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B1378

Sigma-Aldrich

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:
128-37-0
Molecular Weight:
220.35
Beilstein/REAXYS Number:
1911640
EC Number:
204-881-4
MDL number:
MFCD00011644
UNSPSC Code:
12352100
PubChem Substance ID:
57653920
NACRES:
NA.22

vapor density

7.6 (vs air)

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.

related product

Product No.
Description
Pricing

912395

NaBHT

pictograms

Environment
GHS09

signalword

Warning

hcodes

H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

260.6 °F - open cup

flash_point_c

127 °C - open cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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