Knowledge (XXG)

Acetylpropionyl

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Food production facilities use acetylpropionyl in foods such as cookies, coffee, cereal, and chocolate. It is also found in nicotine containing liquids for vaping, and in flavored cigarettes. It is often used as a flavoring substitute for
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in 2013 at a flavoring manufacturer that used acetylpropionyl revealed that those workers who spent the most time working with flavoring chemicals, including acetylpropionyl, were more likely to have abnormal lung function as detected by
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to give a buttery or caramel flavor. There is substantial evidence of the pulmonary toxicity of acetylpropionyl in animals. Rats exposed to acetylpropionyl develop both
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in 2009 at a facility that used buttermilk flavoring containing acetylpropionyl demonstrated that workers had higher than average reports of shortness of breath,
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for acetylpropionyl, abnormal lung function values were associated with total time spent in production areas. An investigation by
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Hardo Siegel, Manfred Eggersdorfer "Ketones" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim.
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Report on an Investigation of Buttermilk Flavoring Exposures and Respiratory Health at a Bakery Mix Production Facility
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Cummings, Kristin J.; Boylstein, Randy J.; Stanton, Marcia L.; Piacitelli, Chris A. (September 2013).
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Holden, Van K.; Hines, Stella E. (March 2016). "Update on flavoring-induced lung disease".
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An evaluation of respiratory health at a flavoring manufacturing facility -- Kentucky
127: 652:"Recognizing occupational effects of diacetyl: What can we learn from this history?" 608: 407:, with an odor described as "buttery, cheesy, sweet, nutty, fruity, creamy, caramel" 160: 584: 700: 451:
Acetylpropionyl has been used as a substitute for the toxic flavoring chemical
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of the respiratory tract. Mice exposed to acetylpropionyl demonstrate more
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Day, Gregory A.; Cummings, Kristin J.; Kullman, Greg J. (November 2009).
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Except where otherwise noted, data are given for materials in their
712: 626:"Flavorings-Related Lung Disease: Exposures to Flavoring Chemicals" 703:. In Eaton, David L.; Kwan, Leslie Y.; Stratton, Kathleen (eds.). 699:
National Academies of Sciences, Engineering, and Medicine (2018).
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The National Institute for Occupational Safety and Health (NIOSH)
399: 448:. It is also known to cause genetic changes in animal brains. 391: 381: 197: 707:. Washington, DC: National Academies Press. p. 175. 701:"Chapter 5: Toxicology of E-Cigarette Constituents" 424:As a flavoring agent, it is an ingredient in some 416:, but may share similar human pulmonary toxicity. 159: 71: 8: 705:Public Health Consequences of E-Cigarettes 212: 137: 115: 15: 675: 237:InChI=1S/C5H8O2/c1-3-5(7)4(2)6/h3H2,1-2H3 179: 247:InChI=1/C5H8O2/c1-3-5(7)4(2)6/h3H2,1-2H3 506: 369:Uses for acetylpropionyl include as a: 268: 233: 208: 128: 573:Current Opinion in Pulmonary Medicine 545:"2,3-Pentanedione (Acetyl Propionyl)" 240:Key: TZMFJUDUGYTVRY-UHFFFAOYSA-N 7: 620: 618: 566: 564: 562: 560: 558: 556: 554: 250:Key: TZMFJUDUGYTVRY-UHFFFAOYAL 150: 471:defects. Another investigation by 14: 650:Kreiss, Kathleen (August 2017). 298: 22: 332:(at 25 °C , 100 kPa). 304: 292: 1: 585:10.1097/MCP.0000000000000250 444:constriction in response to 807: 668:10.1016/j.tox.2016.06.009 326: 279: 259: 224: 55: 47: 35: 30: 21: 533:10.1002/14356007.a15_077 478:pulmonary function tests 467:, and restrictive type 376:for cellulose acetate, 446:methacholine challenge 428:products for use with 390:Starting material for 430:electronic cigarettes 492:, a similar diketone 37:Preferred IUPAC name 322: g·mol 18: 515:"2,3-Pentanedione" 336:Infobox references 16: 722:978-0-309-46834-3 632:. CDC. 2018-11-21 362:, specifically a 344:Chemical compound 342: 341: 193:CompTox Dashboard 97:Interactive image 41:Pentane-2,3-dione 798: 771: 770: 768: 759: 753: 752: 750: 741: 735: 734: 696: 690: 689: 679: 647: 641: 640: 638: 637: 622: 613: 612: 568: 549: 548: 541: 535: 525: 519: 518: 511: 360:organic compound 356:2,3-pentanedione 352:acetyl propionyl 350:, also known as 321: 306: 300: 294: 287:Chemical formula 217: 216: 201: 199: 183: 163: 152: 141: 130: 119: 99: 75: 50:2,3-Pentanedione 26: 19: 17:Acetylpropionyl 806: 805: 801: 800: 799: 797: 796: 795: 776: 775: 774: 766: 761: 760: 756: 748: 743: 742: 738: 723: 698: 697: 693: 649: 648: 644: 635: 633: 624: 623: 616: 570: 569: 552: 543: 542: 538: 526: 522: 513: 512: 508: 504: 486: 422: 348:Acetylpropionyl 345: 338: 333: 319: 309: 303: 297: 289: 275: 272: 267: 266: 255: 252: 251: 248: 242: 241: 238: 232: 231: 220: 202: 195: 186: 166: 153: 122: 102: 89: 78: 65: 51: 43: 42: 12: 11: 5: 804: 802: 794: 793: 788: 778: 777: 773: 772: 769:(Report). CDC. 754: 751:(Report). CDC. 736: 721: 713:10.17226/24952 691: 642: 614: 579:(2): 158–164. 550: 536: 520: 505: 503: 500: 499: 498: 493: 485: 482: 421: 418: 409: 408: 402: 388: 343: 340: 339: 334: 330:standard state 327: 324: 323: 317: 311: 310: 307: 301: 295: 290: 285: 282: 281: 277: 276: 274: 273: 270: 262: 261: 260: 257: 256: 254: 253: 249: 246: 245: 243: 239: 236: 235: 227: 226: 225: 222: 221: 219: 218: 205: 203: 191: 188: 187: 185: 184: 176: 174: 168: 167: 165: 164: 156: 154: 146: 143: 142: 132: 124: 123: 121: 120: 112: 110: 104: 103: 101: 100: 92: 90: 83: 80: 79: 77: 76: 68: 66: 61: 58: 57: 53: 52: 49: 45: 44: 40: 39: 33: 32: 28: 27: 13: 10: 9: 6: 4: 3: 2: 803: 792: 789: 787: 784: 783: 781: 765: 758: 755: 747: 740: 737: 732: 728: 724: 718: 714: 710: 706: 702: 695: 692: 687: 683: 678: 673: 669: 665: 661: 657: 653: 646: 643: 631: 627: 621: 619: 615: 610: 606: 602: 598: 594: 590: 586: 582: 578: 574: 567: 565: 563: 561: 559: 557: 555: 551: 546: 540: 537: 534: 530: 524: 521: 516: 510: 507: 501: 497: 494: 491: 488: 487: 483: 481: 479: 474: 470: 466: 462: 458: 454: 449: 447: 443: 439: 435: 431: 427: 419: 417: 415: 406: 403: 401: 397: 393: 389: 387: 383: 379: 375: 372: 371: 370: 367: 365: 361: 357: 353: 349: 337: 331: 325: 318: 316: 313: 312: 291: 288: 284: 283: 278: 271:CCC(=O)C(=O)C 269: 265: 258: 244: 234: 230: 223: 215: 211: 210:DTXSID6051435 207: 206: 204: 194: 190: 189: 182: 178: 177: 175: 173: 170: 169: 162: 158: 157: 155: 149: 145: 144: 140: 136: 133: 131: 129:ECHA InfoCard 126: 125: 118: 114: 113: 111: 109: 106: 105: 98: 94: 93: 91: 87: 82: 81: 74: 70: 69: 67: 64: 60: 59: 54: 46: 38: 34: 29: 25: 20: 757: 739: 704: 694: 659: 655: 645: 634:. Retrieved 629: 576: 572: 539: 523: 509: 450: 423: 410: 368: 355: 351: 347: 346: 56:Identifiers 48:Other names 280:Properties 135:100.009.078 780:Categories 656:Toxicology 636:2020-04-05 502:References 469:spirometry 396:pesticides 315:Molar mass 181:K4WBE45SCM 108:ChemSpider 84:3D model ( 63:CAS Number 786:Diketones 662:: 48–54. 593:1070-5287 480:.   442:bronchial 731:29894118 686:27326900 609:23095196 601:26761629 490:Diacetyl 484:See also 457:diacetyl 453:diacetyl 438:necrosis 434:fibrosis 426:e-liquid 414:diacetyl 386:lacquers 364:diketone 358:, is an 73:600-14-6 791:Flavors 677:5323392 496:Acetoin 374:Solvent 320:100.117 148:PubChem 729:  719:  684:  674:  607:  599:  591:  465:asthma 420:Safety 405:Flavor 398:, and 384:, and 378:paints 264:SMILES 31:Names 767:(PDF) 749:(PDF) 605:S2CID 473:NIOSH 461:NIOSH 400:drugs 229:InChI 161:11747 117:11254 86:JSmol 727:PMID 717:ISBN 682:PMID 597:PMID 589:ISSN 436:and 392:dyes 382:inks 172:UNII 709:doi 672:PMC 664:doi 660:388 581:doi 529:doi 354:or 198:EPA 151:CID 782:: 725:. 715:. 680:. 670:. 658:. 654:. 628:. 617:^ 603:. 595:. 587:. 577:22 575:. 553:^ 394:, 380:, 366:. 733:. 711:: 688:. 666:: 639:. 611:. 583:: 547:. 531:: 517:. 308:2 305:O 302:8 299:H 296:5 293:C 200:) 196:( 88:)

Index


Preferred IUPAC name
CAS Number
600-14-6
JSmol
Interactive image
ChemSpider
11254
ECHA InfoCard
100.009.078
Edit this at Wikidata
PubChem
11747
UNII
K4WBE45SCM
CompTox Dashboard
DTXSID6051435
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
standard state
Infobox references
organic compound
diketone
Solvent
paints
inks
lacquers

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