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B99901

Sigma-Aldrich

4-tert-Butylphenol

99%

Synonym(s):

4-(1,1-Dimethylethyl)phenol, Butylphen, PTBP, p-tert-Butylphenol

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About This Item

Linear Formula:
(CH3)3CC6H4OH
CAS Number:
98-54-4
Molecular Weight:
150.22
Beilstein/REAXYS Number:
1817334
EC Number:
202-679-0
MDL number:
MFCD00002367
UNSPSC Code:
12352100
PubChem Substance ID:
24892165
NACRES:
NA.22

vapor pressure

1 mmHg ( 70 °C)

Quality Level

200

assay

99%

form

powder

bp

236-238 °C (lit.)

mp

96-101 °C (lit.)

density

0.908 g/mL at 25 °C (lit.)

SMILES string

CC(C)(C)c1ccc(O)cc1

InChI

1S/C10H14O/c1-10(2,3)8-4-6-9(11)7-5-8/h4-7,11H,1-3H3

Inchi Key

QHPQWRBYOIRBIT-UHFFFAOYSA-N

Gene Information

mouse ... Esr1(13982)
rat ... Ar(24208)

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General description

4-tert-Butylphenol is a phenol derivative. Its contact with skin may lead to leukoderma. It is widely used in the polymer industry. Reaction of 4-tert-Butylphenol with mushroom tyrosinase has been reported to afford 4-t-butyl-o-benzoquinone and kinetics of this enzymatic reaction has been investigated.

Application

4-tert-Butylphenol is suitable reagent used in kinetic study of hydroxylation of 4-tert-butylphenol by mushroom tyrosinase. It may be used in the synthesis of calix[7]arene.
4-tert-Butylphenol may be employed as carbon and energy supplement in the culture medium of Sphingobium fuliginis strains.

signalword

Danger

Hazard Classifications

Aquatic Chronic 1 - Eye Dam. 1 - Repr. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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K Thörneby-Andersson et al.
Pigment cell research, 13(1), 33-38 (2000-04-13)
Exposure of the skin to certain phenols or catechols such as 4-tert-butylphenol (TBP) and 4-tert-butylcatechol (TBC) may cause leukoderma. These substances are used in the polymer industry and numerous cases have been reported. Several theories of the mechanism for chemical
Calix [7] arene from 4-tert-butylphenol and formaldehyde.
Nakamoto Y and Ishida S-I.
Makromol. Chem., Rapid Commun., 3(10), 705-707 (1982)
J R Ros et al.
European journal of biochemistry, 222(2), 449-452 (1994-06-01)
The reaction between 4-tert-butylphenol (BuPhOH) and mushroom tyrosinase was investigated by following 4-tert-butyl-ortho-benzoquinone, whose high stability permits the reaction to be used as a model for the study of the monophenolase activity of tyrosinase. The system evolves to a pseudo-steady
Zhigang Xu et al.
Journal of chromatography. A, 1358, 52-59 (2014-07-20)
In this study, a novel dual-template molecularly imprinted polymer (MIP)-coated stir bar was prepared and coupled with high-performance liquid chromatography (HPLC) for the analysis of environmental estrogens in complex samples. Dual-template MIP coating was homogeneous and porous with an average
Prashiela Manga et al.
The American journal of pathology, 169(5), 1652-1662 (2006-10-31)
Vitiligo presents with depigmented cutaneous lesions following localized melanocyte death. Multiple factors contribute to cell death, including genetically determined susceptibility to trauma, and environmental factors, such as exposure to 4-tert-butylphenol (4-TBP). We demonstrate that 4-TBP induces oxidative stress that is
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