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Merck
CN

124249

4-tert-Butylcatechol

97%

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About This Item

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

XESZUVZBAMCAEJ-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

97%

bp

285 °C (lit.)

mp

52-55 °C (lit.)

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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.

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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

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

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)
T Kawashima et al.
The Journal of investigative dermatology, 82(1), 53-56 (1984-01-01)
4-Tertiary butyl catechol (TBC) causes depigmentation in humans and animals and stimulates formation of pheomelanosomes. In this study, we investigated the effects of noncytotoxic doses of TBC on glutathione S-transferase (GST) activity in the skin of Uscd strain mice and

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