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34750

Sigma-Aldrich

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

purum, ≥99.0% (GC)

Synonyme(s) :

Butylhydroxytoluène, Hydroxytoluène butylé

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About This Item

Formule linéaire :
[(CH3)3C]2C6H2(CH3)OH
Numéro CAS:
128-37-0
Poids moléculaire :
220.35
Numéro Beilstein :
1911640
Numéro CE :
204-881-4
Numéro MDL:
MFCD00011644
Code UNSPSC :
12352100
ID de substance PubChem :
329755054

Densité de vapeur

7.6 (vs air)

Niveau de qualité

200

Pression de vapeur

<0.01 mmHg ( 20 °C)

Qualité

purum

Pureté

≥99.0% (GC)

Température d'inflammation spontanée

878 °F

Point d'ébullition

265 °C (lit.)

Pf

68-72 °C
69-73 °C (lit.)

Solubilité

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

Chaîne SMILES 

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

Clé InChI

NLZUEZXRPGMBCV-UHFFFAOYSA-N

Informations sur le gène

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

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Catégories apparentées

Description générale

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.

Application

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).

Pictogrammes

Environment
GHS09

Mention d'avertissement

Warning

Mentions de danger

H410

Conseils de prudence

P273 - P391 - P501

Classification des risques

Aquatic Acute 1 - Aquatic Chronic 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

260.6 °F - open cup

Point d'éclair (°C)

127 °C - open cup

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
STBK4436
STBK1608
STBJ8793
BCCD3498
STBJ7561

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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)
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
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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