Merck
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34750

Sigma-Aldrich

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

purum, ≥99.0% (GC)

Sinónimos:
2,6-Di-tert-butyl-p-cresol, DBPC, Butylated hydroxytoluene, Butylhydroxytoluene, BHT
Fórmula lineal:
[(CH3)3C]2C6H2(CH3)OH
Número de CAS:
Peso molecular:
220.35
Beilstein:
1911640
Número de EC:
Número MDL:
ID de la sustancia en PubChem:

densidad de vapor

7.6 (vs air)

Nivel de calidad

200

presión de vapor

<0.01 mmHg ( 20 °C)

grado

purum

ensayo

≥99.0% (GC)

temp. de autoignición

878 °F

bp

265 °C (lit.)

mp

68-72 °C
69-73 °C (lit.)

solubilidad

methanol: 0.1 g/mL, clear, colorless
methanol: soluble 100 mg/mL, clear, colorless

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

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Descripción general

2,6-Di-tert-butyl-4-methylphenol is an 4-alkylphenol. It is an antioxidant and exhibit toxicities mediated by oxidative metabolism to electrophilic quinone methides. It acts as Michael acceptor and its reaction with simple nucleophiles and proteins have been reported. Reaction of 2,6-di-tert-butyl-4-methylphenol with ytterbium(II)-benzophenone dianion complex has been reported. 2,6-Di-tert-butyl-4-methylphenol, a food additive, promotes acute pulmonary toxicity and tumor growth in mice.

Aplicación

2,6-Di-tert-butyl-4-methylphenol may be used in the preparation of an organoaluminum compound, methylaluminum bis(2,6-di-tert-butyl-4-alkylphenoxide).

pictogramas

Environment

Palabra de señalización

Warning

Frases de peligro

Consejos de prudencia

Clasificaciones de peligro

Aquatic Chronic 1

Código de clase de almacenamiento

11 - Combustible Solids

WGK

WGK 2

Punto de inflamabilidad F

260.6 °F - open cup

Punto de inflamabilidad C

127 °C - open cup

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

Certificado de Análisis

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Certificado de origen

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M A Lewis et al.
Chemical research in toxicology, 9(8), 1368-1374 (1996-12-01)
4-Alkylphenols, such as the antioxidant 2, 6-di-tert-butyl-4-methylphenol (BHT), exhibit toxicities that appear to be mediated by their oxidative metabolism to electrophilic quinone methides. Reactions of these Michael acceptors with simple nucleophiles and proteins have been reported, but little information is
Rene Kupfer et al.
Chemical research in toxicology, 15(8), 1106-1112 (2002-08-20)
Acute pulmonary toxicity and tumor promotion by the food additive 2,6-di-tert-butyl-4-methylphenol (BHT) in mice are well documented. These effects have been attributed to either of two quinone methides, 2,6-di-tert-butyl-4-methylenecyclohexa-2,5-dienone (BHT-QM) formed through direct oxidation of BHT by pulmonary cytochrome P450
Methylaluminum bis (2, 6-di-tert-butyl-4-alkylphenoxide). A new reagent for obtaining unusual equatorial and anti-Cram selectivity in carbonyl alkylation.
Maruoka K, et al.
Journal of the American Chemical Society, 107(15), 4573-4576 (1985)
Novel crystal structure of ytterbium (II)-benzophenone dianion complex and its reaction with 2, 6-di-tert-butyl-4-methylphenol.
Hou Z, et al.
Journal of the Chemical Society. Chemical Communications, 9, 722-724 (1999)
A M Vijesh et al.
European journal of medicinal chemistry, 46(11), 5591-5597 (2011-10-05)
In the present study two new series of Hantzsch 1,4-dihydropyridine derivatives (1,4-DHPs) containing substituted pyrazole moiety (4a-f and 5a-f) were synthesized by the reaction of 3-aryl-1H-pyrazole-4-carbaldehydes with 1,3-dicarbonylcompounds (ethylacetoacetate and methylacetoacetate) and ammonium acetate. The newly synthesized compounds were characterized

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