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Sigma-Aldrich

4-tert-Butylcatechol

97%

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About This Item

Linear Formula:
(CH3)3CC6H3-1,2-(OH)2
CAS Number:
98-29-3
Molecular Weight:
166.22
Beilstein:
2043335
EC Number:
202-653-9
MDL number:
MFCD00002201
UNSPSC Code:
12352100
PubChem Substance ID:
24847607

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.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

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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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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