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34750

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

Name: 2,6-Di-<I>tert</I>-butyl-4-methylphenol
Brand: SIAL

purum, ≥99.0% (GC)

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

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

329755054

EC Number:

204-881-4

Beilstein/REAXYS Number:

1911640

MDL number:

MFCD00011644

Assay:

≥99.0% (GC)

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Properties

vapor density

7.6 (vs air)

Quality Level

200

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

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

Description

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).

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pictograms

GHS09

signalword

Warning

hcodes

H410

pcodes

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk

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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Articles

Analysis of Vitamins D2 and D3 in Infant Milk Powder

Simultaneous LC-MS/MS determination of vitamins D₂ and D₃ in infant milk powder meeting GB 5009.296-2023 criteria for accuracy and sensitivity.

Lung toxicity and tumor promotion by hydroxylated derivatives of 2,6-di-tert-butyl-4-methylphenol (BHT) and 2-tert-butyl-4-methyl-6-iso-propylphenol: correlation with quinone methide reactivity.

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

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)

Alkylation of 2'-deoxynucleosides and DNA by quinone methides derived from 2,6-di-tert-butyl-4-methylphenol.

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

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Global Trade Item Number

SKU	GTIN
368830-5G	04061832249025
34750-1KG-F	04061826761656
34750-250G-F	04061835168040