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About This Item
Linear Formula:
(CH3)3CC6H3-1,2-(OH)2
CAS Number:
Molecular Weight:
166.22
Beilstein:
2043335
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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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 Statements
Precautionary Statements
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 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
Regulatory Information
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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)
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
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)
K Yonemoto et al.
Biochemical pharmacology, 32(8), 1379-1382 (1983-04-15)
Topical application of 4-tertiary butyl catechol (TBC) causes vitiligo in the skin of man and animals, and previous electron microscopic studies showed pheomelanin formation in the affected areas. In the present study, we investigated changes of enzyme activities, eumelanin content
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