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MilliporeSigma

124249

Sigma-Aldrich

4-tert-Butylcatechol

97%

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About This Item

Fórmula lineal:
(CH3)3CC6H3-1,2-(OH)2
Número de CAS:
Peso molecular:
166.22
Beilstein/REAXYS Number:
2043335
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

97%

bp

285 °C (lit.)

mp

52-55 °C (lit.)

SMILES string

CC(C)(C)c1ccc(O)c(O)c1

InChI

1S/C10H14O2/c1-10(2,3)7-4-5-8(11)9(12)6-7/h4-6,11-12H,1-3H3

InChI key

XESZUVZBAMCAEJ-UHFFFAOYSA-N

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General description

4-tert-Butylcatechol undergoes electrochemical trimerization via anodic oxidation and mechanism has been studied by cyclic voltammetry and controlled-potential coulometry. It inhibits the activity of tyrosinase at concentrations higher than 1×10−3M. It undergoes oxidation with laccase to yield quinones which on reaction with dienes and oxidation afford naphthoquinones.

Application

4-tert-Butylcatechol was used in the synthesis of tungsten oxide nanoparticles by nonaqueous sol-gel process.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Y Usami et al.
Journal of toxicology and environmental health, 6(3), 559-567 (1980-05-01)
4-tert-Butylcatechol (TBC) is an antioxidant widely used in industry and a potent depigmenting agent to the skin of the workers. In this study, tyrosinase was extracted from tissue-cultured human melanoma cells and purified by polyacrylamide gel electrophoresis. T1 and T2
Ligand and solvent effects in the nonaqueous synthesis of highly ordered anisotropic tungsten oxide nanostructures.
Polleux J, et al.
Journal of Materials Chemistry, 16(40), 3969-3975 (2006)
Tetrahedron Letters, 48, 2983-2983 (2007)
Mechanistic study of electrochemical oxidation of 4-tert-butylcatechol: A facile electrochemical method for the synthesis of new trimer of 4-tert-butylcatechol.
Nematollahi D, et al.
Electrochimica Acta, 49(15), 2495-2502 (2004)
J N Rodriguez-López et al.
Analytical biochemistry, 202(2), 356-360 (1992-05-01)
A procedure for calibrating a Clark-type oxygen electrode is described. This method is based on the oxidation of 4-tert-butylcatechol (TBC) by O2 catalyzed by tyrosinase, to yield 4-tert-butyl-o-benzoquinone (TBCQ). This reaction consumes known amounts of oxygen in accordance with the

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