B1378

Sigma-Aldrich

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

≥99.0% (GC), powder

Synonym(s):
2,6-Di-tert-butyl-p-cresol, DBPC, Butylated hydroxytoluene, Butylhydroxytoluene, BHT
Linear Formula:
[(CH3)3C]2C6H2(CH3)OH
CAS Number:
Molecular Weight:
220.35
Beilstein/REAXYS Number:
1911640
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

7.6 (vs air)

Quality Level

vapor pressure

<0.01 mmHg ( 20 °C)

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

SMILES string

Cc1cc(c(O)c(c1)C(C)(C)C)C(C)(C)C

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

InChI key

NLZUEZXRPGMBCV-UHFFFAOYSA-N

Gene Information

human ... CAPN1(823)
rat ... Capn1(29153), Nos1(24598)

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Related Categories

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.

Pictograms

Environment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3077 9 / PGIII

WGK Germany

WGK 2

Flash Point(F)

260.6 °F - open cup

Flash Point(C)

127 °C - open cup

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Protocols
While quantitative analysis was performed for Vitamins D2 and D3, the samples were scanned for the presence of the 25-hydroxy metabolites.
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