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. 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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 Mass (kg) 1.672622 × 10 Charge (C) 1.602189 × 10−19 Chemistry data booklet −27 1.674927 × 10 0 Electron −27 9.109383 × 10−31 1.602189 × 10−19 3 4 Chemistry data booklet Br Cd Cs Ca Cf C Ce Cl boron bromine cadmium caesium calcium californium carbon cerium chlorine Cu Cm Ds Db copper curium darmstadtium dubnium Cn B bohrium copernicium Bh bismuth Cr Bi beryllium Co Be berkelium cobalt Bk barium chromium At Ba astatine Ar As antimony arsenic Sb americium argon Al Am aluminium Ac Symbol actinium Element 5. Names of the elements 105 110 96 29 112 27 24 17 58 6 98 20 55 48 35 5 107 83 4 97 56 85 33 18 51 95 13 89 Atomic number Element manganese magnesium lutetium lithium lead lawrencium lanthanum krypton iron iridium iodine indium hydrogen holmium helium hassium hafnium gold germanium gallium gadolinium francium fluorine fermium europium erbium einsteinium dysprosium Mn Mg Lu Li Pb Lr La Kr Fe 49 In I Ir 25 12 71 3 82 103 57 36 26 77 53 1 67 2 108 72 79 32 31 64 87 9 100 63 68 99 66 Atomic number H Ho He Hs Hf Au Ge Ga Gd Fr F Fm Eu Er Es Dy Symbol Chemistry data booklet 5 Nb N No Os O Pd P Pt Pu Po niobium nitrogen nobelium osmium oxygen palladium phosphorus platinum plutonium polonium Pa Ra Rn Re Rh Rg Rb protactinium radium radon rhenium rhodium roentgenium rubidium Pm Ni nickel promethium Np neptunium K Ne neon Pr Nd neodymium praseodymium 46 Mo molybdenum potassium 8 Hg 37 111 45 75 86 88 91 61 59 19 84 94 78 15 76 102 7 41 28 93 10 60 42 80 101 Md mercury 109 Atomic number mendelevium Symbol Mt Element meitnerium Element zirconium zinc yttrium ytterbium xenon vanadium uranium tungsten titanium tin thulium thorium thallium terbium tellurium technetium tantalum sulfur strontium sodium silver silicon selenium seaborgium scandium samarium rutherfordium ruthenium Zr Zn Y Yb Xe V U W Ti Sn Tm Th Tl Tb Te Tc Ta S Sr Na Ag Si Se Sg Sc Sm Rf Ru Symbol 40 30 39 70 54 23 92 74 22 50 69 90 81 65 52 43 73 16 38 11 47 14 34 106 21 62 104 44 Atomic number 6 Chemistry data booklet 7 6 5 4 3 2 1 40.08 38 39.10 37 (223) (226) Ra 88 87 Fr 137.33 132.91 Ba 56 Cs 87.62 55 Sr 85.47 Rb Ca 20 19 K 24.31 22.99 Mg 12 Na 9.01 11 Be 4 2 6.94 Li 3 1.01 H 1 1 ‡ † (227) V 91 232.04 231.04 Pa 140.91 238.03 U 92 144.24 Nd 60 Pr 59 Sg 106 183.84 W 74 95.96 Mo 42 (269) 90 Th Cr 24 52.00 6 (268) Db 105 180.95 Ta 73 92.91 Nb 41 50.94 23 5 140.12 Ce 58 (267) Rf 104 89 ‡ Ac 178.49 138.91 Hf 72 La 91.22 57 † Zr 40 47.87 Ti 22 4 88.91 Y 39 44.96 Sc 21 3 6. The periodic table (237) Np 93 (145) 61 Pm (270) Bh 107 186.21 Re 75 (98) Tc 43 54.94 Mn 25 (244) Pu 94 150.36 62 Sm (269) Hs 108 190.23 Os 101.07 76 Ru 44 55.85 Fe 26 Relative atomic mass (243) Am 95 151.96 63 Eu (278) Mt 192.22 109 Ir 102.91 77 Rh 45 58.93 Co 27 (247) Cm 96 157.25 64 Gd (281) Ds 110 195.08 Pt 78 106.42 Pd 46 58.69 Ni 28 (247) Bk 97 158.93 65 Tb (281) Rg 111 196.97 Au 79 107.87 Ag 47 63.55 Cu 29 11 (251) Cf 98 162.50 66 Dy (285) Cn 112 200.59 Hg 80 112.41 Cd 48 65.38 Zn 30 12 (252) Es 99 164.93 67 Ho (286) Uut 113 204.38 Tl 114.82 81 In 69.72 49 Ga 31 26.98 Al 10.81 13 B 5 13 (257) Fm 100 167.26 68 Er (289) Uuq 114 207.20 Pb 82 118.71 Sn 50 72.63 Ge 28.09 32 Si 14 12.01 C 6 14 (258) Md 101 168.93 69 Tm (288) Uup 115 208.98 Bi 83 121.76 Sb 51 74.92 As 30.97 33 P 15 14.01 N 7 15 (259) No 102 173.05 70 Yb (293) Uuh 116 (209) Po 84 127.60 Te 52 78.96 Se 34 32.07 S 16 16.00 O 8 16 Lr (262) 103 174.97 71 Lu (294) Uus 117 (210) At 126.90 85 I 79.90 53 Br 35 35.45 Cl 19.00 17 F 9 17 (294) 118 Uuo (222) 86 Rn 131.29 54 Xe 83.90 36 Kr 39.95 18 Ar 20.18 10 Ne He 18 4.00 10 Element 9 2 8 Atomic number 7 Chemistry data booklet 7 650.0 1090 842.0 1484 768.8 1377 725.0 1845 699.8 1140 97.79 882.9 63.38 758.8 39.30 687.8 28.44 670.8 27.00 676.8 Fr Cs Rb K Na Ra Ba Sr Ca Mg 2468 Be 1342 Li 1287 180.5 −252.9 H −259.2 Ac 3200 1050 3464 4600 Hf 2233 920.0 La 4406 3345 Zr 1854 1522 Y 3287 Ti 1670 2836 Sc 1541 5455 Ta 3017 4741 Nb 2477 3407 V 1910 5555 W 3414 4639 Mo 2622 2671 Cr 1907 5900 Re 3453 4262 Tc 2157 2061 Mn 1246 5008 Os 3033 4147 Ru 2333 2861 Fe 1538 Boiling point (°C) Element Melting point (°C) 4428 Ir 2446 3695 Rh 1963 2927 Co 1495 3825 Pt 1768 2963 Pd 1555 2913 Ni 1455 2836 Au 1064 2162 Ag 961.8 2560 Cu 1085 356.6 Hg −38.83 766.8 Cd 321.1 907.0 Zn 419.5 1473 Tl 2027 303.8 In 2229 156.6 Ga 29.77 2519 Al 660.3 4000 B 2077 7. Melting points and boiling points of the elements (at 101.325 kPa) 1749 Pb 327.5 2586 Sn 231.9 2833 Ge 938.2 3265 Si 1414 4827 C 3500 1564 Bi 271.4 1587 Sb 630.6 613.0 As 816.8 280.5 P 44.15 −195.8 N −210.0 962.0 Po 253.8 987.8 Te 449.5 684.8 Se 220.8 444.6 S 115.2 −183.0 O −218.8 336.8 At 184.4 301.8 I 58.78 113.7 Br −7.050 −34.04 Cl −101.5 −188.1 F −219.7 Ne Ar Kr Xe Rn −61.85 −71.15 −108.1 −111.8 −153.4 −157.4 −185.8 −189.3 −246.0 −248.6 He −268.9 8 Chemistry data booklet Li 0.8 K 0.8 393 376 Fr 0.7 1.3 Mg 0.9 1.1 La 1.1 Zr Hf 1.3 V 1.6 −8 651 1.5 Ta −1 728 1.6 1.7 W 2.2 1.9 2.2 Ir 2.2 Pt 2.2 1.7 Cd 2.4 Au 1.9 Hg −223 1007 1.9 Ag −205 890 2.2 1.6 Zn −126 868 1.9 −119 906 Cu −54 731 Pd −151 864 2.3 Rh −106 865 Os −14 814 2.2 Ru Ni −112 745 1.9 −110 804 1.9 −64 737 Co −15 760 −101 720 1.8 Fe 762 −53 710 Re −79 756 2.1 Tc −72 702 Mo −31 759 Nb −88 684 1.6 Mn −64 717 Cr 1.7 −51 653 Element −1 Electron affinity (kJ mol ) −1 (2nd EA / kJ mol ) Electronegativity First ionization −1 energy (kJ mol ) −41 652 1.3 −45 659 −34 Ti 1.5 −30 640 Ac −10 499 Ra −47 509 0.9 Y 1.2 −5 600 1.4 −18 659 Sc −2 633 −14 538 Ba −46 503 1.0 Sr −47 549 1.0 Ca −48 590 Cs 0.8 1.6 Be −53 738 Na 0.9 1.0 −60 900 −73 Rb 403 419 496 520 2.2 H 1312 B Al Tl 1.8 589 1.8 In 558 1.8 1.8 1.9 Bi 2.0 F Ar Ne Br 3.0 Kr 2.0 Po −183 2.1 Te 2.6 Xe At Rn −270 1037 2.2 I 2.7 −190 1008 −295 1170 2.6 −91 812 3.2 Cl 4.0 −195 1140 −325 1351 Se −78 941 Sb −35 703 Pb −36 716 2.0 S 2.6 −101 869 2.2 O 3.4 1314 −141 1681 −328 2081 (+753) He 2372 −72 1000 −200 1251 −349 1520 (+545) As −107 831 Sn −29 709 2.0 P 2.2 −119 944 Si Ge −41 762 N 3.0 −134 1012 1.9 −42 787 C 2.6 −27 1086 −122 1402 Ga 579 1.6 578 2.0 801 8. First ionization energy, electron affinity and electronegativity of the elements Chemistry data booklet 9 140 160 206 238 211 242 La 194 90 (3+ ) Y 176 75 (3+ ) Sc 159 Fr Ra Ac 201 167 (1+) 135 (2+) 103 (3+) Ba Cs 152 (1+) 118 (2+) Sr 190 Rb 215 138 (1+) 100 (2+) Ca 174 200 K 72 (2+ ) 102 (1+) Na Mg 45 (2+ ) Be 76 (1+ ) Li 99 130 H 32 71 (4+ ) Hf 164 72 (4+ ) Zr 164 86 (2+ ) 61 (4+ ) Ti 148 64 (5+ ) Ta 158 72 (3+ ) 64 (5+ ) Nb 156 79 (2+ ) 54 (5+ ) V 144 66 (4+ ) 60 (6+) W 150 65 (4+ ) Mo 146 62 (3+ ) 44 (6+ ) Cr 130 63 (4+) 53 (7+) Re 141 65 (4+) Tc 138 83 (2+ ) 53 (4+ ) Mn 129 63 (4+ ) 55 (6+) Os 136 68 (3+) 62 (4+ ) Ru 136 61 (2+ ) 55 (3+ ) Fe 124 Ionic radius −12 (10 m) Element Atomic radius −12 (10 m) 9. Atomic and ionic radii of the elements 68 (3+) 63 (4+) Ir 132 67 (3+) 60 (4+) Rh 134 65 (2+) 55 (3+) Co 118 80 (2+) 63 (4+) Pt 130 86 (2+) 62 (4+) Pd 130 69 (2+ ) Ni 117 Hg 132 95 (2+ ) Cd 140 74 (2+ ) Zn 120 Tl 144 80 (3+) In 142 62 (3+) Ga 123 Pb 145 118 (2+) 69 (4+ ) Sn 140 53 (4+ ) 272 (4−) Ge 120 40 (4+ ) Si 114 16 (4+ ) C 75 64 O F 60 Bi 150 76 (3+ ) Sb 140 58 (3+ ) 46 (5+ ) As 120 38 (5+ ) P 109 Cl 100 Br 117 97 (4+) Po 142 221 (2−) Te 137 At 148 220 (1−) I 136 198 (2−) 196 (1−) Se 118 184 (2−) 181 (1−) S 104 146 (3−) 140 (2−) 133 (1−) N 71 137 (1+) 119 (1+) 150 (1+) 119 (2+) 103 (3+) 85 (3+ ) 102 (2+) 89 (3+) 78 (4+ ) 76 (5+) Au 130 115 (1+) Ag 136 77 (1+ ) 73 (2+ ) Cu 122 54 (3+ ) Al 124 27 (3+ ) B 84 Rn 146 Xe 136 Kr 116 Ar 101 62 Ne 37 He 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 −11.0 −12.0 +104 −82.0 −36.0 −58.0 +235 +178 −74.0 +202 −26.0 +246 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 −14.0 −137 −90.0 +163 −53.0 −26.0 +199 +11.0 +127 +161 +144 +200 +168 +32.0 +243 Chemistry data booklet Chemistry data booklet 13 s s g g g g g l l l l g g g l l s g l l l l S C CO CH4 C2H6 C3H8 C4H10 C5H12 C6H14 C8H18 C6H12 C2H4 C4H6 C2H2 C6H6 C6H5CH3 C10H8 C2H5Cl C2H5 I CHCl3 CH3OH C2H5OH sulfur carbon (graphite) carbon monoxide ethane propane butane pentane hexane octane cyclohexane ethene buta-1,3-diene ethyne benzene methylbenzene naphthalene chloroethane iodoethane trichloromethane methanol ethanol methane g State H2 Formula hydrogen Substance −1367 −726 −473 −1463 −1413 −5156 −3910 −3268 −1301 −2541 −1411 −3920 −5470 −4163 −3509 −2878 −2219 −1561 −891 −283 −394 −297 −286 ∆H Öc (kJ mol−1 ) sucrose glucose urea nitrobenzene phenylamine methylamine ethanamide ethyl ethanoate ethanedioic acid benzoic acid ethanoic acid methanoic acid phenylethanone pentan-3-one propanone benzaldehyde ethanal methanal ethoxyethane phenol cyclohexanol butan-1-ol propan-1-ol Substance l s s l C6H11OH C6H5OH (C2H5 )2O l (CH3 )2CO C12H22O11 C6H12O6 CO(NH2 )2 C6H5NO2 C6H5NH2 s s s l l g s CH3NH2 l CH3CONH2 s s l l l CH3COOC2H5 (COOH)2 C6H5COOH HCOOH CH3COOH CH3COC6H5 l l C6H5CHO (C2H5 )2CO g HCHO CH3CHO g l C4H9OH State C3H7OH Formula −5640 −2803 −633 −3088 −3393 −1086 −1186 −2238 −243 −3228 −874 −255 −4149 −3100 −1790 −3525 −1167 −571 −2724 −3053 −3728 −2676 −2021 ∆H Öc (kJ mol−1 ) 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 . 13. Enthalpies of combustion 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 O– O – HO O ethanedioate N O 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. Alkali metal halides Ö ∆Hlattice (kJ mol−1 ) 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 25 600–800 chloroalkanes fluoroalkanes alcohols, esters, ethers alkenes aldehydes, ketones, carboxylic acids and esters alkynes carboxylic acids (with hydrogen bonding) alkanes, alkenes, arenes alcohols and phenols (with hydrogen bonding) primary amines C–Cl C–F C–O C=C C=O C≡C O–H C–H O–H N–H 3300–3500 3200–3600 2850–3090 2500–3000 2100–2260 1700–1750 1620–1680 1050–1410 1000–1400 500–600 bromoalkanes C–Br 490–620 Wavenumber (cm−1 ) iodoalkanes Organic molecules C–I Bond strong strong strong strong strong Intensity medium, two bands strong, broad strong strong, very broad variable strong medium-weak; multiple bands Characteristic ranges for infrared absorption due to stretching vibrations in organic molecules. 26. Infrared data 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 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 1.8–3.1 CH2 Hal 3.5–4.4 3.3–3.7 O C O CH2 O R C O H R O H 3.7–4.8 9.0–13.0 1.0–6.0 CH CH2 OH 26 2.5–3.5 C C H R O CH2 R Chemical shift (ppm) 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 van Arkel-Ketelaar Triangle of bonding Electronegativity difference 3.0 2.5 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 O Clm Cln Clm O polychlorinated biphenyls Cl O Cln 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 arginine Arg Structural formula H2N CH COOH pH of isoelectric point 6.0 CH3 H2N CH COOH CH2 CH2 CH2 NH C NH2 10.8 NH asparagine Asn H2N CH COOH 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 isoleucine Ile H 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 OH H OH α-glucose C O H C OH 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 N C 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 CH3 H C CH3 CH C CH O 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 CH H3C CH H2C C CH2 O H3 C N 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 O N N 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 4 7 C O 56 235 Fe U 238 He U 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 C S O C CH3 OH H H N C O CH3 H ibuprofen paracetamol (acetaminophen) OH OH CH2 CH2 H3C N O CH2 CH2 O OH O morphine CH2 CH2 C CH3 O H3C O O NH O N S N O O C diamorphine (heroin) 38 CH3 codeine O H3C N O penicillin (general structure) H3C C COOH H 3C N CH3 CH3 N O HO aspirin H3 C NH CH3 CH3 CH3 O CH3 omeprazole Chemistry data booklet H3C O N O– NH S CH3 H3 C N+ NH O ranitidine O H3C HO O H2N 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