Rarey-Nannoolal - Estimation of the Normal Boiling Temperature -------------------------------------------------------------- Parameters (revised and extended - 2012-01-18) Original Download Location: http://www.ddbst.com/ChemThermo/default.html A detailed description of the method and calculation examples are given in Nannoolal, Y., Rarey, J., Ramjugernath, D., and Cordes, W. (2004) Fluid Phase Equilib., 226, 45–63. Further examples can be found in Gmehling, Jürgen, Kolbe, Bärbel, Kleiber, Michael, Rarey, Jürgen Chemical Thermodynamics for Process Simulation 1. Edition - February 2012 - Textbook - ISBN-10: 3-527-31277-3 ISBN-13: 978-3-527-31277-1 - Wiley-VCH, Weinheim Text in §...§ is used as short group name. 1) Equation Parameters a,b,c 0.648214247 1.516557758 81.72859765 2) Group Contribution Values (Group number - contribution - group description) 1 177.3066 methyl group attached to nonaromatic atoms (not N,O,F,Cl)§CH3_na_ne§ 2 251.8338 methyl group attached to nonaromatic atom of the type N,O,F,Cl§CH3_na_e§ 3 157.9527 methyl group attached to aromatic atom§CH3_a§ 4 239.4531 CH2 in a chain§CH2_c§ 5 240.6785 CH in a chain§CH_c§ 6 249.5809 C in a chain§C_c§ 7 266.8769 CH2/CH/C in a chain attached to F,Cl,O,N§CH2/CH/C_c_e§ 8 201.0115 CH2/CH/C in a chain attached to aromatic carbon§CH2/CH/C_c_aC§ 9 239.4957 CH2 in a ring§CH2_r§ 10 222.1163 CH in a ring§CH_r§ 11 209.9749 C in a ring§C_r§ 12 250.9584 CH2/CH/C in a ring attached to F,Cl,O,N (in chain)§CH2/CH/C_r_e§ 13 291.2291 CH2/CH/C in a ring attached to O,N in a ring§CH2/CH/C_r_er§ 14 244.3581 CH2/CH/C in a ring attached to aromatic carbon§CH2/CH/C_r_aC§ 15 235.3462 ACH (aromatic carbon with two aromatic neighboring atoms)§ACH_2an§ 16 315.4128 aromatic carbon attached to two aromatic carbon and NOT O,N,Cl,F§ACH_2aC_ne§ 17 348.2779 aromatic carbon attached to two aromatic carbon and O,N,Cl,F§ACH_2aC_e§ 18 367.9649 aromatic carbon attached to three aromatic neighbors§ACH_3an§ 19 106.5492 fluorine attached to nonaromatic carbon/silicon§F_naCSi§ 20 49.2701 fluorine attached to double bonded carbon/silicon§F_dbCSi§ 21 53.1871 fluorine attached to four bonded carbon with at least one F neighbor§F_4bC_1Fn§ 22 78.7578 fluorine attached to carbon with at least one F,Cl neighbor§F_C_1FCln§ 23 103.5672 fluorine attached to four bonded carbon with at least two F,Cl neighbor§F_4bC_2FCln§ 24 -19.5575 fluorine attached to aromatic carbon§F_aC§ 25 330.9117 chlorine attached to noaromatic carbon/silicon§Cl_naCSi§ 26 287.1863 chlorine attached to carbon with one F,Cl-neighbor§Cl_C_1FCln§ 27 267.417 chlorine attached to a carbon which has at least two F,Cl neighbors§Cl_C_2FCln§ 28 205.7363 chlorine attached to aromatic carbon§Cl_aC§ 29 292.5816 chlorine attached to double bonded carbon§Cl_dbC§ 30 419.4959 bromine attached to nonaromatic carbon/silicon§Br_naCSi§ 31 377.6775 bromine attached to aromatic carbon§Br_aC§ 32 556.3944 iodine attached to carbon/silicon§I_CSi§ 33 349.9409 tertiary hydroxyl function attached to carbon/silicon§tOH_CSi§ 34 390.2446 secondary hydroxyl function attached to carbon/silicon chain§sOH_CSi§ 35 443.8712 primary hydroxyl function attached to carbon/silicon chain§pOH_CSi§ 36 488.0819 primary hydroxyl function attached to carbon/silicon for shorter chains§OH_CSi_short§ 37 361.4775 hydroxyl function attached to aromatic carbon§OH_aC§ 38 146.4836 ether oxygen§Eth_O§ 39 820.7118 epoxide§Epox§ 40 321.1759 primary amine attached to nonaromatic carbon/silicon§pNH2_naCSi§ 41 441.4388 primary amine attached to aromatic carbon§pNH2_aC§ 42 223.0992 secondary amines (chain) attached to carbons/silicons§sNH_Csi_c§ 43 126.2952 tertiary amine attached to carbons/silicons§tN_CSi§ 44 1080.3139 carboxylic acid§COOH§ 45 636.202 ester in a chain§Est_c§ 46 642.0427 formic acid ester§F_acid_Est§ 47 1142.6119 ester in a ring (lactone)§Est_r§ 48 1052.6072 amide with two substituents attached to the nitrogen§Am_2s_N§ 49 1364.5333 amide with one substituent attached to the nitrogen§Am_1s_N§ 50 1487.4109 amide with no substituents§Am_0s_N§ 51 618.9782 ketone§Ket§ 52 553.809 aldehyde in Chain§Aldeh§ 53 434.0811 thiol or mercaptane attached to carbon§Thio/Merc_C§ 54 461.5784 thioether§ThioEth§ 55 864.5074 disulfide§diSU§ 56 304.3321 aromatic thioether§aThioeth§ 57 719.2462 nitrile§Nitrile§ 58 475.7958 double bond between carbons in the molecule center§db_C_cen§ 59 586.1413 double bond between carbons in the molecule center attached to at least one aromatic carbon§db_C_cen_1aC§ 60 500.2434 double bond between carbons in the molecule center attached to F,Cl,N,O§db_C_center_e§ 61 412.6276 double bond between one carbon with exactly one neighbor and another atom§db_C_1n&?§ 62 475.9623 double bond between carbons in a ring§db_C_r§ 63 512.2893 triple bond with two additional neigbors§3b_2n?§ 64 422.2307 triple bond between one carbon with one neigbor and a carbon with two neigbors§3b_C1n&C2n§ 65 37.1936 aromatic oxygen§aO§ 66 453.3397 aromatic nitrogen in a five-membered ring§aN_5memr§ 67 306.7139 aromatic nitrogen in a six-membered ring§aN_6memr§ 68 866.5843 nitro group attached to a nonaromatic carbon§NO2_naC§ 69 821.4141 nitro group attached to an aromatic carbon§NO2_aC§ 70 282.0181 silicon§Si§ 71 207.9312 silicon attached to an oxygen§Si_O§ 72 920.3617 nitrate§Nitrate§ 73 1153.1344 phosphate triester§Ph_3_Est§ 74 494.2668 nitrite§Nitrite§ 75 1041.0851 oxime §Oxime§ 76 1251.2675 anhydrides§Anhydr§ 77 778.9151 Acid Chloride§Acid_Cl§ 78 540.0895 boric acid triester§B_Acid_3_Est§ 79 879.7062 carbonate diester§CO_2_Est§ 80 660.4645 isocyanate§iso-Cyan§ 81 1018.4865 isothiocyanat§iso-thio-Cyan§ 82 1559.984 Sulfolane O=S=O§Sulfolane O=S=O§ 83 510.4223 stannane with four carbon neighbors§St_4Cn§ 84 1149.967 arsenic dichloride attached to a carbon§As_2Cl_C§ 85 1209.2972 GeCl3 attached to carbon§Ge_C§ 86 347.7717 germane with four carbon neighbors§Ge_4Cn§ 87 664.0903 C=C=C; cummulated double bonds§Cum_Die§ 88 957.6388 C=C-C=C (ring); conjugated double bonds (ring)§Conj_Die_r§ 89 928.9954 C=C-C=C (chain); conjugated double bonds (chain)§Conj_Die_c§ 90 560.1024 aldehyde in aromatic ring§Aldeh_r§ 91 229.2288 Secondary amines (chain) attached to one carbons/silicons via double bond§sNH_Csi=_c§ 92 606.1797 ketone bonded to aromatic ring§Ket_r§ 93 215.3416 silicon attached to a chlorine or fluorine§Si_FCl§ 94 273.1755 Peroxides§O-O§ 95 1218.1878 C#C-C#C ; conjugated triple bonds §Conj_Diy§ 96 2082.3288 cyclic anhydrides with double or aromatic bond§cAnhydr_db_ab§ 97 201.3224 secondary amines (ring) attached to carbons/silicons§sNH_CSi_r§ 98 hydrazine §azine§ 99 886.7613 Carbamate§Carb§ 100 1045.0343 urea§Urea§ 101 -109.6269 Nitrogen attached to four carbons§N_4C§ 102 111.059 fluorine attached to four bonded carbon with at least one Cl neighbor§F_4bC_1Cln§ 103 1573.3769 Carbonates O-C=O & -O §Cate§ 104 1483.1289 Sulfates§SO4§ 105 1506.8136 Sulfon amides, attached to N and to S with 2 double bond O§SO2N§ 106 484.6371 imidazol(ar-5-ring)§Imdz§ 107 1379.4485 Sulfoxide §S=O§ 108 659.7336 Thiocyanate S-C#N §CNthio§ 109 492.0707 Carbonyl(C=O) with N attached to Carbon§Cbyl_N§ 110 Piperidine N-N=O §Pipdine§ 111 971.0365 Cyanamide N-C#N §CNamide§ 112 . Phosphite attached to only 3 Oxygens,PO3§Phite§ 113 428.8911 Phosphine §P§ 114 523.6109 Azene N=N §N=N§ 115 612.9506 Isoxazole O-N= §azole§ 116 562.1791 Selenium §Se§ 117 761.6006 Aluminum §Al§ 118 40.4205 §C=C-C=O correction§ 119 -82.2328 Carbonyl attached to C with 2 or more halogens§correction§ 120 -247.8893 Carbonyl attached to two C with 2 or more halogens§correction§ 121 -20.3996 Carbon with 3 halogens§correction§ 122 15.472 Secondary Carbon with 2 halogens§correction§ 123 -172.4201 No Hydrogens 124 -99.8035 One Hydrogens 125 -62.374 3/4 Ring 126 -40.0058 5 Ring 127 -27.2705 Ortho Pair(s) 128 -3.5075 Meta Pair(s) 129 16.1061 Para Pair(s) 130 25.8348 nu5 131 35.833 n4_22 132 51.9098 n5 133 111.8372 n6 134 37.0976 empty 3) Interaction Contributions Between Interaction Groups (interaction combination number - contribution - first interaction group - "-" second interaction group) 135 291.7985 OH - OH §OH - OH§ 136 314.6126 OH - NH2 §OH - NH2§ 137 286.9698 OH - NH §OH - NH§ 138 38.6974 OH - SH §OH - SH§ 139 146.7286 OH - COOH §OH - COOH§ 140 135.3991 OH - EtherO §OH - EtherO§ 141 226.498 OH - Epox §OH - Epox§ 142 211.6814 OH - Ester §OH - Ester§ 143 46.3754 OH - Ketone §OH - Ketone§ 144 -74.0193 OH - Teth §OH - Teth§ 145 306.3979 OH - CN §OH - CN§ 146 435.0923 OH - AO §OH - AO§ 147 1334.6747 OH - AN6 §OH - AN6§ 148 288.6155 OH(a) - OH(a) §OH(a) - OH(a)§ 149 797.4327 OH(a) - NH2 §OH(a) - NH2§ 150 -1477.9672 OH(a) - COOH §OH(a) - COOH§ 151 130.3742 OH(a) - EtherO §OH(a) - EtherO§ 152 -1184.9784 OH(a) - Ester §OH(a) - Ester§ 153 -1292.4255 OH(a) - Ketone §OH(a) - Ketone§ 154 43.9722 OH(a) - Alde §OH(a) - Alde§ 155 -1048.1236 OH(a) - Nitro §OH(a) - Nitro§ 156 -614.3624 OH(a) - AN6 §OH(a) - AN6§ 157 174.0258 NH2 - NH2 §NH2 - NH2§ 158 510.3473 NH2 - NH §NH2 - NH§ 159 124.3549 NH2 - EtherO §NH2 - EtherO§ 160 182.6291 NH2 - Ester §NH2 - Ester§ 161 -562.3061 NH2 - Teth §NH2 - Teth§ 162 663.8009 NH2 - Nitro §NH2 - Nitro§ 163 395.4093 NH2 - AO §NH2 - AO§ 164 27.2735 NH2 - AN6 §NH2 - AN6§ 165 239.8076 NH - NH §NH - NH§ 166 101.8475 NH - EtherO §NH - EtherO§ 167 317.02 NH - Ester §NH - Ester§ 168 -215.3532 NH - Ketone §NH - Ketone§ 169 758.9855 NH - AN6 §NH - AN6§ 170 217.636 SH - SH §SH - SH§ 171 501.2778 SH - Ester §SH - Ester§ 172 117.2044 COOH - COOH §COOH - COOH§ 173 612.8821 COOH - EtherO §COOH - EtherO§ 174 -183.2986 COOH - Ester §COOH - Ester§ 175 -55.9871 COOH - Ketone §COOH - Ketone§ 176 -356.5017 OCN - OCN §OCN - OCN§ 177 -263.0807 OCN - Nitro §OCN - Nitro§ 178 91.4997 EtherO - EtherO §EtherO - EtherO§ 179 178.7845 EtherO - Epox §EtherO - Epox§ 180 322.5671 EtherO - Ester §EtherO - Ester§ 181 15.698 EtherO - Ketone §EtherO - Ketone§ 182 17.04 EtherO - Alde §EtherO - Alde§ 183 394.5505 EtherO - Teth §EtherO - Teth§ 184 963.6518 EtherO - Nitro §EtherO - Nitro§ 185 293.5974 EtherO - CN §EtherO - CN§ 186 329.005 EtherO - AO §EtherO - AO§ 187 1006.388 Epox - Epox §Epox - Epox§ 188 163.5475 Epox - Alde §Epox - Alde§ 189 431.099 Ester - Ester §Ester - Ester§ 190 22.5208 Ester - Ketone §Ester - Ketone§ 191 -205.6165 Ester - Nitro §Ester - Nitro§ 192 517.0677 Ester - CN §Ester - CN§ 193 707.9404 Ester - AO §Ester - AO§ 194 -303.9653 Ketone - Ketone §Ketone - Ketone§ 195 -391.369 Ketone - Alde §Ketone - Alde§ 196 -3628.9026 Ketone - Nitro §Ketone - Nitro§ 197 381.0107 Ketone - AtS §Ketone - AtS§ 198 -574.223 Ketone - CN §Ketone - CN§ 199 176.5481 Ketone - AO §Ketone - AO§ 200 124.1943 Ketone - AN6 §Ketone - AN6§ 201 582.1763 Alde - Alde §Alde - Alde§ 202 140.9644 Alde - Nitro §Alde - Nitro§ 203 397.575 Alde - AtS §Alde - AtS§ 204 674.6858 Alde - AO §Alde - AO§ 205 -11.9406 Teth - Teth §Teth - Teth§ 206 65.1432 Nitro - Nitro §Nitro - Nitro§ 207 -101.2319 AtS - CN §AtS - CN§ 208 -348.74 AtS - AN5 §AtS - AN5§ 209 -370.9729 CN - AN6 §CN - AN6§ 210 -888.6123 AO - AN5 §AO - AN5§ 211 -48.9996 AN5 - AN5 §AN5 - AN5§ 212 -271.9449 AN6 - AN6 §AN6 - AN6§ 4) Interaction Groups (name of interaction group - list of groups belonging to this interaction group) OH 33 34 35 36 OH(a) 37 NH2 40 41 NH 42 97 SH 53 COOH 44 OCN 80 EtherO 38 Epox 39 Ester 45 46 47 Ketone 51 92 Alde 52 90 Teth 54 Nitro 69 AtS 56 CN 57 AO 65 AN5 66 AN6 67