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B1378 Sigma-Aldrich

2,6-Di-tert-butyl-4-methylphenol

≥99.0% (GC), powder

Synonym: 2,6-Di-tert-butyl-p-cresol, BHT, Butylated hydroxytoluene, Butylhydroxytoluene, DBPC

  • CAS Number 128-37-0

  • Linear Formula [(CH3)3C]2C6H2(CH3)OH

  • Molecular Weight 220.35

  •  Beilstein Registry Number 1911640

  •  EC Number 204-881-4

  •  MDL number MFCD00011644

  •  PubChem Substance ID 57653920

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Properties

Related Categories Building Blocks, C9 to C20+, Chemical Synthesis, Organic Building Blocks, Oxygen Compounds,
vapor density   7.6 (vs air)
vapor pressure   <0.01 mmHg ( 20 °C)
InChI Key   NLZUEZXRPGMBCV-UHFFFAOYSA-N
assay   ≥99.0% (GC)
form   powder
autoignition temp.   878 °F
bp   265 °C(lit.)
mp   69-73 °C (lit.)
solubility   ethanol: 100 mg/mL
  vegetable oils: soluble
Gene Information   human ... CAPN1(823)
rat ... Capn1(29153), Nos1(24598)

Description

Packaging

1 kg in poly bottle

100, 500 g in poly bottle

Biochem/physiol Actions

Butylated hydroxytoluene (BHT) is a phenolic antioxidant. It has been shown to inhibit lipid peroxidation. It causes lung injury and promotes tumors in mice, but this may be due to a metabolite of BHT, 6-tert-butyl-2-[2′-(2′-hydroxymethyl)-propyl]-4-methylphenol. Metabolites of BHT have also been reported to induce DNA strand breaks and internucleosomal DNA fragmentation (a characteristic of apoptosis) in cultured cells. In rats, a single intraperitoneal injection of BHT (60 mg/kg body mass) results in a significant increase in nuclear DNA methyl transferase activity in the liver, kidneys, heart, spleen, brain and lungs. Incubation of alveolar macrophages with BHT significantly reduced the level of TNF-α which may explain the mechanism by which this antioxidant reduces inflammation. Preincubation of aspirin-treated platelets with BHT inhibits the secretion, aggregation, and protein phosphorylation induced by protein kinase C activators. BHT was also found to inhibit the initiation of hepatocarcinogenesis by aflatoxin B1.

Safety & Documentation

Safety Information

Symbol 
GHS09  GHS09
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
2
RTECS 
GO7875000
Flash Point(F) 
260.6 °F
Flash Point(C) 
127 °C

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Protocols & Articles

Articles

Analysis of Vitamin D in Milk and Infant Formula using UHPLC/MS/MS per AOAC Method 2011.11

Fortification of milk, dairy products, infant and adult nutritionals with vitamin D is required in many countries to provide additional dietary vitamin D. The fortification of milk in the USA, for ex...
Olga Shimelis
Reporter US Volume 33.2
Keywords: Chromatography, Evaporation, High performance liquid chromatography, Mass spectrometry, Metabolites, Sample preparations, Saponifications, Separation, Solvents, Vitamins

Protocols

Polyene-lipids: A new tool to image lipids

Lars Kuerschner a , Christer S Ejsing a , Kim Ekroos b , Andrej Shevchenko a , Kurt I Anderson a , Christoph Thiele a
Keywords: Biochemistry, Capillary electrophoresis, Cell biology, Cell culture, Cell signaling, Chromatography, Detection methods, Detergents, Genetics, Magnetic resonance spectroscopy, Mass spectrometry, Metabolism, Metabolites, Microscopy, Molecular probes, Nuclear magnetic resonance spectroscopy, Phase transitions, Reversible addition-fragmentation chain transfer polymerizations, Scanning electron microscopy, Separation, Spectroscopy, Thin layer chromatography, Wittig Reaction

Peer-Reviewed Papers
15

References

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