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Butylated hydroxytoluene

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particles. The action of BHT in these is akin to the action of many other organic compounds, e.g., quaternary ammonium compounds, phenolics, and detergents, which disrupt viruses by insertion of the chemical into the virus membrane, coat, or other structure, which are established methods of viral disinfection secondary to methods of chemical oxidation and UV irradiation. In addition, there is a report of BHT use, topically against genital herpes lesions, a report of inhibitory activity
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against pseudorabies (in cell culture), and two studies, in veterinary contexts, of use of BHT to attempt to protect against virus exposure (pseudorabies in mouse and swine, and Newcastle in chickens). The relevance of other reports, regarding influenza in mice, is not easily discerned. Notably, this
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Types of Ingredients: Preservatives What They Do: Prevent food spoilage from ; maintain freshness Examples of Uses: Fruit sauces and jellies, beverages, baked goods, cured meats, oils and margarines, cereals, dressings, snack foods, fruits and vegetables Names Found on Product Labels: Ascorbic acid,
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The term disparate here is purely descriptive, and not pejorative—each of the primary research reports that follow is distinct and dissimilar, and so they are as a set, disparate. Moreover, no group of articles constitute a series, reflecting long-term study of BHT in a host-virus pair by the same
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Based on various, disparate primary research reports, BHT has been suggested to have anti-viral activity, and the reports divide into various study types. First, there are studies that describe virus inactivation—where treatment with the chemical results in disrupted or otherwise inactivated virus
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Hence, at present, the results do not present a scientific consensus in favour of the conclusion of the general antiviral potential of BHT when dosed in humans. Moreover, as of March 2020, no guidance from any of the internationally recognized associations of infectious disease specialists had
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Gharbi, Ines; Issaoui, Manel; El Gharbi, Sinda; Gazzeh, Nour-Eddine; Tekeya, Meriem; Mechri, Beligh; Flamini, Guido; Hammami, Mohamed (2017). "Butylated hydroxytoluene (BHT) emitted by fungi naturally occurring in olives during their pre-processing storage for improving olive oil stability".
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Hazardous Substances Data Bank under several categories in catalogues and databases, such as food additive, household product ingredient, industrial additive, personal care product/cosmetic ingredient, pesticide ingredient, plastic/rubber ingredient and medical/veterinary/research.
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series of primary research reports does not support a general conclusion of independent confirmation of the original research results, nor are there critical reviews appearing thereafter, in secondary sources, for the various host-virus systems studied with BHT.
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discussed a possible link between BHT and cancer risk in 1986, and some primary research studies in the 1970s–1990s reported both potential for increased risk and potential for decreased risk in the area of oncology. Because of this uncertainty, the
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As of March 2020, there are no examples in this series presenting primary research that reproduces earlier reported results—the reports generally present research results on distinct host-virus systems, rather than follow-up studies on the same
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Search of Pubmed in March 2020 with the main field search string, "(BHT OR butylated hydroxytoluene) AND antiviral ", see next citation, to pull articles focused on antiviral effects of the agent produced a single review source,
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Jiang G, Lin S, Wen L, Jiang Y, Zhao M, Chen F, Prasad KN, Duan X, Yang B (15 January 2013). "Identification of a novel phenolic compound in litchi (Litchi chinensis Sonn.) pericarp and bioactivity evaluation".
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BHT is used as a preservative ingredient in some foods. With this usage BHT maintains freshness or prevents spoilage; it may be used to decrease the rate at which the texture, color, or flavor of food changes.
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Yehye WA, Rahman NA, Ariffin A, Abd Hamid SB, Alhadi AA, Kadir FA, Yaeghoobi M (28 August 2015). "Understanding the Chemistry Behind the Antioxidant Activities of Butylated Hydroxytoluene (BHT): A Review".
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Williams, GM; Iatropoulos, M. J (1996). "Inhibition of the hepatocarcinogenicity of aflatoxin B1 in rats by low levels of the phenolic antioxidants butylated hydroxyanisole and butylated hydroxytoluene".
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to facilitate their safe storage. Some additive products contain BHT as their primary ingredient, while others contain the chemical merely as a component of their formulation, sometimes alongside
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Grohmann, Caio Vinícius Signorelli; Sinhoreti, Mário Alexandre Coelho; Soares, Eveline Freitas; Oliveira, Robson Ferraz de; Souza, Eduardo José de Carvalho; Geraldeli, Saulo (24 June 2022).
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Chetverikova, L. K; Ki'Ldivatov, I. Iu; Inozemtseva, L. I; Kramskaia, T. A; Filippov, V. K; Frolov, B. A (1989). "Factors of Antiviral Resistance in the Pathogenesis of Influenza in Mice".
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Helmut Fiege, Heinz-Werner Voges, Toshikazu Hamamoto, Sumio Umemura, Tadao Iwata, Hisaya Miki, Yasuhiro Fujita, Hans-Josef Buysch, Dorothea Garbe, Wilfried Paulus "Phenol Derivatives" in
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Pirtle, E. C; Sacks, J. M; Nachman, R. J (1986). "Antiviral effectiveness of butylated hydroxytoluene against pseudorabies (Aujeszky's disease) virus in cell culture, mice, and swine".
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Burton G. W., Ingold K. U. (1981). "Autoxidation of biological molecules. 1. Antioxidant activity of vitamin E and related chain-breaking phenolic antioxidants in vitro".
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citric acid, sodium benzoate, calcium propionate, sodium erythorbate, sodium nitrite, calcium sorbate, potassium sorbate, BHA, BHT, EDTA, tocopherols (Vitamin E)
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Kim, K. S; Moon, H. M; Sapienza, V; Carp, R. I; Pullarkat, R (1978). "Inactivation of cytomegalovirus and Semliki Forest virus by butylated hydroxytoluene".
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Yehye, Wageeh A.; Rahman, Noorsaadah Abdul; Ariffin, Azhar; Abd Hamid, Sharifah Bee; Alhadi, Abeer A.; Kadir, Farkaad A.; Yaeghoobi, Marzieh (2015-08-28).
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The European Union restricts the use of BHT in mouthwash to 0.001% concentration, in toothpaste to 0.01% concentration, and to 0.8% in other cosmetics.
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Richards, J. T; Katz, M. E; Kern, E. R (1985). "Topical butylated hydroxytoluene treatment of genital herpes simplex virus infections of guinea pigs".
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Chetverikova LK, Inozemtseva LI (1996). "Role of Lipid Peroxidation in the Pathogenesis of Influenza and Search for Antiviral Protective Agents".
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that BHT was noncarcinogenic in an animal model, societal concerns over its broad use have been expressed. BHT has also been postulated as an
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drug, but as of December 2022, use of BHT as a drug is not supported by the scientific literature and it has not been approved by any
757: 2102: 2077:"Scientific Opinion on the re-evaluation of butylated hydroxytoluene BHT (E 321) as a food additive | European Food Safety Authority" 1530: 1211: 1340:§ 137.350(a)(4) allows BHT up to 0.0033% by weight in "enriched rice", while 9 CFR § 381.147](f)(1) allows up to 0.01% in 915: 3039: 2999:"Traitements locaux, antiviraux ou non, dans la prise en charge de l'herpès oro-facial et gĂ©nital (grossesse et nouveau-nĂ© exclus)" 1564: 1181: 2410:(1985). "Modification of aflatoxin B1 binding to DNA in vivo in rats fed phenolic antioxidants, ethoxyquin and a dithiothione". 1355:
Some food companies have voluntarily eliminated BHT from their products or have announced that they were going to phase it out.
1218: 3712: 3450: 2055: 2125: 2524: 3179: 2246: 1225: 17: 2388:(Report). Vol. 40. World Health Organization: International Agency For Research On Cancer. 1986. pp. 161–206. 3707: 3717: 2661: 2560:
Snipes W, Person S, Keith A, Cupp J (4 April 1975). "Butylated Hydroxytoluene Inactivated Lipid-Containing Viruses".
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reaction by converting peroxy radicals to hydroperoxides. It effects this function by donating a hydrogen atom:
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Brugh, M (1977). "Butylated hydroxytoluene protects chickens exposed to Newcastle disease virus".
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BHT is primarily used as an antioxidant food additive. In the United States, it is classified as
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Please help update this article to reflect recent events or newly available information.
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in fluids (e.g. fuels, oils) and other materials, and the regulations overseen by the
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Mandell, Douglas, and Bennett's Principles and Practice of Infectious Diseases
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study from 1979 in rats and mice. It is approved for use in the U.S. by the
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European Society of Clinical Microbiology and Infectious Diseases (ESCMID)
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research team (the pair by Chetverikova et al. being the nearest to this).
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InChI=1S/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3
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Franklin, R. A (1976). "Butylated hydroxytoluene in sarcoma-prone dogs".
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InChI=1/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3
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Bioassay of Butylated Hydroxytoluene (BHT) for Possible Carcinogenicity
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advocated use of BHT products as an antiviral therapy or prophylactic.
1513:(GRAS) food preservative when used in an approved manner. In 1979, the 951: 756: 505: 272: 232: 1973: 3637: 3620: 3610: 3548: 3535: 3515: 3504: 3494: 3407: 3364: 3215: 1959:
US Dept of Health & Human Services. Household Products Database.
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and other solvents and laboratory chemicals. It is added to certain
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Except where otherwise noted, data are given for materials in their
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Fujisawa, Seiichiro; Kadoma, Yoshinori; Yokoe, Ichiro (July 2004).
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Cook, Nigel; Knight, Angus; Richards, Gary P. (1 July 2016).
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puts BHT in its "caution" column and recommends avoiding it.
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See for instance, this and the following two references:
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Kampf G, Todt D, Pfaender S, Steinmann E (March 2020).
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BHT is also used as an antioxidant in products such as
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by hydroxymethylation or aminomethylation followed by
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National Institute for Occupational Safety and Health
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Rutala, William A.; Weber, David J. (January 2015).
2602: 2444: 1920: 2997: 2855: 2851: 2849: 2690: 3088:"ESCMID—Search—Website Search—Search in Category" 3027:DOI, DERM-04-2002-129-4-C2-0151-9638-101019-ART18 3730: 2817: 1845:European Journal of Lipid Science and Technology 1805: 1074:of BHT in industry has involved the reaction of 337: 3122:. Infectious Diseases Society of America (IDSA) 2846: 2406:Kensler, TW; Egner, PA; Trush, MA; Bueding, E; 738: 711: 156: 3113: 3056: 2123: 1874:Ullmann's Encyclopedia of Industrial Chemistry 3444: 3173: 2375: 2347:"SCOGS (Select Committee on GRAS Substances)" 1517:determined that BHT was noncarcinogenic in a 3153:CDC – NIOSH Pocket Guide to Chemical Hazards 2028:"CFR - Code of Federal Regulations Title 21" 1996:"CFR - Code of Federal Regulations Title 21" 1972:. US National Library of Medicine. Haz-Map. 1701:Institute for Occupational Safety and Health 1661:"Safety data for 2,6-di-tert-butyl-p-cresol" 1197:introducing citations to additional sources 3148:Chemistry of BHA and BHT Food Preservatives 2731: 2637: 1884:Article Online Posting Date: June 15, 2000. 3451: 3437: 3180: 3166: 3004:Annales de Dermatologie et de VĂ©nĂ©rĂ©ologie 2996:Chosidow O, Lebrun-Vignes B (April 2002). 2365:"CFR—Code of Federal Regulations Title 21" 1868: 1866: 1145:Alternatively, BHT has been prepared from 965:properties. BHT is widely used to prevent 406: 262: 240: 2787: 2777: 2708: 2651: 2553: 2289: 1531:Center for Science in the Public Interest 373: 2928:Vestnik Akademii Meditsinskikh Nauk SSSR 2480: 2316:. Scientific American. 19 December 2013. 2218: 1896:Journal of the American Chemical Society 1688: 1686: 1637: 1635: 1633: 1618:NIOSH Pocket Guide to Chemical Hazards. 1490:, BHT has low acute toxicity (e.g., the 1187:Relevant discussion may be found on the 1065: 2858:American Journal of Veterinary Research 2326: 2306: 2228:, Synapse Information Resources, 2004. 2159:European Journal of Medicinal Chemistry 1863: 1741: 1039:sp.) are capable of producing BHT as a 402: 14: 3731: 2395:from the original on 5 September 2015. 2007: 2005: 1747: 1643:"ICSC 0841 - BUTYLATED HYDROXYTOLUENE" 1613: 1611: 1609: 1607: 1586: 781:127 Â°C (261 Â°F; 400 K) 564:265 Â°C (509 Â°F; 538 K) 253: 3432: 3161: 2882: 2734:"Why Soap Works - The New York Times" 2148: 2146: 1683: 1630: 1000: 554:70 Â°C (158 Â°F; 343 K) 434:Key: NLZUEZXRPGMBCV-UHFFFAOYSA-N 220: 200: 1449: 1164: 132:3,5-(Dimethylethyl)-4-hydroxytoluene 2517: 2199: 2126:"The Food Babe: Enemy of Chemicals" 2124:Hamblin, James (11 February 2015). 2117: 2002: 1604: 1260:The species behaves as a synthetic 444:Key: NLZUEZXRPGMBCV-UHFFFAOYAU 328: 312: 24: 2653:10.1016/B978-1-4557-4801-3.00301-5 2605:The Journal of Infectious Diseases 2143: 1594:"2,6-di-tert-butyl-4-methylphenol" 1581:Vattenlöslighet: 1,1 mg/L (20 °C) 1291:• + ArO• → nonradical products 734: 25: 3780: 3141: 1939:10.1016/j.chemphyslip.2004.03.005 1445: 129:4-Methyl-2,6-di-tert-butyl phenol 3458: 3114:IDSA Web Tools (12 March 2020). 3057:ISID Web Tools (12 March 2020). 2314:"BHA and BHT: A Case for Fresh?" 1777:10.1111/j.1529-8817.2008.00596.x 1454: 1319: 1180:relies largely or entirely on a 1169: 1085:(2-methylpropene), catalyzed by 1057:) living in olives produce BHT. 905: 663: 492: 95:2,6-DI-tert-butyl-4-methylphenol 49: 40: 3304:2,4-Dimethyl-6-tert-butylphenol 3187: 3106: 3080: 3050: 3032: 2979: 2969: 2942: 2919: 2876: 2811: 2750: 2725: 2684: 2631: 2596: 2543: 2474: 2438: 2399: 2357: 2339: 2327:Slavova, Siana (23 June 2023). 2320: 2257: 2239: 2193: 2095: 2069: 2038: 2020: 1988: 1953: 1927:Chemistry and Physics of Lipids 1914: 1887: 1835: 1748:Babu B, Wu JT (December 2008). 1507:US Food and Drug Administration 1414:. BHT is also used to prevent 1306: 901:(at 25 Â°C , 100 kPa). 2383:Butylated hydroxytoluene (BHT) 1821:10.1016/j.foodchem.2012.08.089 1799: 1705: 1653: 1556: 1358: 1024:Cylindrospermopsis raciborskii 627:Occupational safety and health 498: 486: 465:CC(C)(C)c1cc(C)cc(c1O)C(C)(C)C 13: 1: 3075:There are 0 results for 'BHT' 2732:Ferris Jabr (13 March 2020). 2525:"Two Preservatives to Avoid?" 2495:10.1016/s0140-6736(76)91766-9 2016:National Institutes of Health 1876:, Wiley-VCH, Weinheim, 2002. 1549: 1060: 1051:. Several fungi (for example 1017:, as well as three different 957:, chemically a derivative of 821:(US health exposure limits): 3375:Automatic transmission fluid 3309:Dinonylnaphthylsulfonic acid 3261:Racing fuel (Tetraethyllead) 2832:10.1016/0166-3542(85)90042-7 2710:10.4315/0362-028X.JFP-15-570 2460:10.1016/0304-3835(96)04228-0 2171:10.1016/j.ejmech.2015.06.026 2051:Food and Drug Administration 1727:10.1016/j.ejmech.2015.06.026 1511:generally recognized as safe 1437: 1391:, where BHT is known as the 1334:Food and Drug Administration 1326:generally recognized as safe 1284:• + ArOH → ROOH + ArO• 1160: 981:"—allow small amounts to be 979:generally recognized as safe 977:—which considers BHT to be " 7: 789:or concentration (LD, LC): 10: 3785: 3299:Dimethyl methylphosphonate 2779:10.1016/j.jhin.2020.01.022 2697:Journal of Food Protection 2282:10.1590/0103-6440202204242 2202:"Butylated Hydroxytoluene" 1486:Like many closely related 1208:"Butylated hydroxytoluene" 126:Dibutylated hydroxytoluene 26: 3695: 3646: 3466: 3398: 3357: 3269: 3198: 2930:(in Russian) (11): 63–8. 2226:Handbook of Preservatives 1697:GESTIS Substance Database 1526:World Health Organization 1515:National Cancer Institute 1505:of >9 g/kg). The 1463:This section needs to be 1330:National Cancer Institute 1047:also produces BHT in its 997:for use as an antiviral. 987:National Cancer Institute 961:, that is useful for its 895: 878: 815: 785: 644: 624: 619: 473: 453: 418: 140: 78: 62: 57: 48: 39: 35:Butylated hydroxytoluene 3659:Butylated hydroxytoluene 3654:Butylated hydroxyanisole 3284:Butylated hydroxytoluene 2951:Vestn Ross Akad Med Nauk 2270:Brazilian Dental Journal 2224:Michael Ash, Irene Ash, 2206:pubchem.ncbi.nlm.nih.gov 1882:10.1002/14356007.a19_313 1432:butylated hydroxyanisole 1428:polymerisation inhibitor 940:Butylated hydroxytoluene 890:Butylated hydroxyanisole 702:Precautionary statements 3390:Windshield washer fluid 3334:Methyl tert-butyl ether 3314:2,6-Di-tert-butylphenol 3226:Lead Replacement Petrol 2617:10.1093/infdis/138.1.91 1563:KEMI Anställd (1994). 1496:2,6-di-tert-butylphenol 521:White to yellow powder 102:-butyl-4-hydroxytoluene 3241:Compressed natural gas 3059:"You searched for BHT" 2905:10.1126/science.897670 2582:10.1126/science.163494 2424:10.1093/carcin/6.5.759 2032:www.accessdata.fda.gov 1969:.US EPA. InertFinder. 1857:10.1002/ejlt.201600343 1081:(4-methylphenol) with 1030:Microcystis aeruginosa 995:drug regulatory agency 745: 1418:formation in organic 1311:BHT is listed by the 1066:Industrial production 948:dibutylhydroxytoluene 744: 72:-butyl-4-methylphenol 3764:Tert-butyl compounds 3044:www.ncbi.nlm.nih.gov 2109:. 20 February 2020. 1757:Journal of Phycology 1193:improve this article 1014:Botryococcus braunii 811:mg/kg (dermal, rat) 727:(fire diamond) 64:Preferred IUPAC name 2897:1977Sci...197.1291B 2574:1975Sci...188...64S 1908:10.1021/ja00411a035 1769:2008JPcgy..44.1447B 1488:phenol antioxidants 1365:metalworking fluids 1054:Aspergillus conicus 571:Solubility in water 513: g/mol 298:(antioxidants, ...) 36: 18:BHT (food additive) 3769:E-number additives 3673:1,2-Diaminopropane 3474:6-Hydroxymelatonin 3294:1,2-Dichloroethane 2820:Antiviral Research 2738:The New York Times 2081:www.efsa.europa.eu 1978:2015-09-05 at the 1965:2015-09-05 at the 1665:ptcl.chem.ox.ac.uk 1524:Nevertheless, the 1509:classifies BHT as 1389:petroleum industry 1336:: For example, 21 1328:(GRAS) based on a 1072:chemical synthesis 1001:Natural occurrence 928:Infobox references 879:Related compounds 860:(Immediate danger) 746: 34: 3759:Food antioxidants 3754:Fuel antioxidants 3726: 3725: 3647:Fuel antioxidants 3538: 3489:Alpha-lipoic acid 3482: 3467:Food antioxidants 3426: 3425: 3349:Tetranitromethane 3329:Metal deactivator 3289:1,2-Dibromoethane 3103:Search for "bht". 3010:(4–C2): 635–645. 2529:Berkeley Wellness 1902:(21): 6472–6477. 1715:Eur. J. Med. Chem 1571:on 11 August 2011 1484: 1483: 1258: 1257: 1243: 946:), also known as 936:Chemical compound 934: 933: 885:Related compounds 870:Safety data sheet 688:Hazard statements 387:CompTox Dashboard 182:Interactive image 16:(Redirected from 3776: 3571:-Acetylserotonin 3536: 3480: 3453: 3446: 3439: 3430: 3429: 3413:MTBE controversy 3182: 3175: 3168: 3159: 3158: 3135: 3134: 3132:No results found 3129: 3127: 3116:"Search Results" 3110: 3104: 3102: 3100: 3098: 3084: 3078: 3077: 3072: 3070: 3054: 3048: 3047: 3036: 3030: 3029: 3024: 3022: 3001: 2983: 2977: 2973: 2967: 2966: 2946: 2940: 2939: 2923: 2917: 2916: 2891:(4310): 1291–2. 2880: 2874: 2873: 2853: 2844: 2843: 2815: 2809: 2808: 2806: 2804: 2791: 2781: 2763: 2754: 2748: 2747: 2745: 2744: 2729: 2723: 2722: 2712: 2688: 2682: 2681: 2679: 2678: 2655: 2646:: 3294–3309.e4. 2635: 2629: 2628: 2600: 2594: 2593: 2557: 2551: 2547: 2541: 2540: 2538: 2536: 2521: 2515: 2514: 2478: 2472: 2471: 2442: 2436: 2435: 2403: 2397: 2396: 2394: 2387: 2379: 2373: 2372: 2361: 2355: 2354: 2343: 2337: 2336: 2324: 2318: 2317: 2310: 2304: 2303: 2293: 2261: 2255: 2254: 2243: 2237: 2222: 2216: 2215: 2213: 2212: 2197: 2191: 2190: 2150: 2141: 2140: 2138: 2136: 2121: 2115: 2114: 2099: 2093: 2092: 2090: 2088: 2073: 2067: 2066: 2064: 2063: 2054:. 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Archived from 1657: 1651: 1650: 1639: 1628: 1627: 1615: 1602: 1601: 1590: 1584: 1583: 1578: 1576: 1560: 1479: 1476: 1470: 1458: 1457: 1450: 1400:hydraulic fluids 1398:, it is used in 1381:transformer oils 1253: 1250: 1244: 1242: 1201: 1173: 1165: 1008:, including the 955:organic compound 918: 912: 909: 908: 850: 810: 766: 759: 752: 737: 717: 713: 709: 695: 667: 614: 610: 583: 579: 512: 500: 494: 488: 481:Chemical formula 411: 410: 395: 393: 377: 341: 330: 316: 292: 274: 266: 255: 244: 224: 204: 184: 160: 53: 44: 37: 33: 21: 3784: 3783: 3779: 3778: 3777: 3775: 3774: 3773: 3739:Natural phenols 3729: 3728: 3727: 3722: 3691: 3687:Ethylenediamine 3678:2,4-Dimethyl-6- 3642: 3562:-Acetylcysteine 3462: 3457: 3427: 3422: 3418:Pay at the pump 3394: 3353: 3324:Ethylenediamine 3265: 3206:Gasoline/petrol 3194: 3186: 3144: 3139: 3138: 3125: 3123: 3111: 3107: 3096: 3094: 3086: 3085: 3081: 3068: 3066: 3055: 3051: 3038: 3037: 3033: 3020: 3018: 2984: 2980: 2974: 2970: 2947: 2943: 2924: 2920: 2881: 2877: 2854: 2847: 2816: 2812: 2802: 2800: 2766:J. Hosp. Infect 2761: 2755: 2751: 2742: 2740: 2730: 2726: 2689: 2685: 2676: 2674: 2664: 2636: 2632: 2601: 2597: 2568:(4183): 64–66. 2558: 2554: 2548: 2544: 2534: 2532: 2523: 2522: 2518: 2479: 2475: 2443: 2439: 2404: 2400: 2392: 2385: 2381: 2380: 2376: 2363: 2362: 2358: 2345: 2344: 2340: 2325: 2321: 2312: 2311: 2307: 2262: 2258: 2251:Millipore Sigma 2245: 2244: 2240: 2223: 2219: 2210: 2208: 2198: 2194: 2151: 2144: 2134: 2132: 2122: 2118: 2101: 2100: 2096: 2086: 2084: 2075: 2074: 2070: 2061: 2059: 2044: 2043: 2039: 2026: 2025: 2021: 2010: 2003: 1994: 1993: 1989: 1980:Wayback Machine 1967:Wayback Machine 1958: 1954: 1919: 1915: 1892: 1888: 1871: 1864: 1851:(11): 1600343. 1840: 1836: 1804: 1800: 1752: 1746: 1742: 1710: 1706: 1691: 1684: 1674: 1672: 1671:on 21 June 2002 1659: 1658: 1654: 1641: 1640: 1631: 1616: 1605: 1598:www.chemsrc.com 1592: 1591: 1587: 1574: 1572: 1561: 1557: 1552: 1503: 1494:analog of BHT, 1480: 1474: 1471: 1468: 1459: 1455: 1448: 1440: 1373:pharmaceuticals 1361: 1322: 1309: 1290: 1283: 1254: 1248: 1245: 1202: 1200: 1186: 1174: 1163: 1140: 1136: 1132: 1128: 1124: 1120: 1116: 1112: 1108: 1104: 1100: 1096: 1068: 1063: 1041:natural product 1003: 937: 930: 925: 924: 923:  ?) 914: 910: 906: 902: 886: 861: 848: 844: 831: 808: 804: 798: 771: 770: 769: 768: 761: 754: 747: 743: 735: 704: 690: 676: 660: 637: 612: 608: 581: 577: 573: 510: 497: 491: 483: 469: 466: 461: 460: 449: 446: 445: 442: 436: 435: 432: 426: 425: 414: 396: 389: 380: 360: 344: 331: 319: 284: 247: 227: 207: 187: 174: 163: 150: 136: 135: 123:Additin RC 7110 120:Antioxidant 264 74: 73: 32: 23: 22: 15: 12: 11: 5: 3782: 3772: 3771: 3766: 3761: 3756: 3751: 3746: 3741: 3724: 3723: 3721: 3720: 3715: 3710: 3705: 3699: 3697: 3693: 3692: 3690: 3689: 3684: 3675: 3670: 3661: 3656: 3650: 3648: 3644: 3643: 3641: 3640: 3635: 3629: 3624: 3614: 3604: 3599: 3594: 3589: 3584: 3579: 3574: 3565: 3556: 3551: 3546: 3541: 3533: 3531:Hydroxytyrosol 3528: 3523: 3518: 3513: 3508: 3498: 3492: 3486: 3476: 3470: 3468: 3464: 3463: 3456: 3455: 3448: 3441: 3433: 3424: 3423: 3421: 3420: 3415: 3410: 3404: 3402: 3396: 3395: 3393: 3392: 3387: 3382: 3377: 3372: 3367: 3361: 3359: 3355: 3354: 3352: 3351: 3346: 3344:Tetraethyllead 3341: 3336: 3331: 3326: 3321: 3316: 3311: 3306: 3301: 3296: 3291: 3286: 3281: 3275: 3273: 3271:Fuel additives 3267: 3266: 3264: 3263: 3258: 3253: 3248: 3243: 3238: 3233: 3228: 3223: 3218: 3213: 3208: 3202: 3200: 3196: 3195: 3185: 3184: 3177: 3170: 3162: 3156: 3155: 3150: 3143: 3142:External links 3140: 3137: 3136: 3105: 3079: 3049: 3031: 2978: 2968: 2953:(in Russian). 2941: 2918: 2875: 2845: 2810: 2772:(3): 246–251. 2749: 2724: 2703:(7): 1273–94. 2683: 2662: 2630: 2595: 2552: 2542: 2516: 2489:(7972): 1296. 2473: 2448:Cancer Letters 2437: 2418:(5): 759–763. 2412:Carcinogenesis 2398: 2374: 2356: 2338: 2319: 2305: 2256: 2238: 2217: 2192: 2142: 2116: 2094: 2083:. 7 March 2012 2068: 2037: 2019: 2001: 1987: 1952: 1933:(2): 189–195. 1913: 1886: 1862: 1834: 1809:Food Chemistry 1798: 1740: 1704: 1682: 1652: 1647:www.inchem.org 1629: 1603: 1585: 1554: 1553: 1551: 1548: 1501: 1482: 1481: 1462: 1460: 1453: 1447: 1446:Health effects 1444: 1439: 1436: 1387:fluid. In the 1360: 1357: 1321: 1318: 1308: 1305: 1293: 1292: 1288: 1285: 1281: 1256: 1255: 1191:. Please help 1177: 1175: 1168: 1162: 1159: 1155:hydrogenolysis 1143: 1142: 1138: 1134: 1130: 1126: 1122: 1118: 1114: 1110: 1106: 1102: 1098: 1094: 1067: 1064: 1062: 1059: 1002: 999: 983:added to foods 935: 932: 931: 926: 904: 903: 899:standard state 896: 893: 892: 887: 884: 881: 880: 876: 875: 873: 866: 865: 862: 856: 853: 852: 845: 839: 836: 835: 832: 826: 823: 822: 813: 812: 805: 796: 794: 791: 790: 783: 782: 779: 773: 772: 762: 755: 748: 733: 732: 731: 730: 728: 719: 718: 705: 700: 697: 696: 691: 686: 683: 682: 677: 672: 669: 668: 661: 656: 653: 652: 642: 641: 638: 635: 632: 631: 622: 621: 617: 616: 605: 603:Vapor pressure 599: 598: 595: 586: 585: 574: 569: 566: 565: 562: 556: 555: 552: 546: 545: 542: 536: 535: 529: 523: 522: 519: 515: 514: 508: 502: 501: 495: 489: 484: 479: 476: 475: 471: 470: 468: 467: 464: 456: 455: 454: 451: 450: 448: 447: 443: 440: 439: 437: 433: 430: 429: 421: 420: 419: 416: 415: 413: 412: 399: 397: 385: 382: 381: 379: 378: 370: 368: 362: 361: 359: 358: 354: 352: 346: 345: 343: 342: 334: 332: 324: 321: 320: 318: 317: 309: 307: 301: 300: 294: 286: 285: 283: 282: 278: 276: 268: 267: 257: 249: 248: 246: 245: 237: 235: 229: 228: 226: 225: 217: 215: 209: 208: 206: 205: 197: 195: 189: 188: 186: 185: 177: 175: 168: 165: 164: 162: 161: 153: 151: 146: 143: 142: 138: 137: 134: 133: 130: 127: 124: 121: 118: 115: 112: 109: 106: 103: 96: 93: 81: 80: 76: 75: 67: 66: 60: 59: 55: 54: 46: 45: 29:FS Class E.321 9: 6: 4: 3: 2: 3781: 3770: 3767: 3765: 3762: 3760: 3757: 3755: 3752: 3750: 3747: 3745: 3742: 3740: 3737: 3736: 3734: 3719: 3716: 3714: 3711: 3709: 3706: 3704: 3701: 3700: 3698: 3694: 3688: 3685: 3683: 3681: 3676: 3674: 3671: 3669: 3667: 3662: 3660: 3657: 3655: 3652: 3651: 3649: 3645: 3639: 3636: 3633: 3630: 3628: 3625: 3622: 3618: 3615: 3612: 3608: 3605: 3603: 3600: 3598: 3595: 3593: 3590: 3588: 3585: 3583: 3580: 3578: 3575: 3572: 3570: 3566: 3563: 3561: 3557: 3555: 3552: 3550: 3547: 3545: 3542: 3540: 3534: 3532: 3529: 3527: 3524: 3522: 3519: 3517: 3514: 3512: 3509: 3506: 3502: 3499: 3496: 3495:Ascorbic acid 3493: 3490: 3487: 3484: 3477: 3475: 3472: 3471: 3469: 3465: 3461: 3454: 3449: 3447: 3442: 3440: 3435: 3434: 3431: 3419: 3416: 3414: 3411: 3409: 3406: 3405: 3403: 3401: 3397: 3391: 3388: 3386: 3383: 3381: 3378: 3376: 3373: 3371: 3368: 3366: 3363: 3362: 3360: 3356: 3350: 3347: 3345: 3342: 3340: 3337: 3335: 3332: 3330: 3327: 3325: 3322: 3320: 3317: 3315: 3312: 3310: 3307: 3305: 3302: 3300: 3297: 3295: 3292: 3290: 3287: 3285: 3282: 3280: 3277: 3276: 3274: 3272: 3268: 3262: 3259: 3257: 3254: 3252: 3249: 3247: 3244: 3242: 3239: 3237: 3234: 3232: 3229: 3227: 3224: 3222: 3219: 3217: 3214: 3212: 3209: 3207: 3204: 3203: 3201: 3197: 3193: 3190: 3183: 3178: 3176: 3171: 3169: 3164: 3163: 3160: 3154: 3151: 3149: 3146: 3145: 3133: 3121: 3120:IDSociety.org 3117: 3109: 3093: 3089: 3083: 3076: 3064: 3060: 3053: 3045: 3041: 3035: 3028: 3017: 3013: 3009: 3005: 3000: 2993: 2989: 2982: 2972: 2964: 2960: 2956: 2952: 2945: 2937: 2933: 2929: 2922: 2914: 2910: 2906: 2902: 2898: 2894: 2890: 2886: 2879: 2871: 2867: 2864:(9): 1892–5. 2863: 2859: 2852: 2850: 2841: 2837: 2833: 2829: 2826:(5): 281–90. 2825: 2821: 2814: 2799: 2795: 2790: 2785: 2780: 2775: 2771: 2767: 2760: 2753: 2739: 2735: 2728: 2720: 2716: 2711: 2706: 2702: 2698: 2694: 2687: 2673: 2669: 2665: 2663:9781455748013 2659: 2654: 2649: 2645: 2641: 2634: 2626: 2622: 2618: 2614: 2610: 2606: 2599: 2591: 2587: 2583: 2579: 2575: 2571: 2567: 2563: 2556: 2546: 2530: 2526: 2520: 2512: 2508: 2504: 2500: 2496: 2492: 2488: 2484: 2477: 2469: 2465: 2461: 2457: 2453: 2449: 2441: 2433: 2429: 2425: 2421: 2417: 2413: 2409: 2402: 2391: 2384: 2378: 2370: 2366: 2360: 2352: 2348: 2342: 2334: 2330: 2323: 2315: 2309: 2301: 2297: 2292: 2287: 2283: 2279: 2275: 2271: 2267: 2260: 2252: 2248: 2242: 2235: 2234:1-890595-66-7 2231: 2227: 2221: 2207: 2203: 2196: 2188: 2184: 2180: 2176: 2172: 2168: 2164: 2160: 2156: 2149: 2147: 2131: 2127: 2120: 2113: 2108: 2104: 2098: 2082: 2078: 2072: 2058:on 2009-07-09 2057: 2053: 2052: 2047: 2041: 2033: 2029: 2023: 2017: 2013: 2008: 2006: 1997: 1991: 1984: 1981: 1977: 1974: 1971: 1968: 1964: 1961: 1956: 1948: 1944: 1940: 1936: 1932: 1928: 1924: 1917: 1909: 1905: 1901: 1897: 1890: 1883: 1879: 1875: 1869: 1867: 1858: 1854: 1850: 1846: 1838: 1830: 1826: 1822: 1818: 1814: 1810: 1802: 1794: 1790: 1786: 1782: 1778: 1774: 1770: 1766: 1762: 1758: 1751: 1744: 1736: 1732: 1728: 1724: 1720: 1716: 1708: 1702: 1698: 1694: 1689: 1687: 1670: 1666: 1662: 1656: 1649:. March 1999. 1648: 1644: 1638: 1636: 1634: 1625: 1621: 1614: 1612: 1610: 1608: 1599: 1595: 1589: 1582: 1570: 1566: 1559: 1555: 1547: 1543: 1540: 1534: 1532: 1527: 1522: 1520: 1516: 1512: 1508: 1504: 1497: 1493: 1489: 1478: 1466: 1461: 1452: 1451: 1443: 1435: 1433: 1429: 1425: 1421: 1417: 1413: 1409: 1405: 1401: 1397: 1394: 1393:fuel additive 1390: 1386: 1382: 1378: 1374: 1370: 1366: 1356: 1353: 1349: 1347: 1343: 1339: 1335: 1331: 1327: 1320:Food additive 1317: 1314: 1304: 1302: 1298: 1286: 1279: 1278: 1277: 1275: 1274:autocatalytic 1271: 1267: 1263: 1252: 1241: 1238: 1234: 1231: 1227: 1224: 1220: 1217: 1213: 1210: â€“  1209: 1205: 1204:Find sources: 1198: 1194: 1190: 1184: 1183: 1182:single source 1178:This section 1176: 1172: 1167: 1166: 1158: 1156: 1152: 1150: 1092: 1091: 1090: 1088: 1087:sulfuric acid 1084: 1080: 1078: 1073: 1058: 1056: 1055: 1050: 1046: 1042: 1038: 1037: 1032: 1031: 1026: 1025: 1020: 1019:cyanobacteria 1016: 1015: 1011: 1007: 1006:Phytoplankton 998: 996: 992: 988: 984: 980: 976: 972: 968: 964: 960: 956: 953: 949: 945: 941: 929: 922: 917: 900: 894: 891: 888: 883: 882: 877: 874: 871: 868: 867: 863: 859: 855: 854: 846: 843:(Recommended) 842: 838: 837: 833: 830:(Permissible) 829: 825: 824: 820: 819: 814: 806: 802: 793: 792: 788: 784: 780: 778: 775: 774: 767: 760: 753: 729: 726: 725: 721: 720: 706: 703: 699: 698: 692: 689: 685: 684: 681: 678: 675: 671: 670: 666: 662: 659: 655: 654: 650: 648: 643: 639: 634: 633: 629: 628: 623: 618: 606: 604: 601: 600: 596: 594: 593: 588: 587: 575: 572: 568: 567: 563: 561: 560:Boiling point 558: 557: 553: 551: 550:Melting point 548: 547: 543: 541: 538: 537: 534: 530: 528: 525: 524: 520: 517: 516: 509: 507: 504: 503: 485: 482: 478: 477: 472: 463: 462: 459: 452: 438: 428: 427: 424: 417: 409: 405: 404:DTXSID2020216 401: 400: 398: 388: 384: 383: 376: 372: 371: 369: 367: 364: 363: 356: 355: 353: 351: 348: 347: 340: 336: 335: 333: 327: 323: 322: 315: 311: 310: 308: 306: 303: 302: 299: 295: 293: 288: 287: 280: 279: 277: 275: 270: 269: 265: 261: 258: 256: 254:ECHA InfoCard 251: 250: 243: 239: 238: 236: 234: 231: 230: 223: 219: 218: 216: 214: 211: 210: 203: 199: 198: 196: 194: 191: 190: 183: 179: 178: 176: 172: 167: 166: 159: 155: 154: 152: 149: 145: 144: 139: 131: 128: 125: 122: 119: 116: 113: 110: 107: 104: 101: 97: 94: 91: 87: 83: 82: 77: 71: 65: 61: 56: 52: 47: 43: 38: 30: 19: 3749:Alkylphenols 3744:Antioxidants 3703:Folin method 3696:Measurements 3682:-butylphenol 3679: 3668:-butylphenol 3665: 3658: 3634:(coenzyme Q) 3617:Tocotrienols 3568: 3559: 3460:Antioxidants 3339:Nitromethane 3283: 3279:Butyl rubber 3256:Butanol fuel 3131: 3124:. Retrieved 3119: 3108: 3095:. Retrieved 3091: 3082: 3074: 3067:. Retrieved 3062: 3052: 3043: 3034: 3026: 3019:. Retrieved 3007: 3003: 2981: 2971: 2957:(3): 37–40. 2954: 2950: 2944: 2927: 2921: 2888: 2884: 2878: 2861: 2857: 2823: 2819: 2813: 2801:. Retrieved 2769: 2765: 2752: 2741:. Retrieved 2737: 2727: 2700: 2696: 2686: 2675:. Retrieved 2643: 2633: 2608: 2604: 2598: 2565: 2561: 2555: 2545: 2535:12 September 2533:. Retrieved 2528: 2519: 2486: 2482: 2476: 2454:(1): 49–53. 2451: 2447: 2440: 2415: 2411: 2408:Groopman, JD 2401: 2377: 2368: 2359: 2350: 2341: 2333:Obelis Group 2332: 2322: 2308: 2276:(3): 92–98. 2273: 2269: 2259: 2250: 2241: 2225: 2220: 2209:. Retrieved 2205: 2195: 2162: 2158: 2135:12 September 2133:. Retrieved 2130:The Atlantic 2129: 2119: 2110: 2106: 2097: 2085:. Retrieved 2080: 2071: 2060:. Retrieved 2056:the original 2049: 2040: 2031: 2022: 1990: 1955: 1930: 1926: 1916: 1899: 1895: 1889: 1873: 1848: 1844: 1837: 1815:(2): 563–8. 1812: 1808: 1801: 1760: 1756: 1743: 1718: 1714: 1707: 1673:. Retrieved 1669:the original 1664: 1655: 1646: 1597: 1588: 1580: 1573:. Retrieved 1569:the original 1558: 1544: 1538: 1535: 1523: 1485: 1472: 1464: 1441: 1362: 1354: 1350: 1323: 1310: 1307:Applications 1294: 1270:autoxidation 1259: 1246: 1236: 1229: 1222: 1215: 1203: 1179: 1151:-butylphenol 1148: 1144: 1105:)OH + 2 CH 1076: 1069: 1052: 1043:. The fruit 1036:Oscillatoria 1034: 1028: 1022: 1012: 1004: 967:free radical 947: 943: 939: 938: 817: 786: 723: 679: 646: 636:Main hazards 625: 591: 350:RTECS number 141:Identifiers 99: 89: 85: 79:Other names 69: 3607:Tocopherols 3592:Resveratrol 3577:Oleocanthal 3526:Glutathione 3521:Polyphenols 3501:Carotenoids 3497:(vitamin C) 3380:Brake fluid 3231:Electricity 3221:Biogasoline 2611:(1): 91–4. 2165:: 295–312. 2107:www.fda.gov 1721:: 295–312. 1519:mouse model 1359:Antioxidant 1295:where R is 1083:isobutylene 1010:green algae 975:U.S. F.D.A. 963:antioxidant 801:median dose 787:Lethal dose 777:Flash point 674:Signal word 630:(OHS/OSH): 544:1.048 g/cm 518:Appearance 474:Properties 260:100.004.439 202:CHEBI:34247 3733:Categories 3632:Ubiquinone 3597:Selegiline 3587:Rasagiline 3582:Oleuropein 3554:Mofegiline 3544:Ladostigil 3539:-carnitine 3483:-carnitine 3370:Antifreeze 3199:Fuel types 2743:2020-03-13 2677:2020-03-13 2247:"Solvents" 2211:2023-09-01 2062:2019-12-16 1675:17 January 1550:References 1475:March 2020 1410:oils, and 1249:March 2020 1219:newspapers 1061:Production 969:-mediated 952:lipophilic 807:> 2,000 658:Pictograms 640:Flammable 506:Molar mass 375:1P9D0Z171K 233:ChemSpider 169:3D model ( 148:CAS Number 3638:Uric acid 3621:vitamin E 3611:vitamin E 3549:Melatonin 3516:Edaravone 3505:vitamin A 3408:Fuel card 3365:Motor oil 3216:Biodiesel 2200:PubChem. 2179:1768-3254 2087:4 October 1498:, has an 1492:desmethyl 1438:Cosmetics 1412:jet fuels 1385:embalming 1369:cosmetics 1266:vitamin E 1189:talk page 1161:Reactions 991:antiviral 971:oxidation 649:labelling 357:GO7875000 281:204-881-4 273:EC Number 222:ChEMBL146 3602:Selenium 3511:Curcumin 3385:Gear oil 3246:Hydrogen 3236:Kerosene 3126:12 March 3097:12 March 3069:12 March 3063:ISID.org 3021:12 March 3016:12122334 2992:12122334 2976:systems. 2803:14 March 2798:32035997 2719:27357051 2672:79423095 2511:54366594 2390:Archived 2300:35766722 2187:26150290 1976:Archived 1963:Archived 1947:15172835 1829:23122098 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Index

BHT (food additive)
FS Class E.321
Skeletal formula of butylated hydroxytoluene
Ball-and-stick model of the butylated hydroxytoluene molecule
Preferred IUPAC name
CAS Number
128-37-0
JSmol
Interactive image
ChEBI
CHEBI:34247
ChEMBL
ChEMBL146
ChemSpider
13835296
ECHA InfoCard
100.004.439
Edit this at Wikidata
EC Number
E number
(antioxidants, ...)
KEGG
D02413
PubChem
31404
RTECS number
UNII
1P9D0Z171K
CompTox Dashboard
DTXSID2020216

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