B1378
2,6-Di-tert-butyl-4-methylphenol
≥99.0% (GC), powder
Synonym(s):
2,6-Di-tert-butyl-p-cresol, BHT, Butylated hydroxytoluene, Butylhydroxytoluene, DBPC
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About This Item
Linear Formula:
[(CH3)3C]2C6H2(CH3)OH
CAS Number:
Molecular Weight:
220.35
Beilstein:
1911640
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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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Application
- Thermal decomposition characteristics of BHT and its peroxide (BHTOOH): BHT is highlighted for its excellent antioxidant properties, which degrade into BHTOOH under specific conditions (S Dai, et al., 2024).
- Relaxation mechanisms in low-stress polymer networks: BHT is utilized in polymer networks to assess its effects on the mechanical properties and durability of dental composites (SH Lewis, et al., 2024).
- Compatibility and safety of labels for pharmaceutical packaging: The study found BHT in labels, indicating its widespread use in pharmaceutical packaging due to its stabilizing properties (C Fu, et al., 2023).
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
260.6 °F - open cup
Flash Point(C)
127 °C - open cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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