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2,6-Di(tert-butyl)-4-hydroxy-4-methyl-2,5-cyclohexadien-1-one (CAS 10396-80-2)

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Alternate Names:
BHT-OH
CAS Number:
10396-80-2
Purity:
≥98%
Molecular Weight:
236.35
Molecular Formula:
C15H24O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2,6-Di(tert-butyl)-4-hydroxy-4-methyl-2,5-cyclohexadien-1-one is employed in organic chemistry research, particularly for its role as an antioxidant. This compound is useful in studying the stabilization of various materials against oxidative degradation, which can be pivotal in extending the life of these materials under exposure to oxidative environments. Research involving 2,6-Di(tert-butyl)-4-hydroxy-4-methyl-2,5-cyclohexadien-1-one often examines its efficacy in preventing the oxidation of polymers and fuels, where its ability to scavenge free radicals is of particular interest. Additionally, this compound is studied for its mechanisms of action in inhibiting the process of oxidation at a molecular level, providing insights into its potential applications in industrial settings. Furthermore, 2,6-Di(tert-butyl)-4-hydroxy-4-methyl-2,5-cyclohexadien-1-one is used in the formulation of products where resistance to thermal and oxidative stress is required, aiding in the development of more durable materials.


2,6-Di(tert-butyl)-4-hydroxy-4-methyl-2,5-cyclohexadien-1-one (CAS 10396-80-2) References

  1. Lung toxicity and tumor promotion by hydroxylated derivatives of 2,6-di-tert-butyl-4-methylphenol (BHT) and 2-tert-butyl-4-methyl-6-iso-propylphenol: correlation with quinone methide reactivity.  |  Kupfer, R., et al. 2002. Chem Res Toxicol. 15: 1106-12. PMID: 12184795
  2. Oxidation of butylated hydroxytoluene to toxic metabolites. Factors influencing hydroxylation and quinone methide formation by hepatic and pulmonary microsomes.  |  Bolton, JL. and Thompson, JA. 1991. Drug Metab Dispos. 19: 467-72. PMID: 1676656
  3. Oxidation of synthetic phenolic antioxidants during water chlorination.  |  Rodil, R., et al. 2012. J Hazard Mater. 199-200: 73-81. PMID: 22093692
  4. Farmed and wild sea bass (Dicentrarchus labrax) volatile metabolites: a comparative study by SPME-GC/MS.  |  Vidal, NP., et al. 2016. J Sci Food Agric. 96: 1181-93. PMID: 25851130
  5. Identification of leachables observed in the size exclusion chromatograms of a low concentration product stored in prefilled syringes.  |  Valente, JJ., et al. 2017. J Pharm Biomed Anal. 139: 133-142. PMID: 28279928
  6. Determination of 2,6-di-tert-butyl-hydroxytoluene and its transformation products in indoor dust and sediment by gas chromatography-mass spectrometry coupled with precolumn derivatization.  |  Zhang, R., et al. 2018. Sci Total Environ. 619-620: 552-558. PMID: 29156274
  7. Biotransformation of butylated hydroxytoluene (BHT) to BHT-quinone methide in rats.  |  Tajima, K., et al. 1981. Chem Pharm Bull (Tokyo). 29: 3738-41. PMID: 7340957
  8. The acute toxicity of butylated hydroxytoluene and its metabolites in mice.  |  Yamamoto, K., et al. 1980. Toxicol Lett. 6: 173-5. PMID: 7404597
  9. DNA cleavage by metabolites of butylated hydroxytoluene.  |  Nagai, F., et al. 1993. Arch Toxicol. 67: 552-7. PMID: 8285854
  10. Identification Of New Metabolites Of Butylated Hydroxytoluene (BHT) In Rats  |  Kenji Yamamoto, et al. 1979. Journal of Pharmacobio-Dynamics. 2: 164-168.
  11. The Oxidation Of 2,6-Di-Tert-Butyl-4-Methylphenol Using Hydrogen Peroxide-Heteropolyacid System  |  Shimizu Masao, et al. 1990. Bulletin Of The Chemical Society Of Japan. 63: 1835-1837.
  12. Oxidation Of Substituted Phenols With Chlorine Dioxide  |  I. V. Loginova, et al. 2011. Russian Journal of Organic Chemistry. 47: 1501-1503.
  13. In Vitro Gastrointestinal Digestion Of Fresh And Oxidized Cod Liver Oil: Study Of The Antioxidant Properties Of BSA And BHT, And Of BHT-Derived Metabolites.  |  Bárbara Nieva Echevarría, et al. 2020. Ekaia: Science And Technology Magazine Of The University Of The Basque Country. 38: 183-198.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2,6-Di(tert-butyl)-4-hydroxy-4-methyl-2,5-cyclohexadien-1-one, 250 mg

sc-266178
250 mg
$295.00

2,6-Di(tert-butyl)-4-hydroxy-4-methyl-2,5-cyclohexadien-1-one, 500 mg

sc-266178A
500 mg
$697.00

2,6-Di(tert-butyl)-4-hydroxy-4-methyl-2,5-cyclohexadien-1-one, 1 g

sc-266178B
1 g
$978.00