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Merck

19670

4-tert-Butylcatechol

≥97.0% (HPLC)

Synonym(s):

4-(1,1-Dimethylethyl)benzene-1,2-diol, 4-tert-Butylcatechin, 4-tert-Butylpyrocatechol, 4-TBC, p-tert-Butylcatechol

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About This Item

Linear Formula:
(CH3)3CC6H3-1,2-(OH)2
CAS Number:
98-29-3
Molecular Weight:
166.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57647803
EC Number:
202-653-9
Beilstein/REAXYS Number:
2043335
MDL number:
MFCD00002201
Assay:
≥97.0% (HPLC)

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Product Name

4-tert-Butylcatechol, ≥97.0% (HPLC)

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

≥97.0% (HPLC)

bp

285 °C (lit.)

mp

52-55 °C (lit.)
53-58 °C

solubility

methanol: soluble 1 g/10 mL, clear, colorless to slightly yellow

Quality Level

200

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Application

General description

4-tert-Butylcatechol, in the presence of O2 catalyzed by tyrosinase, yields 4-tert-butyl-o-benzoquinone. Electrochemical oxidation of 4-tert-butylcatechol in the presence of 4-hydroxycoumarin as nucleophile has been studied using cyclic voltammetry and controlled-potential coulometry. It undergoes electrochemical trimerization via anodic oxidation and mechanism of trimerization has been studied using cyclic voltammetry and controlled-potential coulometry.

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

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN4808
BCCM0545
BCCJ8346
BCCF9235
BCCH6432

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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)
Electrochemical study of 3, 4-dihydroxybenzoic acid and 4-tert-butylcatechol in the presence of 4-hydroxycoumarin application to the electro-organic synthesis of coumestan derivatives.
Golabi SM and Nematollahi D.
Journal of Electroanalytical Chemistry, 430(1), 141-146 (1997)
Y Furukawa et al.
Biochemical pharmacology, 40(10), 2337-2342 (1990-11-15)
A series of 4-alkylcatechols and 1,2-diacetoxy-4-alkylbenzenes (from methyl to butyl) were chemically synthesized for in vitro evaluation as stimulators of nerve growth factor (NGF) synthesis. All compounds were proven to be potent in stimulating NGF synthesis in L-M cells (a
Occupational vitiligo and contact sensitivity to para-tertiary butyl catechol.
D J Gawkrodger et al.
Contact dermatitis, 25(3), 200-201 (1991-09-01)
Determination of 4-tert.-butylphenol and 4-tert.-butylcatechol in cosmetic products by reversed-phase high-performance liquid chromatography.
L Gagliardi et al.
Journal of chromatography, 466, 433-437 (1989-04-19)
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