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34750

Sigma-Aldrich

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

purum, ≥99.0% (GC)

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

vapor density

7.6 (vs air)

Quality Level

vapor pressure

<0.01 mmHg ( 20 °C)

grade

purum

assay

≥99.0% (GC)

autoignition temp.

878 °F

bp

265 °C (lit.)

mp

68-72 °C
69-73 °C (lit.)

solubility

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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1 of 4

This Item
B1378037628.22021
2,6-Di-tert-butyl-4-methylphenol purum, &#8805;99.0% (GC)

34750

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

2,6-Di-tert-butyl-4-methylphenol &#8805;99.0% (GC), powder

B1378

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

2,6-Di-tert-butyl-4-methylphenol tested according to Ph. Eur.

03762

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

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

8.22021

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

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

solubility

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

solubility

ethanol: 100 mg/mL, vegetable oils: soluble

solubility

-

solubility

-

bp

265 °C (lit.)

bp

265 °C (lit.)

bp

265 °C (lit.)

bp

265 °C/1013 hPa

mp

68-72 °C, 69-73 °C (lit.)

mp

69-73 °C (lit.)

mp

69-73 °C (lit.)

mp

69-70 °C

vapor density

7.6 (vs air)

vapor density

7.6 (vs air)

vapor density

7.6 (vs air)

vapor density

-

General description

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).

pictograms

Environment

signalword

Warning

hcodes

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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Customers Also Viewed

Slide 1 of 7

1 of 7

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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