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Fatty amine

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286: 31: 278:, for the beneficiation of various ores. The amines bind to the surfaces of certain minerals allowing them to be readily separated from those lacking the bound amine. They are also additives in the production of 94:; which are themselves obtained from natural sources, typically seed-oils. The overall reaction is sometimes referred to as the Nitrile Process and begins with a reaction between the fatty acid and 58:, with vegetable or seed-oils being the ultimate starting material. As such they are often mixtures of chain lengths, ranging up to about C22. They can be classified as 493: 355: 388:
Foley, Patrick; Kermanshahi pour, Azadeh; Beach, Evan S.; Zimmerman, Julie B. (2012). "Derivation and synthesis of renewable surfactants".
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Barrault, J.; Pouilloux, Y. (August 1997). "Synthesis of fatty amines. Selectivity control in presence of multifunctional catalysts".
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at high temperature (>250 °C) and in the presence of a metal oxide catalyst (e.g., alumina or zinc oxide) to give the fatty
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Franklin, Ralph (2010). "2. Nitrogen Derivatives of Natural Fats and Oils". In Kjellin, Mikael; Johansson, Ingegärd (eds.).
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catalysts. When conducted in the presence of excess ammonia the hydrogenation affords the primary amines.
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Eller, Karsten; Henkes, Erhard; Rossbacher, Roland; Höke, Hartmut (2000). "Amines, Aliphatic".
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chain of eight or more carbon atoms. They are typically prepared from the more abundant
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Dagani, M. J.; Barda, H. J.; Benya, T. J.; Sanders, D. C. (2012). "Bromine Compounds".
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and fatty alkyl bromides with (di)alkylamines. For example 1-bromododecane reacts with
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Alternatively, secondary and tertiary fatty amines can be generated by the reaction of
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The main application of fatty amines is for the production of the corresponding
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Amine attached to a hydrocarbon chain of eight or more carbon atoms in length
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In the absence of ammonia, secondary and tertiary amines are produced.
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By reaction with tertiary amines, long-chain alkyl bromides give
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as the reductant. These tertiary amines are precursors to
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Secondary and tertiary amines may also be produced by the
352: 194: 62:. Commercially important members include coco amine, 463: 524: 253: 494:Ullmann's Encyclopedia of Industrial Chemistry 356:Ullmann's Encyclopedia of Industrial Chemistry 34:Pentadecylamine is an example of a fatty amine 238:. This reaction effects N-methylation using 126:with any of a number of reagents, including 431:. Chichester, West Sussex: Wiley. pp.  85: 348: 346: 326: 422: 284: 90:Fatty amines are commonly prepared from 29: 315:Chemical & Engineering News Archive 118:The fatty amine is obtained from these 14: 525: 343: 427:Surfactants from renewable resources 250:used for a variety of applications. 195:Fatty secondary and tertiary amines 24: 274:). Fatty amines are also used in 25: 549: 311:"Adogen FATTY NITROGEN CHEMICALS" 74:agents (purification of ores), 484: 457: 416: 381: 303: 13: 1: 478:10.1016/S0920-5861(97)00006-0 296: 254:Applications and derivatives 7: 50:possessing a mostly linear 10: 554: 46:is loosely defined as any 441:10.1002/9780470686607.ch2 328:10.1021/cen-v039n013.p056 290:Lauryldimethylamine oxide 260:quaternary ammonium salts 248:quaternary ammonium salts 225:quaternary ammonium salts 503:10.1002/14356007.a04_405 365:10.1002/14356007.a02_001 229:phase transfer catalysts 86:Production and reactions 497:. Weinheim: Wiley-VCH. 359:. Weinheim: Wiley-VCH. 272:Behentrimonium chloride 321:(13): 56. 1961-03-27. 293: 35: 288: 33: 262:, which are used as 227:, which are used as 76:corrosion inhibitors 402:10.1039/C1CS15217C 294: 80:friction modifiers 36: 268:hair conditioners 236:Leuckart reaction 78:, lubricants and 16:(Redirected from 545: 538:Fatty substances 517: 516: 488: 482: 481: 461: 455: 454: 430: 420: 414: 413: 396:(4): 1499–1518. 385: 379: 378: 350: 341: 340: 330: 307: 264:fabric softeners 68:fabric softeners 21: 553: 552: 548: 547: 546: 544: 543: 542: 523: 522: 521: 520: 513: 489: 485: 466:Catalysis Today 462: 458: 451: 421: 417: 386: 382: 375: 351: 344: 309: 308: 304: 299: 276:froth flotation 256: 218: 214: 197: 190: 186: 182: 178: 172: 168: 164: 160: 149: 145: 141: 132:copper chromite 130:or cobalt, and 113: 109: 88: 72:froth flotation 28: 23: 22: 15: 12: 11: 5: 551: 541: 540: 535: 519: 518: 512:978-3527306732 511: 483: 472:(2): 137–153. 456: 449: 415: 390:Chem. Soc. Rev 380: 374:978-3527306732 373: 342: 301: 300: 298: 295: 255: 252: 221: 220: 216: 212: 205:dimethyl amine 201:fatty alcohols 196: 193: 192: 191: 188: 184: 180: 176: 173: 170: 166: 162: 158: 151: 150: 147: 143: 139: 120:fatty nitriles 116: 115: 111: 107: 87: 84: 26: 9: 6: 4: 3: 2: 550: 539: 536: 534: 531: 530: 528: 514: 508: 504: 500: 496: 495: 487: 479: 475: 471: 467: 460: 452: 450:9780470686607 446: 442: 438: 434: 429: 428: 419: 411: 407: 403: 399: 395: 391: 384: 376: 370: 366: 362: 358: 357: 349: 347: 338: 334: 329: 324: 320: 316: 312: 306: 302: 291: 287: 283: 281: 277: 273: 269: 265: 261: 251: 249: 245: 241: 237: 232: 230: 226: 210: 209: 208: 206: 202: 174: 156: 155: 154: 137: 136: 135: 133: 129: 125: 124:hydrogenation 121: 105: 104: 103: 101: 97: 93: 83: 81: 77: 73: 69: 65: 61: 60:oleochemicals 57: 53: 49: 45: 41: 32: 19: 18:Fatty nitrile 492: 486: 469: 465: 459: 426: 418: 393: 389: 383: 354: 318: 314: 305: 257: 240:formaldehyde 233: 222: 198: 152: 128:Raney nickel 119: 117: 110:→ RC≡N + 2 H 89: 43: 37: 244:formic acid 175:3 RCN + 6 H 157:2 RCN + 4 H 92:fatty acids 56:fatty acids 52:hydrocarbon 44:fatty amine 527:Categories 297:References 211:RBr + HNMe 106:RCOOH + NH 64:oleylamine 337:0009-2347 138:RCN + 2 H 40:chemistry 410:22006024 187:N + 2 NH 280:asphalt 169:NH + NH 100:nitrile 96:ammonia 533:Amines 509:  447:  408:  371:  335:  270:(e.g. 215:→ RNMe 179:→ (RCH 161:→ (RCH 435:-43. 242:with 219:+ HBr 142:→ RCH 48:amine 507:ISBN 445:ISBN 406:PMID 369:ISBN 333:ISSN 266:and 42:, a 499:doi 474:doi 437:doi 398:doi 361:doi 323:doi 122:by 38:In 529:: 505:. 470:37 468:. 443:. 433:21 404:. 394:41 392:. 367:. 345:^ 331:. 319:39 317:. 313:. 282:. 231:. 207:: 146:NH 102:. 70:, 515:. 501:: 480:. 476:: 453:. 439:: 412:. 400:: 377:. 363:: 339:. 325:: 217:2 213:2 189:3 185:3 183:) 181:2 177:2 171:3 167:2 165:) 163:2 159:2 148:2 144:2 140:2 114:O 112:2 108:3 20:)

Index

Fatty nitrile

chemistry
amine
hydrocarbon
fatty acids
oleochemicals
oleylamine
fabric softeners
froth flotation
corrosion inhibitors
friction modifiers
fatty acids
ammonia
nitrile
hydrogenation
Raney nickel
copper chromite
fatty alcohols
dimethyl amine
quaternary ammonium salts
phase transfer catalysts
Leuckart reaction
formaldehyde
formic acid
quaternary ammonium salts
quaternary ammonium salts
fabric softeners
hair conditioners
Behentrimonium chloride

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