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251062

Sigma-Aldrich

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

97%

Synonym(s):

3,5-Di-tert-butyl-4-hydroxyanisole

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About This Item

Linear Formula:
CH3OC6H2[C(CH3)3]2OH
CAS Number:
489-01-0
Molecular Weight:
236.35
Beilstein:
2052290
EC Number:
207-693-0
MDL number:
MFCD00008824
UNSPSC Code:
12352100
PubChem Substance ID:
24855101
NACRES:
NA.22

Assay

97%

mp

102-106 °C (lit.)

SMILES string

COc1cc(c(O)c(c1)C(C)(C)C)C(C)(C)C

InChI

1S/C15H24O2/c1-14(2,3)11-8-10(17-7)9-12(13(11)16)15(4,5)6/h8-9,16H,1-7H3

InChI key

SLUKQUGVTITNSY-UHFFFAOYSA-N

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General description

2,6-Di-tert-butyl-4-methoxyphenol is a phenolic antioxidant. It participates in In(trifluoromethanesulfonate)3-catalyzed tandem reaction of ortho-alkynylarylimine with various nucleophiles.

Application

2,6-Di-tert-butyl-4-methoxyphenol has been used to protect cosmetics, drugs and foods from oxidative degradation.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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In(OTf)3-catalyzed tandem nucleophilic addition and cyclization of ortho-alkynylarylaldimines to 1,2-dihydroisoquinolines.
Reiko Yanada et al.
Angewandte Chemie (International ed. in English), 45(23), 3822-3825 (2006-05-04)
M E Hidalgo et al.
Phytochemistry, 37(6), 1585-1587 (1994-12-01)
The antioxidant activity of lichenic metabolites, depsides and depsidones, was assessed by their effects as inhibitors of rat brain homogenate auto-oxidation and beta-carotene oxidation. The results obtained in both systems indicate that lichenic metabolites afford a moderate protection in the
Leonid L Chepelev et al.
The Journal of organic chemistry, 71(1), 22-30 (2006-01-04)
[reaction: see text] Rate constants for hydrogen-atom transfer (HAT) from bilirubin dimethyl ester (BRDE) and biliverdin dimethyl ester (BVDE) to peroxyl radicals during inhibited autoxidation of styrene initiated by azo-bisisobutyronitrile (AIBN) were k(inh)(BRDE) = 22.5 x 10(4) and k(inh)(BVDE) =
Murat Sentürk et al.
Bioorganic & medicinal chemistry, 17(8), 3207-3211 (2009-02-24)
The inhibition of two human cytosolic carbonic anhydrase (hCA, EC 4.2.1.1) isozymes I and II, with a series of phenol derivatives was investigated by using the esterase assay, with 4-nitrophenyl acetate as substrate. 2,6-Dimethylphenol, 2,6-diisopropylphenol (propofol), 2,6-di-t-butylphenol, butylated hydroxytoluene, butylated
Christopher Elam et al.
European journal of medicinal chemistry, 46(5), 1512-1523 (2011-03-01)
Two screening protocols based on recursive partitioning and computational ligand docking methodologies, respectively, were employed for virtual screens of a compound library with 345,000 entries for novel inhibitors of the enzyme sarco/endoplasmic reticulum calcium ATPase (SERCA), a potential target for
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