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290823

Sigma-Aldrich

4-tert-Octylphenol

97%

Synonym(s):

4-(1,1,3,3-Tetramethylbutyl)phenol

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About This Item

Linear Formula:
(CH3)3CCH2C(CH3)2C6H4OH
CAS Number:
140-66-9
Molecular Weight:
206.32
Beilstein:
513992
EC Number:
205-426-2
MDL number:
MFCD00002368
UNSPSC Code:
12352100
PubChem Substance ID:
24857490
NACRES:
NA.22

Assay

97%

bp

175 °C/30 mmHg (lit.)

mp

79-82 °C (lit.)

solubility

water: slightly soluble 0.007 g/L at 20 °C

SMILES string

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

InChI

1S/C14H22O/c1-13(2,3)10-14(4,5)11-6-8-12(15)9-7-11/h6-9,15H,10H2,1-5H3

InChI key

ISAVYTVYFVQUDY-UHFFFAOYSA-N

Gene Information

mouse ... Esr1(13982)

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General description

4-tert-Octylphenol is a potential environmental pollutant and it exhibits toxic and estrogenic effects on mammalian cells. It binds to estrogen receptors and exerts estrogenic actions in vitro. The transformation of the 4-tert-octylphenol upon irradiation at 253.7nm and by hydroxyl radicals generated by the photolysis (λexc = 253.7nm) of hydrogen peroxide in aqueous solution has been studied.

Pictograms

CorrosionEnvironment
GHS05,GHS09

Signal Word

Danger

Hazard Statements

H315,H318,H410

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

296.6 °F

Flash Point(C)

147 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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C A Blake et al.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.), 216(3), 446-451 (1997-12-24)
4-tert-Octylphenol (OP) is a prevalent environmental pollutant which binds to estrogen receptors and exerts estrogenic actions in vitro. The effects of OP in vivo on mammalian female reproduction are not known. We investigated whether (i) exposure of neonatal rats to
Patrick Mazellier et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 2(9), 946-953 (2003-10-17)
The transformation of the organic pollutant 4-(1,1,3,3-tetramethylbutyl)phenol (4-tert-octylphenol; OP) upon irradiation at 253.7 nm and by hydroxyl radicals generated by the photolysis (lambda(exc) = 253.7 nm) of hydrogen peroxide in aqueous solution has been studied. The quantum yield of direct
C A Blake et al.
Biology of reproduction, 57(2), 255-266 (1997-08-01)
4-Tert-octylphenol (OP) is a prevalent environmental pollutant that has been shown to exert both toxic and estrogenic effects on mammalian cells. The effects of OP on the reproductive system of adult male vertebrates are virtually unknown. In the present study
Tadashi Toyama et al.
Environmental science & technology, 45(15), 6524-6530 (2011-07-09)
We investigated biodegradation of technical nonylphenol (tNP) in Phragmites australis rhizosphere sediment by conducting degradation experiments using sediments spiked with tNP. Accelerated tNP removal was observed in P. australis rhizosphere sediment, whereas tNP persisted in unvegetated sediment without plants and
Mei-Hui Li
Environmental toxicology and chemistry, 31(4), 843-850 (2012-01-27)
Surfactants are a major class of emerging pollutants widely used in large quantities in everyday life and commonly found in surface waters worldwide. Freshwater planarian was selected to examine the effects of different surfactants by measuring mortality, mobility, and membrane-bound
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