Description
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
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CAS Number 128-37-0
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Linear Formula [(CH3)3C]2C6H2(CH3)OH
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Molecular Weight 220.35
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Beilstein/REAXYS Number 1911640
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EC Number 204-881-4
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MDL number MFCD00011644
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.
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) |