Knowledge (XXG)

tert-Butylhydroquinone

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34: 321: 213: 547: 552: 946:-induced carcinogenesis (by depression of metabolic activation) for TBHQ and other phenolic antioxidants (TBHQ was one of several, and not the most potent). The EFSA considers TBHQ to be noncarcinogenic. A 1986 review of scientific literature concerning the toxicity of TBHQ determined that a wide margin of safety exists between the levels of intake by humans and the doses that produce adverse effects in animal studies. 938:(FDA) have evaluated TBHQ and determined that it is safe to consume at the concentration allowed in foods. The FDA and European Union both set an upper limit of 0.02% (200mg/kg) of the oil or fat content in foods. At very high doses, it has some negative health effects on lab animals, such as producing precursors to stomach tumors and damage to DNA. 778: 1131:
Hirose, Masao; Yada, Hideaki; Hakoi, Kazuo; Takahashi, Satoru; Ito, Nobuyuki; et al. (1993). "Modification of carcinogenesis by -tocopherol, t-butylhydro-quinone, propyl gallate and butylated hydroxytoluene in a rat multi-organ carcinogenesis model".
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A number of studies have shown that prolonged exposure to very high doses of TBHQ may be carcinogenic, especially for stomach tumors. Other studies, however, have shown opposite effects including inhibition against
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and many edible animal fats. It does not cause discoloration even in the presence of iron, and does not change flavor or odor of the material to which it is added. It can be combined with other preservatives such as
1049:"Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) on a request from the Commission related to tertiary-Butylhydroquinone (TBHQ)" 1173:
Hirose M, Takahashi S, Ogawa K, Futakuchi M, Shirai T, Shibutani M, Uneyama C, Toyoda K, Iwata H (1999). "Chemoprevention of heterocyclic amine-induced carcinogenesis by phenolic compounds in rats".
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O'Donoghue, J.L. (ed.). Neurotoxicity of Industrial and Commercial Chemicals. Volume I. Boca Raton, FL: CRC Press, Inc., 1985., p. 129 – HSDB cites this source.
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Almeida, Eduardo S.; Portela, Flaysner M.; Sousa, Raquel M.F.; Daniel, Daniela; Terrones, Manuel G.H.; Richter, Eduardo M.; Muñoz, Rodrigo A.A. (2011).
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Naidenko, Olga V.; Andrews, David Q.; Temkin, Alexis M.; Stoiber, Tasha; Uche, Uloma Igara; Evans, Sydney; Perrone-Gray, Sean (2021-03-24).
1247:"Investigating Molecular Mechanisms of Immunotoxicity and the Utility of ToxCast for Immunotoxicity Screening of Chemicals Added to Food" 1031: 335: 1027: 646: 1052: 931: 508: 733: 1367: 642: 798: 1210: 612: 278: 682: 551: 1372: 634: 299: 702: 546: 1352: 989:"Behaviour of the antioxidant tert-butylhydroquinone on the storage stability and corrosive character of biodiesel" 484: 110: 950: 220: 1134: 870: 750: 686: 678: 1347: 1307: 1143: 662: 208: 1357: 1342: 897: 150: 1362: 574: 539: 1000: 755: 46: 1088:
Gharavi N, El-Kadi A (2005). "tert-Butylhydroquinone is a novel aryl hydrocarbon receptor ligand".
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In perfumery, it is used as a fixative to lower the evaporation rate and improve stability.
828: 473: 393: 885:. It is added to a wide range of foods. Its primary advantage is extending storage life. 666: 287: 170: 670: 650: 86: 1004: 956:
There have been reports of vision disturbances in individuals exposed to this chemical.
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Except where otherwise noted, data are given for materials in their
580: 1308:"T-BUTYLHYDROQUINONE - National Library of Medicine HSDB Database" 1208:
Vanesch, G (1986). "Toxicology of tert-butylhydroquinone (TBHQ)".
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International Journal of Environmental Research and Public Health
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InChI=1S/C10H14O2/c1-10(2,3)8-6-7(11)4-5-9(8)12/h4-6,11-12H,1-3H3
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InChI=1/C10H14O2/c1-10(2,3)8-6-7(11)4-5-9(8)12/h4-6,11-12H,1-3H3
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127 to 129 °C (261 to 264 °F; 400 to 402 K)
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Fats and oils: formulating and processing for applications
786: 239: 266: 85: 8: 907:It is used as an antioxidant in biodiesel. 936:United States Food and Drug Administration 319: 211: 169: 22: 1280: 1262: 1012: 953:as having potential immunotoxic effects. 949:In addition, TBHQ has been identified by 286: 970: 968: 964: 375: 340: 315: 189: 1044: 1042: 1040: 722:171 °C (340 °F; 444 K) 467:273 °C (523 °F; 546 K) 202: 347:Key: BGNXCDMCOKJUMV-UHFFFAOYSA-N 149: 129: 7: 357:Key: BGNXCDMCOKJUMV-UHFFFAOYAP 257: 14: 1032:U.S. Food and Drug Administration 900:to inhibit autopolymerization of 776: 550: 545: 405: 32: 772:(at 25 °C , 100 kPa). 1053:European Food Safety Authority 977:, Richard D. O'Brien, page 168 932:European Food Safety Authority 509:Occupational safety and health 411: 399: 1: 1187:10.1016/S0304-3835(99)00120-2 896:It is used industrially as a 1224:10.1016/0278-6915(86)90289-9 1211:Food and Chemical Toxicology 860:In foods, TBHQ is used as a 1028:"Food Additive Status List" 922:, and oil-field additives. 1389: 1034:. Retrieved June 11, 2016. 1014:10.1016/j.fuel.2011.06.056 822:tertiary butylhydroquinone 15: 1152:10.1093/carcin/14.11.2359 951:high-throughput screening 766: 739: 526: 506: 501: 386: 366: 331: 69: 61: 45: 40: 31: 871:butylated hydroxyanisole 835:. It is a derivative of 751:Butylated hydroxyanisole 613:Precautionary statements 16:Not to be confused with 1144:Oxford University Press 1264:10.3390/ijerph18073332 1102:10.1124/dmd.104.002253 1076:Tert-Butylhydroquinone 55:-Butylbenzene-1,4-diol 926:Safety and regulation 839:, substituted with a 1368:Tert-butyl compounds 910:It is also added to 378:Oc1ccc(O)cc1C(C)(C)C 47:Preferred IUPAC name 1065:21 C.F.R. § 172.185 1005:2011Fuel...90.3480A 831:which is a type of 474:Solubility in water 429: g·mol 247:(antioxidants, ...) 28: 27:-Butylhydroquinone 1373:E-number additives 1312:toxnet.nlm.nih.gov 814:-Butylhydroquinone 799:Infobox references 740:Related compounds 23: 1353:Food antioxidants 1218:(10–11): 1063–5. 1090:Drug Metab Dispos 999:(11): 3480–3484. 902:organic peroxides 856:Food preservative 824:) is a synthetic 807:Chemical compound 805: 804: 746:Related compounds 728:Safety data sheet 575:Hazard statements 479:Slightly soluble 300:CompTox Dashboard 111:Interactive image 1380: 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Retrieved 1311: 1299: 1254: 1250: 1240: 1215: 1209: 1203: 1181:(2): 173–8. 1178: 1174: 1168: 1139: 1133: 1126: 1093: 1089: 1083: 1071: 1060: 1023: 996: 992: 982: 974: 955: 948: 940: 929: 909: 906: 895: 892: 882: 873:(BHA). As a 862:preservative 859: 851:Applications 840: 837:hydroquinone 821: 817: 811: 810: 809: 757: 566: 528: 518:Main hazards 507: 488: 151:ChEMBL242080 70:Identifiers 62:Other names 52: 24: 1257:(7): 3332. 1175:Cancer Lett 718:Flash point 561:Signal word 512:(OHS/OSH): 497:10.80±0.18 447:1.050 g/mL 437:Tan powder 434:Appearance 387:Properties 209:100.016.139 131:CHEBI:78886 1337:Categories 1317:2019-11-21 960:References 898:stabilizer 540:Pictograms 422:Molar mass 288:C12674942B 162:ChemSpider 98:3D model ( 77:CAS Number 1273:1660-4601 912:varnishes 703:P403+P233 687:P337+P313 683:P333+P313 679:P332+P313 655:P304+P340 651:P302+P352 647:P301+P312 531:labelling 230:217-752-2 222:EC Number 87:1948-33-0 1291:33804855 1195:10503899 1110:15608132 916:lacquers 826:aromatic 522:Harmful 502:Hazards 240:E number 182:DrugBank 1282:8036665 1232:3542758 1160:8242867 1118:5963778 1001:Bibcode 847:group. 792:what is 790: ( 567:Warning 485:Acidity 443:Density 427:166.220 255:PubChem 191:DB07726 64:TBHQ(i) 1289:  1279:  1271:  1230:  1193:  1158:  1116:  1108:  920:resins 877:, its 833:phenol 787:verify 784:  762:(TBC) 730:(SDS) 371:SMILES 142:ChEMBL 41:Names 1142:(1). 1114:S2CID 889:Other 845:butyl 753:(BHA) 336:InChI 268:16043 245:E319 171:15235 122:ChEBI 100:JSmol 1287:PMID 1269:ISSN 1228:PMID 1191:PMID 1156:PMID 1106:PMID 993:Fuel 930:The 883:E319 841:tert 818:TBHQ 812:tert 758:tert 711:P501 707:P405 699:P391 695:P363 691:P362 675:P330 671:P322 667:P321 663:P312 643:P280 639:P273 635:P272 631:P271 627:P270 623:P264 619:P261 605:H400 601:H335 597:H319 593:H317 589:H315 585:H312 581:H302 279:UNII 53:tert 25:tert 18:tbqh 1277:PMC 1259:doi 1220:doi 1183:doi 1179:143 1148:doi 1098:doi 1009:doi 944:HCA 881:is 529:GHS 305:EPA 258:CID 1339:: 1310:. 1285:. 1275:. 1267:. 1255:18 1253:. 1249:. 1226:. 1216:24 1214:. 1189:. 1177:. 1154:. 1140:14 1138:. 1112:. 1104:. 1094:33 1092:. 1051:. 1039:^ 1030:. 1007:. 997:90 995:. 991:. 967:^ 918:, 914:, 904:. 820:, 756:4- 709:, 705:, 701:, 697:, 693:, 689:, 685:, 681:, 677:, 673:, 669:, 665:, 661:, 657:, 653:, 649:, 645:, 641:, 637:, 633:, 629:, 625:, 621:, 603:, 599:, 595:, 591:, 587:, 583:, 533:: 494:) 487:(p 409:14 403:10 51:2- 1320:. 1293:. 1261:: 1234:. 1222:: 1197:. 1185:: 1162:. 1150:: 1120:. 1100:: 1017:. 1011:: 1003:: 843:- 816:( 782:N 492:a 489:K 415:2 412:O 406:H 400:C 307:) 303:( 102:) 20:.

Index

tbqh
Chemical structure of tert-butylhydroquinone
Preferred IUPAC name
CAS Number
1948-33-0
JSmol
Interactive image
ChEBI
CHEBI:78886
ChEMBL
ChEMBL242080
ChemSpider
15235
DrugBank
DB07726
ECHA InfoCard
100.016.139
Edit this at Wikidata
EC Number
E number
(antioxidants, ...)
PubChem
16043
UNII
C12674942B
CompTox Dashboard
DTXSID6020220
Edit this at Wikidata
InChI
SMILES

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