schools, aiming to create a better, more peaceful world. This publication is one of a range of materials produced to support these programmes. The IB may use a variety of sources in its work and checks information to verify accuracy and authenticity, particularly when using community-based knowledge sources such as Wikipedia. The IB respects the principles of intellectual property and makes strenuous efforts to identify and obtain permission before publication from rights holders of all copyright material used. The IB is grateful for permissions received for material used in this publication and will be pleased to correct any errors or omissions at the earliest opportunity. All rights reserved. No part of this publication may be reproduced, stored in a retrieval system, or transmitted, in any form or by any means, without the prior written permission of the IB, or as expressly permitted by law or by the IB’s own rules and policy. See http://www.ibo.org/copyright. IB merchandise and publications can be purchased through the IB store at http://store.ibo.org. Email: sales@ibo.org International Baccalaureate, Baccalauréat International and Bachillerato Internacional are registered trademarks of the International Baccalaureate Organization. 4073 Contents 1. Some relevant equations . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1 2. Physical constants and unit conversions . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 2 3. The electromagnetic spectrum . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3 4. Fundamental particles . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3 5. Names of the elements. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 4 6. The periodic table. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 6 7. Melting points and boiling points of the elements (at 101.325 kPa). . . . . . . . . . . . . . . 7 8. First ionization energy, electron affinity and electronegativity of the elements. . . . . . 8 9. Atomic and ionic radii of the elements . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 9 10. Covalent bond lengths . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 10 11. Bond enthalpies and average bond enthalpies at 298 K. . . . . . . . . . . . . . . . . . . . . 11 12. Selected compounds—thermodynamic data . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 12 13. Enthalpies of combustion . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 13 14. Common oxidation states of the 3d ions. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14 15. Spectrochemical series . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14 16. Ligands . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 15 17. Colour wheel . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 15 18. Lattice enthalpies at 298 K (experimental values) . . . . . . . . . . . . . . . . . . . . . . . . . 16 19. Enthalpies of aqueous solutions . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 17 20. Enthalpies of hydration . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 18 21. Strengths of organic acids and bases. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 19 22. Acid-base indicators . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 21 23. Values of the ionization constant of water . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 22 24. Standard electrode potentials at 298 K . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 23 25. Activity series . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 24 26. Infrared data . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 25 27. 1H NMR data. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 26 28. Mass spectral fragments lost . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 27 29. Triangular bonding diagram . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 28 30. Resin identification codes. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 29 31. Representations of some materials molecules . . . . . . . . . . . . . . . . . . . . . . . . . . . . 29 Chemistry data booklet 32. Solubility product constants at 298 K . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 30 33. 2-amino acids . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 31 34. Lipids, carbohydrates and nucleotide components . . . . . . . . . . . . . . . . . . . . . . . . 33 35. Vitamins and pigments . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 35 36. Binding energy curve . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 37 37. Representations of some medicinal molecules. . . . . . . . . . . . . . . . . . . . . . . . . . . . 38 38. References . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 40 Notes This booklet cannot be used for paper 1 of the examination (SLP1 and HLP1), but the periodic table given in section 6 will be available as part of these examination papers. Clean copies of this booklet must be made available to candidates for papers 2 and 3 (SLP2, HLP2, SLP3 and HLP3). iv Chemistry data booklet 1. Some relevant equations Topic Equation 1.3 pV = nRT 2.2 and C.4 c = νλ 5.1 q = mc ∆T pH = − log10 ⎡⎣H3 O+ ⎤⎦ or 8.3 pH = − log10 ⎡⎣H+ ⎤⎦ 12.1 E = hν 15.2 ∆G Ö = ∆H Ö − T ∆S Ö 16.2 k = Ae RT − Ea ln k = 16.2 16.2 ln −Ea + ln A RT k1 Ea ⎛ 1 1 ⎞ = ⎜ − ⎟ k 2 R ⎝ T2 T1 ⎠ 17.1 ∆G Ö = −RT ln K 19.1 ∆G Ö = −nFE Ö A.5 % atom economy = total mass of desired product ×100 total mass of all reactants A.8 nλ = 2d sin θ B.7 and D.4 ⎛ ⎡ A− ⎤ ⎞ pH = pK a + log ⎜ ⎣ ⎦ ⎟ ⎜ ⎡HA ⎤ ⎟ ⎦⎠ ⎝⎣ B.7 Chemistry data booklet log10 I0 = ε lc I 1 Topic Equation C.1 Energy density = energy released from fuel volume of fuel consumed C.1 Specific energy = energy released from fuel mass of fuel consumed N = N0 e − λ t C.3 t1 = C.3 and D.8 2 ln 2 λ C.6 ⎛ RT ⎞ E = EÖ − ⎜ ⎟ ln Q ⎝ nF ⎠ C.7 Rate1 M2 = Rate2 M1 D.8 ⎛ 1 ⎞ t1/ 2 N ( t ) = N0 ⎜ ⎟ ⎝2⎠ t 2. Physical constants and unit conversions Avogadro’s constant (L or N A ) = 6.02 × 1023 mol−1 Gas constant (R ) = 8.31 J K −1 mol−1 Molar volume of an ideal gas at STP = 2.27 × 10−2 m3 mol−1 = 22.7 dm3 mol−1 1 dm3 = 1 litre = 1× 10−3 m3 = 1× 103 cm3 STP conditions = 273 K and 100 kPa SATP conditions = 298 K and 100 kPa Speed of light = 3.00 × 108 ms−1 Specific heat capacity of water = 4.18 kJ kg−1 K −1 = 4.18 J g−1 K −1 Planck’s constant (h ) = 6.63 × 10−34 J s Faraday’s constant (F ) = 9.65 × 104 C mol−1 Ionic product constant for water (K W ) = 1.00 × 10−14 mol2 dm−6 at 298 K 1 amu = 1.66 × 10−27 kg 2 Chemistry data booklet 3. The electromagnetic spectrum energy 10 −16 10 −14 10 −12 rays 10 −10 X-rays 10 −8 UV 10 −6 10 −4 IR 10 −2 100 microwaves 102 10 4 106 108 wavelength (m) radio waves V I B G Y O R 400 700 wavelength (nm) 4. Fundamental particles Proton Neutron −27 Mass (kg) 1.672622 × 10 Charge (C) 1.602189 × 10−19 Chemistry data booklet 1.674927 × 10 0 Electron −27 9.109383 × 10−31 1.602189 × 10−19 3 4 5. Names of the elements Element actinium Symbol Atomic number Symbol Atomic number Ac 89 dysprosium Element Dy 66 aluminium Al 13 einsteinium Es 99 americium Am 95 erbium Er 68 antimony Sb 51 europium Eu 63 100 argon Ar 18 fermium Fm arsenic As 33 fluorine F 9 astatine At 85 francium Fr 87 barium Ba 56 gadolinium Gd 64 berkelium Bk 97 gallium Ga 31 beryllium Be 4 germanium Ge 32 bismuth Bi 83 gold Au 79 bohrium Bh 107 hafnium Hf 72 boron B 5 hassium Hs 108 bromine Br 35 helium He 2 cadmium Cd 48 holmium Ho 67 caesium Cs 55 hydrogen H 1 calcium Ca 20 indium californium Cf 98 iodine 53 carbon C 6 iridium In I Ir cerium Ce 58 iron Fe 26 chlorine Cl 17 krypton Kr 36 49 77 Chemistry data booklet chromium Cr 24 lanthanum La 57 cobalt Co 27 lawrencium Lr 103 copernicium Cn 112 lead Pb 82 copper Cu 29 lithium Li 3 curium Cm 96 lutetium Lu 71 darmstadtium Ds 110 magnesium Mg 12 dubnium Db 105 manganese Mn 25 Element Symbol Atomic number Element Chemistry data booklet Symbol Atomic number Ru 44 rutherfordium Rf 104 samarium Sm 62 meitnerium Mt 109 ruthenium mendelevium Md 101 mercury Hg 80 molybdenum Mo 42 scandium Sc 21 neodymium Nd 60 seaborgium Sg 106 neon Ne 10 selenium Se 34 neptunium Np 93 silicon Si 14 nickel Ni 28 silver Ag 47 niobium Nb 41 sodium Na 11 nitrogen N 7 strontium Sr 38 nobelium No 102 sulfur S 16 osmium Os 76 tantalum Ta 73 oxygen O 8 technetium Tc 43 palladium Pd 46 tellurium Te 52 phosphorus P 15 terbium Tb 65 platinum Pt 78 thallium Tl 81 plutonium Pu 94 thorium Th 90 polonium Po 84 thulium Tm 69 potassium K 19 tin Sn 50 praseodymium Pr 59 titanium Ti 22 promethium Pm 61 tungsten W 74 protactinium Pa 91 uranium U 92 radium Ra 88 vanadium V 23 radon Rn 86 xenon Xe 54 rhenium Re 75 ytterbium Yb 70 rhodium Rh 45 yttrium Y 39 roentgenium Rg 111 zinc Zn 30 rubidium Rb 37 zirconium Zr 40 5 6 6. The periodic table 1 1 2 3 4 5 6 7 1 1.01 2 3 4 5 6 7 9 10 11 12 13 14 15 16 17 He 4.00 Element 4 Li Be 6.94 9.01 11 12 Na Mg 22.99 24.31 19 20 5 Relative atomic mass 23 V Cr Mn 25 26 29 30 10.81 13 12.01 14.01 16.00 15 16 19.00 17 20.18 14 S Cl Ar 28.09 32 30.97 33 32.07 35.45 39.95 As 34 Se 35 Br Kr 79.90 53 83.90 P Zn Ga 69.72 49 72.63 74.92 78.96 50 51 52 44.96 47.87 50.94 52.00 54.94 55.85 58.93 58.69 63.55 65.38 38 39 40 41 42 43 44 45 46 47 48 Ru Rh 31 Si Cu 40.08 55 Ne Ni 37 85.47 F Co 39.10 Ge In Sn Sb Te I Xe 102.91 77 106.42 107.87 112.41 121.76 127.60 80 83 84 Os Ir Pt Au Hg Tl 82 126.90 85 131.29 79 114.82 81 118.71 78 Pb Bi Po At Rn 186.21 190.23 196.97 200.59 204.38 207.20 208.98 (209) (210) (222) 108 192.22 109 195.08 107 110 111 112 Cn 113 Uut 114 Uuq 115 Uup 116 Uuh 117 Uus Uuo (270) (269) (278) (281) (281) (285) (286) (289) (288) (293) (294) (294) Mo Tc 87.62 88.91 91.22 92.91 95.96 (98) 56 57 † 72 73 74 75 101.07 76 Cs Ba La Hf Ta W Re 132.91 137.33 138.91 178.49 180.95 183.84 87 Fr 88 Ra 89 ‡ 104 105 106 (223) (226) (227) (267) (268) (269) † Ce Pr Nd Pm Sm Eu Gd Tb Dy Ho Er Tm Yb Lu 140.12 140.91 144.24 (145) 150.36 151.96 157.25 158.93 162.50 164.93 167.26 168.93 173.05 174.97 90 Th 91 Pa 92 U 93 Np 94 Pu 95 Am 96 Cm 97 Bk 98 Cf 99 Es 100 Fm 101 102 103 232.04 231.04 238.03 (237) (244) (243) (247) (247) (251) (252) (257) (258) (259) (262) 58 Chemistry data booklet ‡ 59 Sg 60 54 Cd Nb Db 36 Ag Zr Rf 18 Pd Y Ac 10 O Fe Sc 9 N 28 Ca Sr 8 27 K Rb Ti 24 7 C 26.98 22 6 B Al 21 18 2 Atomic number H 3 8 Bh 61 Hs 62 Mt 63 Ds 64 Rg 65 66 67 68 69 Md 70 No 71 Lr 86 118 Chemistry data booklet 7. Melting points and boiling points of the elements (at 101.325 kPa) −259.2 Melting point (°C) H −252.9 He −268.9 Element 180.5 1287 1342 2468 97.79 650.0 Na Mg Al 882.9 1090 63.38 842.0 1541 1670 1910 1907 1246 1538 1495 1455 1085 758.8 1484 2836 3287 3407 2671 2061 2861 2927 2913 39.30 768.8 1522 1854 2477 2622 2157 2333 1963 687.8 1377 3345 4406 4741 4639 4262 4147 28.44 725.0 920.0 2233 3017 3414 3453 Cs Ba La Hf Ta W Re 670.8 1845 3464 4600 5455 5555 5900 27.00 699.8 1050 676.8 1140 3200 Li K Rb Fr Be Ca Sr Ra 2077 3500 −210.0 −218.8 −219.7 −248.6 4000 4827 −195.8 −183.0 −188.1 −246.0 660.3 1414 44.15 115.2 −101.5 P S Cl −189.3 Si 2519 3265 280.5 444.6 −34.04 −185.8 419.5 29.77 938.2 816.8 220.8 −7.050 −157.4 2560 907.0 2833 613.0 684.8 961.8 321.1 Cd In 231.9 630.6 449.5 58.78 113.7 −153.4 1555 2229 156.6 Te I 3695 2963 2162 766.8 2586 1587 987.8 3033 2446 1768 1064 −38.83 2027 303.8 327.5 271.4 253.8 Os Ir Pt Au Hg Tl 184.4 301.8 Pb Bi Po At Rn 5008 4428 3825 2836 356.6 1473 1749 1564 962.0 336.8 −61.85 B Boiling point (°C) Sc Y Ac Ti Zr V Nb Cr Mo Mn Tc Fe Ru Co Rh Ni Pd Cu Ag Zn Ga C Ge Sn N As Sb O Se F Br Ne Ar Kr −111.8 Xe −108.1 −71.15 7 8 8. First ionization energy, electron affinity and electronegativity of the elements 1312 −73 H 2.2 520 −60 900 Electron affinity (kJ mol ) 1 (2nd EA / kJ mol ) He 801 Element Li Be 1.0 1.6 496 2372 1 First ionization 1 energy (kJ mol ) Electronegativity −53 738 B C N 2.0 2.6 3.0 578 −42 787 −134 1012 Na Mg Al Si P 0.9 1.3 1.6 1.9 2.2 419 −48 590 −2 633 −18 659 −8 651 −51 653 −64 717 762 −15 760 −64 737 −112 745 −119 906 1314 −141 1681 −328 2081 (+753) −27 1086 −122 1402 579 −41 762 −119 944 O 3.4 F −72 1000 −200 1251 −349 1520 (+545) S 2.6 −78 941 Cl −195 1140 −325 1351 K Ca Sc Ti V Cr Mn Fe Co Ni Cu Zn Ga Ge As Se Br 1.0 1.4 1.5 1.6 1.7 1.6 1.8 1.9 1.9 1.9 1.6 1.8 2.0 2.2 2.6 3.0 −47 549 Rb 0.8 376 −5 600 −30 640 −41 652 −88 684 −72 702 −53 710 −101 720 −110 804 −54 731 −126 868 558 −29 709 −107 831 −101 869 Xe Sr Y Zr Nb Mo Tc Ru Rh Pd Ag Cd In Sn Sb Te I 1.2 1.3 1.6 2.2 2.1 2.2 2.3 2.2 1.9 1.7 1.8 2.0 2.0 2.1 2.7 −14 538 −45 659 −1 728 −31 759 −79 756 −14 814 −106 865 −151 864 −205 890 −223 1007 589 −36 716 −35 703 −91 812 −183 Ba La Hf Ta W Re Os Ir Pt Au Hg Tl Pb Bi Po At 0.8 0.9 1.1 1.3 1.5 1.7 1.9 2.2 2.2 2.2 2.4 1.9 1.8 1.8 1.9 2.0 2.2 −47 509 −10 499 −34 Fr Ra Ac 0.7 0.9 1.1 2.6 −270 1037 Cs 393 Kr −190 1008 −295 1170 1.0 −46 503 Ar 3.2 0.8 403 Ne 4.0 Rn Chemistry data booklet Chemistry data booklet 9. Atomic and ionic radii of the elements 32 130 99 Li Be 76 (1+ ) 45 (2+ ) 160 37 Atomic radius 12 (10 m) H He Element Ionic radius 12 (10 m) 84 75 71 64 60 62 B C N O F Ne 27 (3+ ) 16 (4+ ) 146 (3−) 140 (2−) 133 (1−) Na Mg 140 124 114 109 102 (1+) 72 (2+ ) 54 (3+ ) 40 (4+ ) 38 (5+ ) 200 174 159 148 144 130 129 124 118 117 122 120 123 120 120 118 117 116 K Ca Sc Ti V Cr Mn Fe Co Ni Cu Zn Ga Ge As Se Br Kr 75 (3+ ) 86 (2+ ) 61 (4+ ) 79 (2+ ) 54 (5+ ) 62 (3+ ) 44 (6+ ) 83 (2+ ) 53 (4+ ) 61 (2+ ) 55 (3+ ) 65 (2 ) 55 (3 ) 69 (2+ ) 77 (1+ ) 73 (2+ ) 74 (2+ ) 62 (3+) 53 (4+ ) 272 (4−) 58 (3+ ) 46 (5+ ) 176 164 156 146 138 136 134 130 136 140 142 140 140 138 (1+) 100 (2+) 215 Rb 190 Sr 152 (1+) 118 (2+) Al Y Zr Nb Mo Tc Ru Rh Pd Ag Cd 100 Cl 101 Ar 184 (2−) 181 (1−) 198 (2−) 196 (1−) 137 Te 136 I 136 Xe 65 (4+ ) 65 (4+) 68 (3+) 62 (4+ ) 67 (3 ) 60 (4 ) 86 (2+) 62 (4+) 115 (1+) 95 (2+ ) 80 (3+) 118 (2+) 69 (4+ ) 76 (3+ ) 221 (2−) 220 (1−) 144 145 150 142 148 146 Pb Bi Po At Rn 194 164 158 150 141 136 132 130 130 132 Ba La Hf Ta W Re Os Pt Au Hg 71 (4+ ) 64 (5+ ) 66 (4+ ) 60 (6+) 63 (4+) 53 (7+) 63 (4+ ) 55 (6+) Ir 167 (1+) 135 (2+) 103 (3+) Ra S 72 (3+ ) 64 (5+ ) 206 211 Sb 104 72 (4+ ) Cs Fr Sn P 90 (3+ ) 238 242 In Si 201 Ac 68 (3 ) 63 (4 ) 80 (2+) 63 (4+) Tl 137 (1+) 119 (1+) 150 (1+) 119 (2+) 103 (3+) 85 (3+ ) 102 (2+) 89 (3 ) 78 (4+ ) 76 (5+) 97 (4+) 9 10. Covalent bond lengths Single bonds (10−12 m = pm) Br C Cl F H I N Br 228 194 214 176 141 247 214 C 194 154 177 138 108 214 147 Cl 214 177 199 163 128 232 F 176 138 163 142 92 H 141 108 128 92 I 247 214 232 N 214 147 O P S Si 220 227 216 143 184 182 185 197 170 203 199 202 257 136 142 154 158 156 74 160 101 97 142 134 148 257 160 267 197 136 101 146 136 143 170 142 97 136 148 P 220 184 203 154 142 S 227 182 199 158 134 Si 216 185 202 156 148 247 243 175 174 154 161 163 154 221 210 175 161 210 205 215 174 163 215 232 247 243 O Multiple bonds (10−12 m = pm) 10 C=C 134 C≡N 116 N≡N 110 C≡C 120 C=O 122 N=O 114 C C 140 (in benzene) C=S 156 O=O 121 C=N 130 N=N 125 S=S 189 Chemistry data booklet 11. Bond enthalpies and average bond enthalpies at 298 K Single bonds (kJ mol−1 ) Br C Cl F H I Br 193 285 219 249 366 178 C 285 346 324 492 414 228 Cl 219 324 242 255 431 F 249 492 255 159 H 366 414 431 I 178 228 N O P S Si 201 264 218 330 286 358 264 289 307 211 192 206 322 271 400 567 280 278 191 490 327 597 567 436 298 391 463 322 364 323 211 280 298 151 201 184 234 286 192 278 391 466 O 201 358 206 191 463 201 P 264 264 322 490 322 184 S 218 289 271 327 364 Si 330 307 400 597 323 234 N 158 214 214 144 363 363 198 466 266 293 293 226 Multiple bonds (kJ mol−1 ) C=C 614 C≡N 890 N≡N 945 C≡C 839 C=O 804 N=O 587 C=S 536 O=O 498 N=N 470 S=S 429 C C 507 (in benzene) C=N 615 Chemistry data booklet 11 12. Selected compounds—thermodynamic data Substance Formula State ∆H Öf (kJ mol−1 ) ∆G Öf (kJ mol−1 ) S Ö (J K −1 mol−1 ) methane CH4 g −74.0 −50.0 +186 ethane C2H6 g −84.0 −32.0 +230 propane C3H8 g −105 −24.0 +270 butane C4H10 g −126 −17.0 +310 pentane C5H12 l −173 hexane C6H14 l −199 ethene C2H4 g +52.0 +68.0 +220 propene C3H6 g +20.0 +62.0 +267 but-1-ene C4H8 g +0.10 +71.0 +306 cis-but-2-ene C4H8 g −7.0 +66.0 +301 trans-but-2-ene C4H8 g +63.0 +297 ethyne C2H2 g +228 +211 +201 propyne C3H4 g +185 +194 +248 buta-1,3-diene C4H6 g +110 +151 +279 cyclohexane C6H12 l −156 benzene C6H6 l +49.0 +125 +173 methylbenzene C6H5CH3 l +12.0 ethylbenzene C6H5CH2CH3 l phenylethene C6H5CHCH2 l chloromethane CH3Cl g dichloromethane CH2Cl 2 l −124 trichloromethane CHCl3 l −134 bromomethane CH3Br g iodomethane CH3 I l chloroethane C2H5Cl g bromoethane C2H5Br l chlorobenzene C6H5Cl l methanol CH3OH l −239 −167 ethanol C2H5OH l −278 −175 phenol C6H5OH s −165 methanal HCHO g −109 −102 +219 ethanal CH3CHO g −166 −133 +264 propanone (CH3 )2CO l −248 methanoic acid HCOOH l −425 −361 +129 ethanoic acid CH3COOH l −484 −390 +160 benzoic acid C6H5COOH s −385 methylamine CH3NH2 g −23 water H2O l −285.8 −237.1 +70.0 steam H2O g −241.8 −228.6 +188.8 carbon monoxide CO g −110.5 −137.2 +197.7 carbon dioxide CO2 g −393.5 −394.4 +213.8 hydrogen bromide HBr g −36.3 −53.4 +198.7 hydrogen chloride HCl g −92.3 −95.3 +186.9 hydrogen fluoride HF g −273.3 −275.4 +173.8 hydrogen iodide HI g +26.5 +1.7 +206.6 12 −11.0 −12.0 +104 −82.0 −36.0 −58.0 +178 −74.0 +202 −26.0 +246 −14.0 −137 −90.0 +235 +163 −53.0 −26.0 +199 +11.0 +127 +161 +144 +200 +168 +32.0 +243 Chemistry data booklet Chemistry data booklet 13. Enthalpies of combustion The values of the molar enthalpy of combustion ( ∆H Öc ) in the following table refer to a temperature of 298 K and a pressure of 1.00 × 105 Pa . Substance Formula State ∆H Öc (kJ mol−1 ) Substance Formula State ∆H Öc (kJ mol−1 ) hydrogen H2 g −286 propan-1-ol C3H7OH l −2021 sulfur S s −297 butan-1-ol C4H9OH l −2676 s −3728 s −3053 carbon (graphite) C s −394 cyclohexanol C6H11OH carbon monoxide g −283 phenol C6H5OH methane CO CH4 g −891 ethoxyethane (C2H5 )2O l −2724 ethane C2H6 g −1561 methanal g −571 propane C3H8 g −2219 ethanal HCHO CH3CHO g −1167 butane C4H10 g −2878 benzaldehyde C6H5CHO l −3525 pentane C5H12 l −3509 propanone (CH3 )2CO l −1790 hexane C6H14 l −4163 pentan-3-one (C2H5 )2CO l −3100 octane C8H18 l −5470 phenylethanone CH3COC6H5 l −4149 cyclohexane C6H12 l −3920 methanoic acid −255 C2H4 g −1411 ethanoic acid HCOOH CH3COOH l ethene l −874 buta-1,3-diene C4H6 g −2541 benzoic acid C6H5COOH s −3228 ethyne C2H2 g −1301 ethanedioic acid (COOH)2 s −243 benzene C6H6 l −3268 ethyl ethanoate CH3COOC2H5 l −2238 methylbenzene C6H5CH3 l −3910 ethanamide CH3CONH2 s −1186 naphthalene C10H8 s −5156 methylamine CH3NH2 g −1086 chloroethane C2H5Cl g −1413 phenylamine C6H5NH2 l −3393 iodoethane C2H5 I l −1463 nitrobenzene C6H5NO2 l −3088 trichloromethane CHCl3 l −473 urea CO(NH2 )2 s −633 methanol CH3OH l −726 glucose C6H12O6 s −2803 ethanol C2H5OH l −1367 sucrose C12H22O11 s −5640 13 14. Common oxidation states of the 3d ions Sc Ti V Cr Mn Fe Co Ni Cu Zn +1 +3 +2 +2 +2 +2 +2 +2 +3 +3 +3 +3 +3 +3 +4 +4 +2 +2 +2 +4 +5 +6 +6 +7 15. Spectrochemical series Ligands can be arranged in a spectrochemical series according to the energy difference they produce between the two sets of d-orbitals in an octahedral complex. I− < Br − < S2− < Cl − < F− < OH− < H2O < SCN− < NH3 < CN− ≈ CO 14 Chemistry data booklet 16. Ligands NH2 H2N 1,2-ethanediamine HO O HO O O O N N O– O O – HO O ethanedioate OH EDTA 17. Colour wheel 647 nm 585 nm Orange 700 nm 400 nm Red Yellow 575 nm Violet Green Blue 424 nm Chemistry data booklet 491 nm 15 18. Lattice enthalpies at 298 K (experimental values) Ö The lattice enthalpy values ( ∆Hlattice ) given relate to the endothermic process b+ a− Ma Xb (s) → aM (g) + bX (g) in which the gaseous ions of a crystal are separated to an infinite distance from each other. Experimental values The data in these tables are experimental values obtained by means of a suitable Born–Haber cycle. Ö ∆Hlattice (kJ mol−1 ) Alkali metal halides I Li F 1049 Cl 864 Br 820 764 Na 930 790 754 705 K 829 720 691 650 Rb 795 695 668 632 Cs 759 670 647 613 Other substances Ö ∆Hlattice (kJ mol−1 ) Other substances CaF2 2651 SrO 3223 BeCl 2 3033 BaO 3054 MgCl 2 2540 CuCl 2 2824 CaCl 2 2271 AgF 974 SrCl 2 2170 AgCl 918 BaCl 2 2069 AgBr 905 MgO 3791 AgI 892 CaO 3401 16 Ö ∆Hlattice (kJ mol−1 ) Chemistry data booklet 19. Enthalpies of aqueous solutions Solute Ö ∆H sol (kJ mol−1 ) Solute Ö ∆H sol (kJ mol−1 ) NH4 Cl +14.78 KCl +17.22 NH4NO3 +25.69 KBr +19.87 LiF +4.73 KI +20.33 LiCl −37.03 RbF −26.11 LiBr −48.83 RbCl +17.28 Li I −63.30 RbBr +21.88 NaF +0.91 RbI +25.10 NaCl +3.88 CsF −36.86 NaBr −0.60 CsCl +17.78 NaI −7.53 CsBr +25.98 KF −17.73 CsI +33.35 Chemistry data booklet 17 20. Enthalpies of hydration 18 Ö ∆Hhyd (kJ mol−1 ) Cations Ö ∆Hhyd (kJ mol−1 ) Li+ −538 F− −504 Na+ −424 Cl − −359 K+ −340 Br − −328 Rb+ −315 I− −287 Cs+ −291 ClO3− −331 Be2+ −2524 BrO3− −358 Mg2+ −1963 IO3− −446 Ca2+ −1616 ClO−4 −205 Sr 2+ −1483 OH− −519 Ba2+ −1346 CN− −341 Ra2+ −1335 NO3− −316 Al3 + −4741 HCO3− −383 Ga3 + −4745 CO32 − −1486 In3 + −4171 HSO−4 −362 Tl3 + −4163 SO24 − −1099 Tl + −346 PO34 − −2921 Sn2+ −1587 Pb2+ −1523 Anions Chemistry data booklet 21. Strengths of organic acids and bases The acid strengths in the following tables are given in terms of pK a values, where pK a = − log10 K a . The dissociation constant K a values are for aqueous solutions at 298 K. Base strengths are given in terms of pK b values. Carboxylic acids Name Formula pK a methanoic HCOOH 3.75 ethanoic CH3 COOH 4.76 propanoic CH3 CH2COOH 4.87 butanoic CH3 (CH2 )2COOH 4.83 2-methylpropanoic (CH3 )2CHCOOH 4.84 pentanoic CH3 (CH2 )3 COOH 4.83 2,2-dimethylpropanoic (CH3 )3 CCOOH 5.03 benzoic C6H5 COOH 4.20 phenylethanoic C6H5 CH2COOH 4.31 Halogenated carboxylic acids Name Formula pK a chloroethanoic CH2ClCOOH 2.87 dichloroethanoic CHCl 2COOH 1.35 trichloroethanoic CCl3 COOH 0.66 fluoroethanoic CH2FCOOH 2.59 bromoethanoic CH2BrCOOH 2.90 iodoethanoic CH2 ICOOH 3.18 Chemistry data booklet 19 Phenols Name Formula pK a phenol C6H5 OH 9.99 2-nitrophenol O2NC6H4 OH 7.23 3-nitrophenol O2NC6H4 OH 8.36 4-nitrophenol O2NC6H4 OH 7.15 2,4-dinitrophenol (O2N)2C6H3 OH 4.07 2,4,6-trinitrophenol (O2N)3 C6H2OH 0.42 Alcohols Name Formula pK a methanol CH3 OH 15.5 ethanol C2H5 OH 15.5 Amines Name Formula pKb ammonia NH3 4.75 methylamine CH3NH2 3.34 ethylamine CH3 CH2NH2 3.35 dimethylamine (CH3 )2NH 3.27 trimethylamine (CH3 )3N 4.20 diethylamine (C2H5 )2NH 3.16 triethylamine (C2H5 )3N 3.25 phenylamine C6H5NH2 9.13 20 Chemistry data booklet 22. Acid-base indicators Colour change pK a pH range Acid Alkali methyl orange 3.7 3.1–4.4 red yellow bromophenol blue 4.2 3.0–4.6 yellow blue bromocresol green 4.7 3.8–5.4 yellow blue methyl red 5.1 4.4–6.2 red yellow bromothymol blue 7.0 6.0–7.6 yellow blue phenol red 7.9 6.8–8.4 yellow red phenolphthalein 9.6 8.3–10.0 colourless pink Indicator Chemistry data booklet 21 23. Values of the ionization constant of water Temperature ( C) 22 K W value 0 0.113 × 10−14 5 0.185 × 10−14 10 0.292 × 10−14 15 0.453 × 10−14 20 0.684 × 10−14 25 1.00 × 10−14 30 1.47 × 10−14 35 2.09 × 10−14 40 2.92 × 10−14 45 4.02 × 10−14 50 5.43 × 10−14 55 7.24 × 10−14 60 9.55 × 10−14 65 12.4 × 10−14 70 15.9 × 10−14 75 20.1× 10−14 80 25.2 × 10−14 85 31.3 × 10−14 90 38.3 × 10−14 95 46.6 × 10−14 100 56.0 × 10−14 Chemistry data booklet 24. Standard electrode potentials at 298 K Reduced species E Ö (V) Li+ (aq) + e− Li (s) -3.04 K + (aq) + e− K ( s) -2.93 Ca2+ (aq) + 2e− Ca (s) -2.87 Na+ (aq) + e− Na (s) -2.71 Mg2+ (aq) + 2e− Mg(s) -2.37 Al3 + (aq) + 3e− Al(s) -1.66 Mn(s) -1.18 Oxidized species 2+ Mn (aq) + 2e − 1 H (g) + OH− (aq) 2 2 -0.83 − Zn(s) -0.76 Fe2+ (aq) + 2e− Fe (s) -0.45 Ni(s) -0.26 Sn(s) -0.14 Pb (s) -0.13 H2O(l) + e− 2+ Zn (aq) + 2e 2+ Ni (aq) + 2e − Sn2+ (aq) + 2e− 2+ Pb (aq) + 2e − 1 H (g) 2 2 0.00 Cu+ (aq) +0.15 H2SO3 (aq) + H2O(l ) +0.17 Cu(s) +0.34 2OH− (aq) +0.40 Cu+ (aq) + e− Cu(s) +0.52 1 I ( s) + e − 2 2 I− (aq) +0.54 Fe2+ (aq) +0.77 Ag(s) +0.80 Br − (aq) +1.09 H2O (l ) +1.23 2Cr 3 + (aq) + 7H2O (l ) +1.36 H+ (aq) + e− Cu2+ (aq) + e− SO24− (aq) + 4H+ (aq) + 2e− Cu2+ (aq) + 2e− 1 O (g) + H O(l ) + 2 e − 2 2 2 Fe3 + (aq) + e− Ag+ (aq) + e− 1 Br (l ) + e − 2 2 1 O (g) + 2 H+ (aq) + 2 e − 2 2 Cr2 O72 − (aq) + 14H+ (aq) + 6 e− 1 Cl (g) + e − 2 2 MnO−4 (aq) + 8H+ (aq) + 5 e− 1 F (g) + e − 2 2 Chemistry data booklet − Cl (aq) +1.36 Mn2+ + 4H2O (l ) +1.51 − F (aq) +2.87 23 25. Activity series Increasing activity Li Cs Rb K Ba Sr Ca Na Mg Be Al C Zn Cr Fe Cd Co Ni Sn Pb H Sb As Bi Cu Ag Pd Hg Pt Au 24 Chemistry data booklet Chemistry data booklet 26. Infrared data Characteristic ranges for infrared absorption due to stretching vibrations in organic molecules. Wavenumber (cm−1 ) Intensity iodoalkanes 490–620 strong C–Br bromoalkanes 500–600 strong C–Cl chloroalkanes 600–800 strong C–F fluoroalkanes 1000–1400 strong C–O alcohols, esters, ethers 1050–1410 strong C=C alkenes 1620–1680 medium-weak; multiple bands C=O aldehydes, ketones, carboxylic acids and esters 1700–1750 strong C≡C alkynes 2100–2260 variable O–H carboxylic acids (with hydrogen bonding) 2500–3000 strong, very broad C–H alkanes, alkenes, arenes 2850–3090 strong O–H alcohols and phenols (with hydrogen bonding) 3200–3600 strong, broad N–H primary amines 3300–3500 medium, two bands Bond C–I Organic molecules 25 27. 1H NMR data Typical proton chemical shift values (δ ) relative to tetramethylsilane (TMS) = 0 . R represents an alkyl group, and Hal represents F, Cl, Br, or I. These values may vary in different solvents and conditions. Type of proton Chemical shift (ppm) CH3 0.9–1.0 CH2R 1.3–1.4 CHR2 1.5 O C RO 2.0–2.5 CH2 O C R 2.2–2.7 CH2 CH3 2.5–3.5 C C H 1.8–3.1 CH2 Hal 3.5–4.4 R O CH2 3.3–3.7 O R C 3.7–4.8 O CH2 O R C 9.0–13.0 O H R O H 1.0–6.0 CH CH2 OH 26 4.5–6.0 4.0–12.0 Chemistry data booklet Type of proton Chemical shift (ppm) H 6.9–9.0 O R C 9.4–10.0 H 28. Mass spectral fragments lost Chemistry data booklet Mass lost Fragment lost 15 CH3 17 OH 18 H2O 28 CH2 =CH2 , C=O 29 CH3 CH2 , CHO 31 CH3 O 45 COOH 27 29. Triangular bonding diagram Electronegativity difference 3.0 2.5 van Arkel-Ketelaar Triangle of bonding Electronegativity difference ∆χ = χ a − χ b % covalent % ionic Ionic 8 92 25 75 50 50 75 25 100 0 2.0 1.5 Polar covalent 1.0 0.5 Covalent Metallic 0 0.79 1.0 1.5 2.0 2.5 3.0 Average electronegativity ∑ χ = 28 3.5 4.0 ( χ a + χb ) 2 Chemistry data booklet 30. Resin identification codes Resin Identification Code (RIC) Plastic types Resin Identification Code (RIC) Plastic types 1 polyethene terephthalate 5 polypropene PETE PP high-density polyethene 2 HDPE 3 6 polystyrene PS 7 polyvinyl chloride PVC other OTHER low-density polyethene 4 LDPE 31. Representations of some materials molecules Cln Cln Clm O polychlorinated biphenyls Cl O O Clm O polychlorinated dibenzofuran 1,4-dioxin O Cl Clm Cl O Cl 2,3,7,8-tetrachlorodibenzodioxin Chemistry data booklet Cln O polychlorinated dibenzo-p-dioxin 29 32. Solubility product constants at 298 K 30 Compound K sp BaCO3 2.58 × 10−9 Ba(OH)2 ⋅ 8H2O 2.55 × 10−4 BaSO4 1.08 × 10−10 CdCO3 1.0 × 10−12 Cd(OH)2 7.2 × 10−15 PbCO3 7.40 × 10−14 Pb(OH)2 1.43 × 10−20 PbSO4 2.53 × 10−8 Hg2CO3 3.6 × 10−17 Hg2SO4 6.5 × 10−7 NiCO3 1.42 × 10−7 Ni(OH)2 5.48 × 10−16 Ag2CO3 8.46 × 10−12 Ag2SO4 1.20 × 10−5 ZnCO3 1.46 × 10−10 Zn(OH)2 3.0 × 10−17 Chemistry data booklet 33. 2-amino acids Common name Symbol alanine Ala Structural formula H2N CH COOH pH of isoelectric point 6.0 CH3 H2N CH COOH arginine Arg CH2 CH2 CH2 NH C NH2 10.8 NH H2N CH COOH asparagine Asn CH2 C NH2 5.4 O aspartic acid Asp cysteine Cys glutamic acid Glu H2N CH COOH CH2 COOH H2N CH COOH CH2 SH H2N CH COOH CH2 CH2 COOH 2.8 5.1 3.2 H2N CH COOH glutamine Gln CH2 CH2 C NH2 5.7 O glycine Gly H2N CH2 COOH 6.0 H2N CH COOH CH2 histidine His 7.6 N N H isoleucine Ile H2N CH COOH H3C CH CH2 CH3 6.0 H2N CH COOH leucine Leu CH2 6.0 H3C CH CH3 Chemistry data booklet 31 Common name Symbol lysine Lys methionine Met Structural formula H2N CH COOH CH2 CH2 CH2 CH2 NH2 H2N CH COOH CH2 CH2 S CH3 pH of isoelectric point 9.7 5.7 H2N CH COOH phenylalanine CH2 Phe 5.5 COOH proline Pro serine Ser threonine Thr 6.3 HN H2N CH COOH CH2 OH H2N CH COOH H3C CH OH 5.7 5.6 H2N CH COOH tryptophan Trp CH2 5.9 NH H2N CH COOH CH2 tyrosine Tyr 5.7 OH valine 32 Val H2N CH COOH H3C CH CH3 6.0 Chemistry data booklet 34. Lipids, carbohydrates and nucleotide components Lipids Octanoic acid CH3 (CH2 )6 COOH Lauric acid CH3 (CH2 )10 COOH Palmitic acid CH3 (CH2 )14 COOH Stearic acid CH3 (CH2 )16 COOH Oleic acid CH3 (CH2 )7 CH=CH(CH2 )7 COOH Linoleic acid CH3 (CH2 )4 (CH=CHCH2 )2 (CH2 )6 COOH α-Linolenic acid CH3 CH2 (CH=CHCH2 )3 (CH2 )6 COOH H3C CH CH2 CH3 CH2 CH2 CH CH3 CH3 CH3 HO cholesterol Carbohydrates CH2OH H C O H C OH H H OH HO C H H C OH H C OH CH2OH straight chain glucose Chemistry data booklet O CH2OH H HO C H H HO H C OH OH H OH α-glucose C O H C OH CH2OH straight chain fructose 33 CH2OH CH2OH O H CH2OH H OH H H H OH H OH OH O H OH OH α-fructose ribose CH2OH OH O H H H H H OH deoxyribose Nitrogenous bases N HC C N C NH2 O NH2 H N C N CH H2N H adenine C N C N N C CH C N N H O guanine O N C C N CH cytosine O CH CH H uracil 34 N CH H O H C C H O N C C N C CH3 CH H thymine Chemistry data booklet 35. Vitamins and pigments Vitamins O CH3 H C CH3 CH C CH CH3 CH CH C CH CH2 O OH HO CH CH2 HO CH3 CH3 retinol (vitamin A) H3C H3C OH OH ascorbic acid (vitamin C) CH CH2 CH2 CH2 CH CH3 CH3 CH CH CH2 HO vitamin D (D3) Chemistry data booklet 35 Pigments H2C H 3C CH2 N N CH N H3C H2C O CH C H3 C N CH2 O O C20H39 CH3 N Fe CH2 CH N N CH3 CH C H O O R=CH3 (chlorophyll a) CH3 R=CHO (chlorophyll b) CH3 O CH2 CH2 N HC CH3 H H CH2 CH2 CH3 Mg OH HO O R CH CH CH2 chlorophyll heme B R R OH O O OH O+ HO R R O glucose O glucose OH OH quinoidal base (blue) H3C CH3 CH3 CH CH C CH flavylium cation (red) H3C CH3 CH CH C CH CH CH CH C CH CH CH CH3 CH3 C CH CH3 CH H3 C CH3 α-carotene H3 C CH3 CH3 CH CH C CH H3C CH3 CH CH C CH CH CH CH C CH CH3 CH3 CH CH C CH CH3 CH H3 C CH3 β-carotene 36 Chemistry data booklet CH3 CH3 CH CH C CH3 CH CH H3C CH3 CH C CH HC O 11-cis-retinal H3C CH3 CH CH3 CH C CH CH3 CH CH C CH H C O CH3 all-trans-retinal 36. Binding energy curve 9 Average binding energy per nucleon (MeV) 16 8 12 O 56 C 235 Fe U 238 4 U He 7 6 Li Li 7 6 5 4 3 3 3 2 0 He 2 1 1 0 H H H 30 60 90 120 150 180 210 240 270 Number of nucleons in nucleus Chemistry data booklet 37 37. Representations of some medicinal molecules O R C OH C O O H3C C H2C S HO O CH3 OH H H N C O CH3 H ibuprofen paracetamol (acetaminophen) OH OH CH2 CH2 H3C N CH2 CH2 O O OH O morphine CH3 codeine O H3C N O penicillin (general structure) H3C C COOH H 3C N CH3 CH3 N O C C aspirin H3 C NH CH2 CH2 C CH3 O H3C O O NH S O N N CH3 O O C diamorphine (heroin) 38 CH3 CH3 O CH3 omeprazole Chemistry data booklet H3C O N O– NH S CH3 H3 C N+ NH O ranitidine H2N O H3C HO O O CH3 H3C NH H3 C OH HO O NH O OH O HN H3C NH2 HN oseltamivir O zanamivir O CH3 O CH3 OH O O NH H3C O CH3 CH3 O OH O OH O O CH3 O O taxol Chemistry data booklet 39 38. References Data in sections 9, 10, 11, 12, 13, 22, 26 and 27 was taken fully or in part from: Aylward, G. and Findlay, T. 2008. SI chemical data. (5th edition). Queensland, Australia. John Wiley & Sons. Data in section 20 reproduced by permission of The Royal Society of Chemistry. Barret, J. 2003. Inorganic chemistry in aqueous solution. London, UK. Royal Society of Chemistry. Data in section 13 was taken in part from: Burgess, DR. 2012. “Thermochemical Data”. NIST Chemistry WebBook, NIST Standard Reference Database. Number 69. http://webbook.nist.gov. Data in sections 7, 8, 9, 12, 13, 18, 19, 21, 23, 24, 28, 32 and 33 was taken fully or in part from: Haynes, WM. (ed). 2012. CRC Handbook of chemistry and physics. (93rd edition). Boca Raton, US. CRC Press. Data in section 29 can be found in the following source: Leach, MR. 2013. Timeline of structural theory. 04 January 2013. http://www.meta-synthesis.com/webbook/30_timeline/timeline.html. 40 Chemistry data booklet