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425761

Sigma-Aldrich

4-tert-Butylphenol

purified by sublimation, 99%

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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:
24866665
NACRES:
NA.22

vapor pressure

1 mmHg ( 70 °C)

assay

99%

purified by

sublimation

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 (t-BP, 4-TBP, p-tert-butylphenol, PTBP) is an alkyl phenol. It is an aquatic pollutant and an endocrine disrupting chemical (EDC). Exposure to 4-TBP is reported to be one of the factors causing vitiligo. Its genotoxic potential has been studied by in vivo micronucleus tests in a category approach. The degradation of t-BP in water using UV/micro-aeration process has been investigated. Methods for its determination in water and cereal samples have been reported. The kinetics of chlorination reaction of 4-tert-butylphenol in aqua has been studied. The hydrogenation of PTBP to form cis-4-tert-butylcyclohexanol (PTBCH) with high selectivity in the presence of supported rhodium catalyst has been reported. The effect of UV and combined MW–UV irradiation on 4-TBP transformation has been studied.

Application

4-tert-Butylphenol may be used as a sole carbon source for Sphingobium fuliginis strains isolated from rhizosphere sediment of the reed Phragmites australis. It may be used as a precursor to synthesize 4-fluorophenols.

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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Synthesis of 4-fluorophenols from 4-tert-butylphenols and fluoride sources under oxidative conditions.
Bienvenu A, et al.
Collection of Czechoslovak Chemical Communications, 67(10), 1467-1478 (2002)
Microwave photochemistry III: Photochemistry of 4-tert-butylphenol.
Cirkva V, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 174(1), 38-44 (2005)
Stereoselective cascade hydrogenation of 4-tert-butylphenol and p-cresol over Zr-zeolite beta- supported rhodium.
Nie Y, et al.
J. Catal., 246(1), 223-231 (2007)
Stereoselective hydrogenation of p-tert-butylphenol over supported rhodium catalyst.
Yadav GD and Goel PK.
J. Mol. Catal. A: Chem., 184(1), 281-288 (2002)
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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