4-tert-Octylphenol

Synonym(s):4-(1,1,3,3-Tetramethylbutyl)phenol;4-(1,1,3,3-Tetramethylbutyl)phenol solution

CAS NO.：140-66-9
Empirical Formula: C14H22O
Molecular Weight: 206.32
MDL number: MFCD00002368
EINECS: 205-426-2
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-19 20:33:22

What is 4-tert-Octylphenol ?

Chemical properties

white powder

The Uses of 4-tert-Octylphenol

4-tert-Octylphenol (4t-OP) is used in manufacturing processes as an intermediate in the generation of surfactants, synthetic rubber additives, or resins. 4t-OP is also used to manufacture alkylphenol ethoxylates. It is found mainly in detergents, cleaning products, and emulsifiers and less frequently in paints, personal care products, pesticides, paper, pulp, and textiles.

What are the applications of Application

4-tert-Octylphenol is common environmental pollutant

Definition

ChEBI: 4-tert-Octylphenol is an alkylbenzene.

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 (λ_exc = 253.7nm) of hydrogen peroxide in aqueous solution has been studied.

Health effects

4-tert-octylphenol (OP) is an endocrine-disrupting chemical that causes harmful effects to human health.a common environmental pollutant showing weak estrogenic effects. 4-tert-Octylphenol has been shown to cause harm to the male reproductive system of vertebrates.
High doses of several alkylphenols, including 4- tert-octylphenol, have altered estrogenic effects, including sex hormone levels, estrus cycles, reproductive outcomes, neonatal sexual development, as well as impaired production of steroid hormone and testicular atrophy.

Environmental Fate

Studies have shown that 4t-OP will adsorb to sediments.

Purification Methods

Crystallise the phenol from n-hexane and/or distil it in a vacuum. [Beilstein 6 III 2051, 6 IV 3484.]

Toxicity evaluation

4t-OP has been shown to be an estrogen receptor (ER) agonist. Estrogenic effects of 4t-OP have been demonstrated in human cells, with 4t-OP displacing the natural estrogen 17b estradiol from its receptor, and 4t-OP inducing cell proliferation in estrogen-dependent cell proliferation assays. In vivo confirmation of 4t-OP’s estrogenicity has been confirmed with the uterotrophic assay.

Properties of 4-tert-Octylphenol

Melting point:	79-82 °C(lit.)
Boiling point:	175 °C30 mm Hg(lit.)
Density	0.95 g/cm3 (20℃)
vapor pressure	2Pa at 38℃
refractive index	1.5003 (estimate)
Flash point:	145 °C
storage temp.	-20°C
solubility	water: slightly soluble0.007g/L at 20°C
form	neat
pka	10.15±0.15(Predicted)
form	Solid
color	White flakes
PH Range	6 at 10 g/l at 20 °C
Water Solubility	7mg/L at 20℃
BRN	513992
Stability:	Stable. Incompatible with strong oxidizing agents, strong bases.
CAS DataBase Reference	140-66-9(CAS DataBase Reference)
NIST Chemistry Reference	Phenol, 4-(1,1,3,3-tetramethylbutyl)-(140-66-9)
EPA Substance Registry System	p-(1,1,3,3-Tetramethylbutyl)phenol (140-66-9)

Safety information for 4-tert-Octylphenol

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05 Environment GHS09
GHS Hazard Statements	H315:Skin corrosion/irritation H318:Serious eye damage/eye irritation H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention.