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KNewetones Amines Derivatives Melting Point
KNewetones Amines Derivatives Melting Point
Ketone B.P. M.P. 2,4-Dinitro- Semi- Benzylidene Phenyl- p-Nitro- Other derivatives °C
oc oc phenylhydrazone carbazone derivative hydrazone phenyl-
oc oc oc oc hydrazone
oc
Ketone B.P. M.P. 2,4-Dinitro- Semi- Oxime Phenyl- p-Nitro- Other derivalives °C
oc oc phenylhydrazone carbazone oc hydra zone phenyl-
oc oc hydrazone
oc
Acetophenone 202 20 250 (237) 199 59 105 185 Benzylidene, 58
2-Hydroxyacetophenone 215 210 117 110
2-Methylacetophenone (1) 216 159 203 61
Benzyl methyl ketone 216 27 156 198 69 87 145
Propiophenone (2) 218 19 191 174 53 147
3-Methylacetophenone (3) 220 207 198 55
lsobutyrophenone (4) 222 163 181 94 73
4-Methylacetophenone (5) 224 28 258 205 88 96 198
Benzyl ethyl ketone 226 136
Butyrophenone (<i) 230 12 190 188 50
m-Methoxyacetophenone 240 196
Valerophenone (7) 242 166 166 52 162
o-Methoxyacetophenone 245 183 83 114
a-Tetralone 129/12 257 217 89 (103) 84 231 Benzylidene, 105
/J-Tetralone 138/16 18 215 88 109
1-Acetylnaphthalene 302 34 229 139 149 Picrate, 116; benzylidene,
Phenyl o-tolyl ketone (8) 310 190
Phenyl m-tolyl ketone 314 221 101
Dibenzyl ketone 331 35 100 146 125 129 Benzylidene, 162
p-Methoxyacetophenone 258 39 220 198 87 142
a-Hydrindone 242 42 258 233 146 128 235 Benzylidene, 113
Benzalacetone 262 42 227 186 116 157 166 Benzylidene, 112
Benzophenone 306 49 238 165 144 137 155
2-Acetylnaphthalene 301 56 262 236 145 177 Picrate, 85
Phenyl styryl ketone (9) 347 58 245 168 115 119 Picrate, 97
Phenyl p-tolyl ketone 326 60 200 122 154 109
Deoxybenzoin (10) 320 60 206 148 98 116 163 Benzylidene, 102
p-Methoxybenzophenone 355 62 180 138 132 199
Fluorenone (11) 341 83 284 195 152 269
a-Hydroxyacetophenone 86 146 70 112 Benzoyl, 118; acetyl, 49
Di-p-tolyl ketone 335 95 229 163 100
Benzi! 347d 95 189 244 (Di) 237 235 (Di) 290 Quinoxaline, 126
m- Hydroxyacetophenone 96 195
p-Hydroxyacetophenone 109 261 199 145 151
Di benzylideneacetone 112 180 189 143 153 173 Picrate, 114
p-Benzoquinone 116 186 243 (Di) 140 Picrate, 79
Acenaphthenone 121 175 90 Picrate, 113
1,4-Naphthoquinone 125 247 198 278
Benzoin 344 137 245 206 151 (99) 159 Benzoyl, 125; acetyl, 83
1,2-Naphthoquinone 146 184 162 138 235
Resacetophenone (13) 147 218 199 159 Dibenzoyl, 81; diacetyl, 3
9,10-Phenanthraquinone 207 313 158 165 245
Phloroacetophenone (14) 219 Tribenzoyl, 118; triacetyl,
Anthraquinone 285 224 183
Halogeno-ketones
Ketone B.P. M.P. 2,4-Dinitro Semi Oxime Phenyl p-Nitro Other derivatives °C
oc oc phenylhydrazone carbazone oc hydrazone phenyl
oc oc hydrazone
oc
Halogeno-ketones (continued)
o-Nitroacetophenone 159/16
o-Aminoacetophenone 251 20 290 109 108
m-Ni troacetophenone 81 228 257 132 135
p-Nitroacetophenone 81 132
m-Aminoacetophenone 99 196 148
p-Aminoacetophenone 294 106 250
..
Table VIIl,32 Primary and secondary aliphatic amines
Benzylamine 185 0.982 1.544 88 116 147 172 196 115 105 60
1-Phenylethylamine 187 189 120 57
2-Phenylethylamine 198 0.854 69 66 135 174 130 116 114
1,2-Diaminoethane 117 (1) 0.898 1.457 168 160 102 233 244 172
1,2-Diaminopropane 120 0.874 137 193 139
1,3-Diaminopropane 136 0.889 1.460 250 148 101
1,4-Diaminobutane 159 (2) 224 168 255d 177 137
1,5-Diaminopentane 180 119 148 135
1,6-Diaminohexane 205 (3) 154 220 158
Nore.-Esters of carbamic acid upon boiling with aniline yield carbanilide (m.p. 238 cq, am (1) M.p. 8 °C. (5) Di-2-hydroxyethylamine.
monia and the corresponding alcohol. (2) M.p. 28 °C. (6) M.p. 28T
(3) M.p. 42 °C. (7) M.p. 104 cc; Hydrate, 6H 2 0, m.p. 44 cc.
(4) M.p. 20 °C.
Amine B.P. M.P. Acetamide Benzamide Benzene- Toluene-p- Benzylidene Picrate 3-Nitro- 2,4-Dinitro- Formyl Phenyl
cc cc cc cc cc sulphon- sulphon- derivative oc phthalimide phenyl derivative thiourea
''C
amide amide "C derivative oc oc
cc cc oc
Aniline 183 114 163 112 103 54 138 156 47 154
Benzylamine 185 60 105 88 116 199 143 156
1-Phenylethylamine 187 57 120
2-Phenylethylamine 198 51 116 69 167 135
o-Toluidine 200 112 144 124 110 213 150 126 59 136
m-Toluidine 203 66 125 95 114 200 130 161 104
p-Xylidine (1) 214 15 142 140 232 150
p-Ethylaniline 215 94 151
m-2-Xylidine (2) 215 11 177 168 212 180 176 148
o-Ethylaniline 216 112 147
m-4-Xylidine (3) 216 130 192 130 181 209 156 114 152
m-5-Xylidine (4) 220 10 144 136 209 77 153
o-Anisidine (5) 225 5 88 60 89 127 200 185 151 83 136
3,4-Dimethylaniline 226 49 99 118 154
N,N-Methylphenylhydrazine 227 92 153 132
o-Phenetidine (6) 229 79 104 102 164 164 164 62 137
Mesidine (7) 232 216 206 167 193 193
Phenylhydrazine 242 23 128 168 145 172
m-Phenetidine 248 96 103 157 158 52 138
m-Anisidine 251 80 68 169 158 138 57
o-Aminoacetophenone 251d 20 77 98 148
p-Phenetidine 254 135 173 143 107 76 69 173 l lR 76 1'1R
VIII PRACTICAL ORGANIC CHEMISTRY PHYSICAL CONSTANTS OF ORGANIC COMPOUNDS
Amine B.P. M.P. Acetamide Benzamide Benzene- Toluene-p- Benzylidene Picrate 3-Nitro- 2,4-Dinitro- Formyl Phenyl
C cc cc cc cc sulphon- sulphon- derivative cc phthalimide phenyl derivative thiourea
amide amide cc cc derivative cc cc
'C cc cc
Amine B.P. M.P. Acetamide Benzamide Benzene- Toluene-p- Benzylidene Picrate 3-Nitro- 2,4-Dinitro- Formyl Phenyl
cc "C cc cc cc sulphon- sulphon- derivative 'C phthalimide phenyl derivative thiourea
amide amide oc "C derivative oc oc
cc oc oc
C-Ha/ogeno-amines
A mino-phenols t
* All aromatic amines should be treated as potentially carcinogenic (see Section 1,3,D,5); those
(8) o-Xenylamine. ( 1 4) 4,4' -Diamino-3,3'-dimethylbiphenyl.
marked C are subject to legal control in Great Britain or the USA or both.
(9) p-Xenylamine. ( 1 5) p-Aminobenzenesulphonamide.
t This compound is ben zimidazole. (10) 2,5-Tolylenediamine. (16) 2,4,6-Trinitroaniline.
t See also Table Vll l,35 and Table Vlll,34 for secondary and tertiary amines having a nuclear (11 ) 3,4-Tolylenediamine. (1 7) Hydrochloride = Amidol.
hydroxyl substituent. (12) Benzocaine. ( 18) 2-Amino-4,6-dinitrophenol.
( l ) 2,5-Dimethylaniline. (5) o-Methoxyaniline. ( 1 3) 2,4-Tolylenediamine.
(2) 2,6-Dimethylaniline. (6) o-Ethoxyaniline.
(3) 2,4-Dimethylaniline. (7) 2,4,6-Trimethylaniline.
(4) 3,5-Dimethylaniline.
VIII P RACTICAL O RGANIC CHEMISTRY
PHYSICAL CONSTANTS OF ORGANIC CO MPO U N DS
Amine B.P. M.P. Acetamide Benzamide Benzene- Toluene-p- Picrate Formyl O ther derivatives · c
'C oc "C 'C sulphonamide sulphonamide 'C derivative
'C 'C 'C
N-Methylbenzylamine 18L
95
N-Methylaniline 194 103 63
79 95 145 Phthalamic acid, 194
N-Ethylbenzylamine 199
50 118 U rea (with PhNCOJ, 81
N-Ethylaniline 205 55 60
88 138 Phthalamic acid, 204
N-Methyl-m-toluidine 206 66
N-Methyl-o-toluidine 208 56 66 120 90
N-Methyl-p-toluidine 210 83 53 60 131 N-Nitroso, 52 •
N-Ethyl-o-toluidine 214 72
75
N-Ethyl-p-toluidine 217 39
71
N-Ethyl-m-toluidine 221 72
N-Propylaniline 222 47 54 Phthalamic acid, 225
N-Butylaniline 240 56
56 Phthalamic acid, 204
N-Methyl-1-naphthylamine 294 94
164
Dibenzylamine 300d 112 68 52
N-M ethyl-2-naphthylamine 317 51 84
78 145 N-Nitroso, 88 •
N-Ethyl-2-naphthylamin e 315 49
N-Ethyl-1-naphthylamine 325 68
o-Nitro-N-methylaniline 37 70
N-Benzylaniline 306 38 58 107 N-Nitroso, 36 *
119 140 48 N-Nitroso, 58 •
Diphenylamine 302 54 103 180 123 142 182 74 N-Nitroso, 67 •
m-Nitro-N-ethylaniline 60 89
N-Phenyl-1-naphthylamine 62 115 152
m-Nitro-N-methylaniline 68 95 155 83
Di-p-t olylamine 79 N-Nitroso, 76 •
330 88 125
43 (mono) 174 (mono) N-Nitroso, 101 •
p-Hydroxy-N-methylaniline 86 135 (mono) N-Nitroso, 136 •
o-Hydroxy-N-methylaniline 96 64 (di) 160 (mono)
p-Nitro-N-ethylaniline N-Nitroso, 130 •
96 119
N-Phenyl-2-naphthylamine N-Nitroso, 120 *
108 93 136
p-Nitro-N-methylaniline 152 152 111 120 N-Nitroso, 104 •
Indole 254 52 68
187 52 N-Nitroso, 171 •
Carbazole 355 246 69 98
137 185
N,N-Dimethylbenzylamine 184 1 79 93
N,N-Dimethyl-o-toluidine 1 85 210 1 22
N,N-Dimethylaniline 1 93 228 1 64 161 Ethiodide, 136
N-Methyl-N-ethylaniline 201 1 25 1 34 Ethiodide, 102; p-nitroso, 66
N,N-Diethyl-o-toluidine 210 224 1 80
N,N-Dimethyl-p-toluidine 211 220 1 30 85 Benzyl chloride, 171
N,N-Dimethyl-m-toluidine 212 1 77 131
N,N-Diethylaniline 218 102 1 42 p-Nitroso, 84; benzyl chloride, 1 04
N,N-Diethyl-p-toluidine 229 184 1 10
N,N-Diethyl-m-toluidine 23 1 97
N,N-Di-n-propylaniline 245 1 56
N,N-Di-n-bu tylaniline 271 125 1 80
N,N-Dimethyl-1 -naph thylamine 273 1 45
N-Benzyl-N-methylaniline 306 1 64 127
N-Benzyl-N-ethylaniline 1 86/22 1 61 121
N,N-Dimethyl-2-naph thylamine 305 47 206
p-Bromo-N,N-dimeth y !aniline 264 55
Di benzy!aniline 300 70 1 35 1 32 p-Nitroso, 9 1
p-Hydroxy-N,N-dimethylaniline 76 201 o-Acetyl, 79
p-Nitroso-N,N-dimethylaniline 87 140
Tribenzylamine 380 92 1 84 190 Ethiodide, 1 90
Triphenylamine 365 1 27
p-Nitro-N,N-dimethylaniline 1 63