Tài liệu Organic structures from spectra

Please Keep Absolutely Confidential ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman Copyright: Copying or duplicating these solutions in any form is strictly prohibited Solutions Manual December 2007 1 Please Keep Absolutely Confidential ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 5 1 Copyright: Copying or duplicating these solutions in any form is strictly prohibited 9 BrCH2 CH2Br O 13 OH OH CH3 C C Cl2CH CH3 CH3 CH3 CH3 2 2-butanone 1,2-dibromoethane pinacol 1,1-dichloroethane C4H8O C2H4Br2 C6H14O2 C2H4Cl2 CH3CH2 OH 6 10 O CH3 O O O 14 CH3 H CH3 CH3 OH O propionic acid 1,2-butanedione (biacetyl) C4H6O2 C3H6O2 3 O CH2CH3 CH3 4 7 O CH2C N CH2C N 11 1,4-cyclohexanedione 2-propanol C6H8O2 C3H8O O 15 CH3 H CH3 Br ethyl acetate succinonitrile cyclopentanone 2-bromopropane C4H8O2 C4H4N2 C5H8O2 C3H7Br CH3O CH2CH3 O 8 12 CH3 CH3 CH3 C C CH3CH2 I 16 Cl Cl CH3 CH3 CH3 December 2007 methyl propionate 2,2,3,3-tetramethylbutane iodoethane 1,4-dichlorobutane C4H8O2 C8H18 C2H5I C4H8Cl2 2 Please Keep Absolutely Confidential 17 Br ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 21 Br Copyright: Copying or duplicating these solutions in any form is strictly prohibited H2N 25 COOH N CH2C 29 CH2 C CH3 O 1,3-dibromopropane 4-aminobutyric acid benzyl cyanide benzyl methyl ketone C3H6Br2 C4H9NO2 C8H7N C9H10O 18 Br 22 Cl 26 OCH3 CH2NH2 30 O 1-bromo-3-chloropropane anisole benzylamine propiophenone C3H6BrCl C7H8O C7H9N C9H10O 19 Br N C 23 27 CH2OH OH 31 CH3 CH C H O 4-bromobutyronitrile benzyl alcohol 2-phenylethanol 2-phenylpropionaldehyde C4H6NBr C7H8O C8H10O C9H10O 28 + NH3 20 CH3 December 2007 H COO 24 OH CH2Br 32 O H CH3 - alanine benzyl bromide 1-phenylethanol butyrophenone C3H7NO2 C7H7Br C8H10O C10H12O 3 Please Keep Absolutely Confidential ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman O 33 O O 34 37 O 41 N CH3 O C O 45 C O CH3 O CH3 H CH3 O O H t-butyl acetoacetate dibenzylamine propionic anhydride 1,1-diacetoxyethane C8H14O3 C14H15N C6H10O3 C6H10O4 CH3CH2 O C H 38 42 CH3 O CH3 N N ethyl formate CH3 O 35 O 39 C H O COOCH3 CH3 diethyl oxalate dimethyl methylmalonate C6H10O4 C6H10O4 43 O 47 O CH3 O O O CH3 O CH3 CH3 O O O C CH3OOC O N,N,N,N-tetramethyl-1,2ethanediamine C6H16N2 C3H6O2 46 O CH3 C O OCH3 benzil 2,5-hexanedione ethylene glycol diacetate methyl acetyllactate C14H10O2 C6H10O2 C6H10O4 C6H10O4 36 40 44 O CH3CH2O OCH2CH3 48 O CH3O OCH3 O December 2007 Copyright: Copying or duplicating these solutions in any form is strictly prohibited O O C C O O 1,2-diphenylethane diethyl carbonate dimethyl succinate diethyl succinate C14H14 C5H10O3 C6H10O4 C8H14O4 4 Please Keep Absolutely Confidential Copyright: Copying or duplicating these solutions in any form is strictly prohibited ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman O 49 53 O O 57 CHCl2 O H3C CH3 H3C CH3 61 OCH3 OCH3 OCH3 ethylene glycol dipropionate α,α-dichlorotoluene 1,2,3-trimethoxybenzene durene C8H14O4 C7H6Cl2 C9H12O3 C10H14 CH3 50 51 O O C C O 54 58 OCH3 C H OCH3 CH3 62 CH3 CH3 CH3 CH3 butyric anhydride benzaldehyde dimethylacetal mesitylene 1,2,3,4-tetramethylbenzene C8H14O3 C9H12O2 C9H12 C10H14 Br 55 Br 59 OH 63 CH3 COOH CH3 CH3 CH3 CH3 CH3 52 CH3 CH3 1,4-dibromobenzene benzilic acid 1,2,3-trimethylbenzene 1,2,3,5-tetramethylbenzene C6H4Br2 C14H12O3 C9H12 C10H14 Br Br 56 60 OH CH3 CH3 OH CH3 64 CH3 CH3 CH3 CH3 CH3 CH3 4,4'-dibromobiphenyl catechol 1,2,4-trimethylbenzene hexamethylbenzene C12H8Br2 C6H6O2 C9H12 C12H18 December 2007 5 Please Keep Absolutely Confidential 65 CH3 ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 69 CH3 CH3 1,2,3,4,5,pentamethylcyclopentadiene C10H16 66 CH3 CH3 3-hydroxybutanone (acetoin) C4H8O2 70 NH2 74 4-hydroxy-4-methyl-2pentanone C6H12O2 C2H5NO 71 O O 3,3-dimethylglutaric acid C7H12O4 78 HOOC COOH O hexylamine 2,2-dimethylpentanedioc acid C7H12O4 C6H15N 75 CH3 79 O CH3CH2 O CH3 CH3 CH3 O CH3 Br N N CH3 O ethyl glycolate isobutyl acetate ethyl 2-bromopropionate tetramethylurea C4H8O3 C6H12O2 C5H9O2Br C5H12N2O 68 72 O CH3CH2O December 2007 NH2 HOOC COOH CH3 CH3 O acetamide HO CH3 CH3 2-methyl-2-butanol (t-amyl alcohol) C5H12O HO O 67 77 OH CH3 O CH3 H 73 OH CH3 CH3 Copyright: Copying or duplicating these solutions in any form is strictly prohibited C N 76 COOH OCH3 O 80 O O OCH3 ethyl cyanoacetate 3,3-dimethylbutyric acid 4,4-dimethoxy-2-butanone 1,3-dioxan C5H7NO2 C6H12O2 C6H12O3 C4H8O2 6 Please Keep Absolutely Confidential 81 ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 85 O 89 Br OH O 93 CH2 HO O H O 1,4-dioxan 2-bromohexanoic acid 2-methylbut-3-en-2-ol dibutyl ether C4H8O2 C6H11O2Br C5H10O C8H18O 82 O 86 O O 90 CN H + - C H OH O O 94 NH3 CH3 CN O O 83 Copyright: Copying or duplicating these solutions in any form is strictly prohibited O 18-crown-6 2-ethylmalononitrile threonine butylbenzene C12H24O6 C5H6N2 C4H9NO3 C10H14 H2C C 87 CH2Cl 91 CN Br 95 C(CH3)3 Cl 2,3-dichloropropene 3-methylbutyronitrile 1-bromo-3-phenylpropane t-butylbenzene C3H4Cl2 C5H9N C9H11Br C10H14 84 88 O Cl O H2N C C 92 H NO2 96 CH3 4-chlorobutyl acetate 5-amino-1-pentyne 1-nitropropane sec-butylbenzene C6H11O2Cl C5H9N C3H7NO2 C10H14 December 2007 7 Please Keep Absolutely Confidential ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 101 97 Copyright: Copying or duplicating these solutions in any form is strictly prohibited Cl C(CH3)3 105 O C 109 O CH3O C CH3 HO CH2OCH3 CH3 neopentylbenzene p-chloroacetophenone 4-methoxyacetophenone 4-methoxymethylphenol C11H16 C8H7OCl C9H10O2 C8H10O2 98 CH2Cl 102 CH3 O 106 O CH3 C C O 110 CH3 CH3 N C N CH3 Cl 4-(n-butyl)-α-chlorotoluene p-toluyl chloride p-cresyl acetate 4-dimethylaminobenzonitrile C11H15Cl C8H7OCl C9H10O2 C9H10N2 99 103 O CH3O 107 COOH O H3C 111 CH3 Br C N CH3 OCH3 4-methyl-4-phenyl-2-pentanone C12H16O 100 O Br C 104 p-anisic acid methyl p-toluate p-bromo-N,N-dimethylaniline C8H8O3 C9H10O2 C8H10NBr CH2O C CH3 108 CH3O CH2OH O CH3 112 O CH3O C C(CH3)3 p-bromoacetophenone benzyl acetate p-methoxybenzyl alcohol p-anisyl t-butyl ketone C8H7OBr C9H10O2 C8H10O2 C12H16O2 December 2007 8 Please Keep Absolutely Confidential 113 O (H3C)3C Copyright: Copying or duplicating these solutions in any form is strictly prohibited ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 117 121 O O C CH3 CH3CH2O C H NH2 125 N O 4-t-butylphenyl acetate o-nitrobenzaldehyde ethyl p-aminobenzoate C12H16O2 C7H5NO3 C9H11NO2 (CH3)3C C OCH3 O 118 H C 122 OCH3 CH3CH2O C O NH2 p-ethoxybenzamide C12H16O2 C8H8O2 C9H11NO2 NO2 119 p-ethoxyacetanilide (phenacetin) C10H13NO2 H 126 HO N C CH3 O 4-methoxybenzaldehyde CH3O O 2N C C H 123 p-hydroxyacetanilide (paracetamol) C8H9NO2 127 O CH3 CH3 O O methyl 4-t-butylbenzoate 115 C CH3CH2O NO2 114 H O C NH C CH3 O O 116 p-nitroanisole 4-nitrophenylacetylene 4-methylacetanilide ethyl p-ethoxybenzoate C7H7NO3 C8H5NO2 C8H9NO C11H14O3 H C NO2 120 124 O C O O C H3C OH 128 O CH3 C NH2 O OCH3 O p-nitrobenzaldehyde 4-acetoxybenzoic acid 4-aminoacetophenone C7H5NO3 C9H8O4 C8H9NO December 2007 CH3O 9 methyl (p-methoxyphenyl)propionionate C11H14O3 Please Keep Absolutely Confidential 129 H N Copyright: Copying or duplicating these solutions in any form is strictly prohibited ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 133 137 O O O C O O O C 141 H O O CH3 C O N-isopropylbenzylamine hydroquinone dipropionate C10H15N C12H14O4 130 134 OCH3 O C CH3 methyl 2-methoxy-2phenylacetate C10H12O3 131 NCO O cyclopropyl methyl ketone C5H8O 142 CH3O C O O 138 O O 1,3-dihydroxyphenyl dipropionate C12H14O4 C C H OCH3 OH C O O O diethyl terephthalate dimethyl o-phthalate cyclopropane carboxylic acid C12H14O4 C10H10O4 C4H6O2 O 135 C C 139 O O O 143 H C O O 132 phenyl isocyanate diethyl o-phthalate cycloheptanone benzoylcylopropane C7H5NO C12H14O4 C7H12O C10H10O OCH3 136 O OCH3 H O C 140 O C 144 H CH2 C O OCH2CH3 O phenylacetaldehyde dimethyl acetal C10H14O2 December 2007 diethyl isophthalate cycloheptatriene ethyl cyclobutanecarboxylate C12H14O4 C7H8 C7H12O2 10 Please Keep Absolutely Confidential 145 O C(CH3)3 Copyright: Copying or duplicating these solutions in any form is strictly prohibited ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 149 153 157 CH3 (CH3)3C O OH O C O NEt2 (CH3)3C 4-t-butylcyclohexanone benzyl benzoate N,N-diethyl-m-toluamide 3,5-di-t-butylphenol C10H18O C14H12O2 C12H17NO C14H22O 146 150 H O CH3 154 158 Br Br N H3C O N-methylacetamide H2N NH2 Br (p-cresyl)methyl phenyl ketone C15H14O2 C3H7NO 147 OH O CH3 151 CH3 O 2-bromophenol 3,5-dibromocumene C6H5OBr C9H10Br2 155 159 O Br O C CH3 O COOH 148 1,4-diaminobutane p-cresyl phenylacetate C4H12N2 C15H14O2 H2N NH2 152 Cl3C COOH acetylsalicylic acid (aspirin) C9H8O4 156 CCl3 160 NH2 Br 3-bromo-5-isopropylbenzoic acid C10H11O2Br Br O O H O 1,5-diaminopentane C5H14N2 December 2007 1,3-bis(trichloromethyl)benzene C8H4Cl6 11 2,6-dibromoaniline piperonal C6H5NBr2 C8H6O3 Please Keep Absolutely Confidential 161 162 ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 165 CH3 CH3 Copyright: Copying or duplicating these solutions in any form is strictly prohibited 169 O NO2 173 O 3-nitro-o-xylene 2-cyclohexene-1-one indane α-tetralone C8H9NO2 C6H8O C9H10 C10H10O Cl CH3 Cl Cl 166 170 O 174 O OH O 2,4,5-trichlorotoluene 2-hydroxycyclohex1-en-3-one C6H8O2 C7H5Cl3 163 Cl NH2 Cl Cl 167 171 O C CH3 3,3-dimethylindan-1-one β-tetralone C11H12O C10H10O 175 O H 164 2,4,5-trichloroaniline 1-acetyl-1-cylohexene 1-indanone 9-methylfluorene C6H4NCl3 C8H12O C9H8O C14H12 CH3O I OCH3 I 168 172 CH3 CH3 O 4,6-diiodo-1,3dimethoxybenzene C8H8O2I2 176 O O CH3 December 2007 CH3 4-methylpent-3-en-2-one (mesityl oxide) C6H10O 12 2-indanone fluorenone C9H8O C13H8O Please Keep Absolutely Confidential 177 CH3 ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 181 CH3CH2 185 CH3 H O CH3 O O CH3 O CH3 CH3 183 N CH3 HO C C C mevalonic lactone C6H10O3 December 2007 C C C CH2CH3 OH H 187 C C C OH CH3 COOH H CH3 3-methyl-1-phenylpent1-yn-3-ol C12H14O C C CH3 2-hydroxy-3-methylbutyric acid C5H10O3 191 OH CH2 CH CH2 OH OH OH 1-phenyl-1,3-pentadiyne glycerol C11H8 C3H8O3 COOCH3 188 H C O C3H6Br2 CH3 CH3 C O CH3 2,5-dimethyl-3-hexyne2,5-diol C8H14O2 184 OH 1,2-dibromopropane 190 CH3 CH3 CH3 CH3 O 2,2-dimethylglutaric anhydride C7H10O3 CH3 (Z)-1-methoxybut1-en-4-yne C5H6O 1,2,2,6,6-pentamethylpiperidine C10H21N CH3 180 H CH3 3,3-dimethylglutaric anhydride C7H10O3 O CH2Br H 186 O O O 182 O CH3 CH3 C 4-ethyl-4-methyl-2,6piperidinedione C8H13NO2 CH3 179 OCH3 Br H 2,4,6-trimethyl1,3,5-trioxane C6H12O3 CH3 N 189 H C O 178 Copyright: Copying or duplicating these solutions in any form is strictly prohibited 192 OH CH3 O H C HC H (Z)-3-methylpent-2en-4-ynal C6H6O C NH2 CH methyl 4-amino-3,5diethynylbenzoate C12H9NO2 13 CH3 H 2-butanol C4H10O Please Keep Absolutely Confidential 193 ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 197 O Copyright: Copying or duplicating these solutions in any form is strictly prohibited S 201 O NH2 S O Cl 205 H NH2 O O dibenzyl sulfoxide p-aminobenzenesulfonamide C6H8N2O2S C14H14OS vinyl 2-chloroethyl ether cinnamaldehyde C4H7OCl C9H8O 198 194 202 O S 206 O S N O COOH CH2OH CH3 O (E)-3-(phenylthio)acrylic acid C9H8O2S 195 N-(p-tolyl)succinimide cinnamyl alcohol C4H6O2S C11H11NO2 C9H10O 199 O CH3 divinyl sulfone S OCH2CH3 207 Cl H H CH C(CH3)3 O H ethyl p-toluenesulfonate allyl p-anisyl thioether C9H12O3S O phenylacetaldeyde ethylene glycol acetal C10H12O2 C10H12OS O CH3 O CH2 CH3O O 196 203 S 200 O (E)-3-chloro-4,4-dimethyl-1phenyl-1-pentene C13H17Cl O S O CH2CH2O 4 S CH3 204 S CH(CH3)2 208 H H O O CH3 Br CH3 p-tolyl methyl sulfoxide C8H10OS December 2007 tetraethylene glycol ditosylate C22H30O9S2 (E)-1-phenyl-4-methyl-1penten-3-one C12H14O 14 (Z)-β-bromostyrene C8H7Br Please Keep Absolutely Confidential 209 ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 213 H NO2 Br 217 H Cl C H Cl OH O 214 Cl Cl Cl 3-benzyloxy-1-propanol 211 215 COOH CH3O O 219 Br CH3O 222 H CH3 5,6-dimethoxy-2coumaranone C10H10O4 December 2007 Cl OCH2CH3 2-chloroacetaldehyde diethylacetal C6H13O2Cl 223 H OCH3 C H CH2 O CH2 methyl (E)-3-methylacrylate 1,3-dibenzylglycerol C5H8O2 C17H20O3 220 CH3 O CH2 CH2 HO OCH3 O 224 O CH3O OCH2CH3 CN H methyl 2,3-dibromo-3(p-nitrophenyl)propionate C10H9NO4Br2 216 malonaldehyde dimethyl acetal C7H16O4 4-cyano-2,2dimethylbutyraldehyde C7H11NO O C9H8O4 OCH2CH3 O Br 212 218 COOH COOH homophthallic acid OCH3 OCH3 diethyl isopropylidenemalonate C10H16O4 O O2N OCH3 O 2,4,5-trichlorophenoxyacetic acid (2,4,5-T) C8H5O3Cl3 C10H14O2 CH3O OCH2CH3 CH3 1,1-di-(p-chlorophenyl)-2,2,2trichloroethane (DDT) C14H9Cl5 C8H6BrNO2 221 O CH3 CCl3 (E)-p-nitro-β-bromostyrene 210 Copyright: Copying or duplicating these solutions in any form is strictly prohibited N CN OCH3 2,3-di-(p-anisyl)butyronitrile 2,5-dimethyl-2,4-hexadiene pyridine C18H19NO2 C8H14 C5H5N 15 Please Keep Absolutely Confidential Copyright: Copying or duplicating these solutions in any form is strictly prohibited ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman O 225 N H3C 229 233 O CH3 C 237 C O2N O O C H CH(CH3)2 N C CH(CH3)2 S O C O 4-picoline isopropyl nicotinate citraconic anhydride C6H7N C9H11NO2 C5H4O3 226 CH3 230 N 227 234 CH3 N 238 COOH O NH2 H CH3 N N 2-picoline 2-methyl-6-aminopyridine 2-furoic acid 4-methylimidazole C6H7N C6H8N2 C5H4O3 C4H6N2 231 CH3 235 N N H3C C(CH3)3 O N 239 S O 3-picoline 4-methylpyrimidine 2-furyl t-butyl ketone benzothiophene C6H7N C5H6N2 C9H12O2 C8H6S 228 232 O C 236 H O CH3 240 O2N S NO2 N December 2007 2-(5-nitrothienyl) isopropyl ketone C8H9NO3S N H 3-acetylpyridine styrene epoxide 2,4-dinitrothiophene 2,3,4,9-tetrahydrocarbazole C7H7NO C8H8O C4H2N2O4S C12H13N 16 Please Keep Absolutely Confidential ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 245 241 CH3 249 O O Copyright: Copying or duplicating these solutions in any form is strictly prohibited O N CH3 α-angelicalactone octahydroanthracene N-methylmorpholine C5H6O2 C14H18 C5H11NO 253 OH HO N(CH3)2 N,N-dimethyl-2,3-dihydroxy1-propylamine C5H13NO2 O O 242 246 250 H CH3 O N CH3 anthraquinone cyclopentanone oxime pseudoephedrine C14H8O2 C5H9NO C10H15NO 247 251 OH 255 N H O N C(CH3)3 H butyrolactone dodecahydrotriphenylene cyclohexanone oxime t-butylformamide C4H6O2 C18H24 C6H11NO C5H11NO 244 248 O CH3 252 CH3 CH3 O O 256 H HS CH2 CH N H CH3 tetramethyl-1,3cyclobutanedione C8H12O2 December 2007 H CH3 OH O O 254 O 2-methyltetrahydrofuran-3-one C5H8O2 243 OH N N COOH C O triphenylene ε-caprolactam N-acetylcysteine C18H12 C6H11NO C5H9NO3S 17 CH3 Please Keep Absolutely Confidential 257 HO HO ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 261 OH Copyright: Copying or duplicating these solutions in any form is strictly prohibited 265 O H CH CH2NH CH3 269 OH CH3 CH3 O HO H OH CH3 H C O OH CH3 N H O adrenalin 3-methylbutyraldehyde 2-methyl-2,4-pentanediol N-acetylglutamic acid C9H13NO3 C5H10O C6H14O2 C7H11NO5 258 N H CH2 CH COO+ NH3 262 266 OCH2CH3 CH2 CH 270 OCH3 H O CH OH OCH2CH3 HO OCH2CH3 CH3 N H O tryptophan acrolein diethyl acetal eugenol N-acetyltyrosine ethyl ester C11H12N2O2 C7H14O2 C10H12O2 C13H17NO4 259 263 H N S O C C H 271 O C (CH3)3C O HO C CH2CH2 CH COOH O NH2 C C CH3 N-acetylhomocysteine thiolactone C6H9NO2S 260 Cl H 267 NH2 allylamine E -1-chloro-4-(4-tbutylphenyl)but-1-en-3-yne C14H15Cl C3H7N 264 268 H HO O OH CH3 N C4H6O 272 O H 2,5-dihydrofuran O O December 2007 glutamic acid adamantine N-acetylaspartic acid 2,3-dihydrofuran C5H9NO4 C10H16 C6H9NO5 C4H6O 18 Please Keep Absolutely Confidential 273 COOH ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman 277 281 Cl O O N C COOH O CH2CH3 2,3-naphthalenedicarboxylic acid C12H8O4 274 OCH3 2-chloronaphthalene ethyl 4-piperidone-Ncarboxylate C8H13NO3 C10H7Cl 278 282 COOH CH3 N C O H NO2 1-methoxy-4-nitronaphthalene C11H9NO3 CH3 275 sec-butylbenzene N-acetyl-2-amino-4-phenyl(E)-but-2-enoic acid C12H13NO3 C10H14 279 283 CH3 O CH3O O N H CH3 CH3 OCH3 1,5-dimethylnaphthalene N-(1-methyl-1-phenylethyl)butyramide C12H17NO C12H12 276 280 CH3 O OCH2CH3 CH3 1,3-dimethylnaphthalene C12H12 December 2007 OCH2CH3 O diethyl 2-(1,1dimethylheptyl)malonate C16H30O4 19 OH 3-hydroxy-3-methyl-5,8dimethoxy-1-coumarinone C13H16O4 Copyright: Copying or duplicating these solutions in any form is strictly prohibited Please Keep Absolutely Confidential ORGANIC STRUCTURES FROM SPECTRA – 4th EDITION L D Field, S Sternhell and J R Kalman Chapter 9.2 – The Analysis of MixturesProblem 284 Problem 286 Problem 284 Compound Mole % ethanol 57 bromoethane Copyright: Copying or duplicating these solutions in any form is strictly prohibited Compound Mole % benzene 24 ethyl acetate 59 dioxane 17 Compound Mole % ethanol 41 bromoethane 59 43 Problem 285 Compound Mole % benzene 15 diethyl ether dichoromethane December 2007 Problem 287 46 39 20