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Sigma-Aldrich

4-tert-Butylcatechol

≥97.0% (HPLC)

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Synonym(s):
4-(1,1-Dimethylethyl)benzene-1,2-diol, 4-tert-Butylcatechin, 4-tert-Butylpyrocatechol, 4-TBC, p-tert-Butylcatechol
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
PubChem Substance ID:
57647803

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

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, 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.

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

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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)
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)
Keiko Minamoto et al.
Contact dermatitis, 46(6), 339-347 (2002-08-23)
Fibreglass-reinforced plastics (FRP) factory workers are at high risk of developing occupational dermatoses because of their exposure to many chemicals used in the manufacture of plastics as well as to glass fibre or dust. Patch tests were carried out on
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
Martín A Fernández-Baldo et al.
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