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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/REAXYS Number:
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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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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