4-tert-Pentylphenol

164.24

164.24

201-280-9

6NP9LYK846

403672|4965

2430

DTXSID8021771

White crystals|Colorless needles

2907199090

20.2

3.9

P-tert-pentylphenol appears as colorless needles or beige solid. (NTP, 1992)

0.962 g/cm³ @ Temp: 20 °C

94-95 °C

262.5 °C

122.4±8.2 °C

1.510

37 mg/L (20 ºC)

2.00X10-3 mm Hg at 25 deg C (ext)

LD50 orally in rats: 3.08 g/kg (Smyth)

Henry's Law constant = 2.03X10-6 atm-cu m/mole at 25 °C (est)

pKa = 10.43

Incompatible with oxidizing materials|Liquid molar volume is 0.180266 cu m/kmo|Hydroxyl radical reaction rate constant = 4.2X10-11 cu cm/molec-sec at 25 °C (est)

Insoluble in water.

Phenols and Cresols

Phenols, such as P-TERT-PENTYLPHENOL, do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has pKa = 9.88). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid. Nitrated phenols often explode when heated. Many of them form metal salts that tend toward detonation by rather mild shock. This material can react with oxidizing materials.

6.5751X10+7 J/kmol at melting point

Ⅱ

8

2430

2

8

S26-S27-S36/37/39-S45-S61

SM6825000

C:Corrosive;N:Dangerousfortheenvironment;

Stable. Incompatible with acid chlorides, acid anhydrides, strong oxidizing agents.

P273-P280-P303 + P361 + P353-P304 + P340 + P310-P305 + P351 + P338-P501

H302 + H312-H314-H317-H410

SRP: Criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

USEPA/Office of Pesticide Programs; Reregistration Eligibility Decision Document - para-tertiary-Amylphenol, Potassium Sodium Salt. EPA 738-R-05-001 (January 2005). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of October 7, 2009: http://www.epa.gov/pesticides/reregistration/status.htm]

This compound is combustible. (NTP, 1992)

|Danger|H302 (16.79%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P272, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P333+P313, P363, P391, P405, and P501|Aggregated GHS information provided by 678 companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H312: Harmful in contact with skin [Warning Acute toxicity, dermal]|P201, P202, P260, P261, P264, P270, P271, P273, P280, P281, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P307+P311, P308+P313, P310, P312, P321, P322, P363, P391, P403+P233, P405, and P501

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Water or foam may cause frothing.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

Method of application: mop, cloth, sponge or hand trigger sprayer; spray; fogger, or wipe. Following application, do not enter or allow others to enter the treated area until sprays have dried. Do not apply in a way that will contact workers or any other persons, either directly or through drift. Only protected handlers may be in the area during the application. Do not contaminate other materials (including foods/drinks/feeds/ water). Do not reuse wipes.|Risks of concern have been identified for several post-application exposure scenarios including children's dermal exposure to treated clothing and treated diapers and children's incidental oral exposure to treated clothing. ... Adding clear instructions for washing and rinsing textile items will result in the adequate removal of residues from the treated items and address the concerns for this scenario.|Treated food contact surfaces must be thoroughly rinsed with potable water prior to use.|Agricultural/farm equipment/shoe baths:Do not use in milking stalls, milking parlors, or milk houses.

... Symptoms reported for cases of inhalation exposure were respiratory irritation/burning, irritation to mouth/throat/nose ...

| 3 - Materials that, under emergency conditions, can cause serious or permanent injury.| 1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.| 0 - Materials that in themselves are normally stable, even under fire conditions.

In a monitoring study of organic constituents of mutagenically active secondary effluents from 10 industrial plants and publicly owned treatment works (POTW) in Illinois, 4-(1,1-dimethylpropyl)phenol was detected at only one site (final effluent from a trickling filter plant partially inoperative in Roselle, IL) although concentrations were not reported (detection limits were also not reported)(1).

SEDIMENT: 4-(1,1-Dimethylpropyl)phenol was detected in sediment samples collected from ten sites on the Elbe River in July 1998 at concentrations ranging from 17 to 77 ug/kg dry matter(1). 4-(1,1-Dimethylpropyl)phenol was detected in sediment samples collected from the Mulde and Saale tributaries in July 1998 at concentrations of 33 and 83 ug/kg dry matter, respectively(1). 4-(1,1-Dimethylpropyl)phenol was detected in sediment samples collected monthly from the Schnackenburg site on the Elbe River between February 1998 and December 1998 at concentrations ranging from 19 to 96 ug/kg dry matter(1).

4-(1,1-Dimethylpropyl)phenol was detected in 2 of 5 untreated septage samples collected from septage treatment facilities and 2 of 4 untreated wastewater samples from wastewater treatment facilities in Cape Cod between summer 1996 and early 1997 at an average concentration of 0.03 and 0.20 ug/L(1).

LD50 Rat oral 1830 mg/kg|LD50 Rabbit skin 2000 mg/kg

4-(1,1-Dimethylpropyl)phenol's production and use as an intermediate for organic mercury germicides, for pesticides, and for chemicals used in rubber and petroleum industries, as well as in the manufacture of oil-soluble resins(1) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 3.7X10+3(SRC), determined from a log Kow of 4.03(2) and a regression-derived equation(3), indicates that 4-(1,1-dimethylpropyl)phenol is expected to have slight mobility in soil(SRC). Volatilization of 4-(1,1-dimethylpropyl)phenol from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.0X10-6 atm-cu m/mole(4), derived from its vapor pressure, 2.00X10-3 mm Hg(5), and water solubility, 1.68X10+2 mg/L(6). 4-(1,1-Dimethylpropyl)phenol is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(5). Biodegradation data for 4-(1,1-dimethylpropyl)phenol in the terrestrial environment were not available(SRC, 2009).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 3.7X10+3(SRC), determined from a log Kow of 4.03(2) and a regression-derived equation(3), indicates that 4-(1,1-dimethylpropyl)phenol is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(4) based upon an estimated Henry's Law constant of 2.0X10-6 atm-cu m/mole(5), derived from its vapor pressure, 2.00X10-3 mm Hg(6), and water solubility, 1.68X10+2 mg/L(7). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 18 and 140 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 87 months if adsorption is considered (8). According to a classification scheme(9), an estimated BCF of 210(SRC), from its log Kow(2) and a regression-derived equation(10), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Biodegradation data for 4-(1,1-dimethylpropyl)phenol in the aquatic environment were not available(SRC, 2009).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 4-(1,1-dimethylpropyl)phenol, which has a vapor pressure of 2.00X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 4-(1,1-dimethylpropyl)phenol is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 9.2 hours(SRC), calculated from its rate constant of 4.2X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Reaction with atmospheric nitrate radicals may be important(3); rate constants of phenols and alkyl phenols for reaction with NO3 radicals range from 1.37X10-11 to 3.92X10-12 cu cm/mole sec(5) which correspond to half-lives of 12.3 min to 3.5 min at an evening concentration of 2.4X10+8 nitrate radicals per cu cm(6). 4-(1,1-Dimethylpropyl)phenol contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of 4-(1,1-dimethylpropyl)phenol with photochemically-produced hydroxyl radicals has been estimated as 4.2X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 9.2 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 4-(1,1-Dimethylpropyl)phenol is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). Reaction with atmospheric nitrate radicals may be important(1); rate constants of phenols and alkyl phenols for reaction with NO3 radicals range from 1.37X10-11 to 3.92X10-12 cu cm/mole sec(3) which correspond to half-lives of 12.3 min to 3.5 min at an evening concentration of 2.4X10+8 nitrate radicals per cu cm(4). 4-(1,1-Dimethylpropyl)phenol contains chromophores that absorb at wavelengths >290 nm(2) and therefore may be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 210 was calculated for 4-(1,1-dimethylpropyl)phenol(SRC), using a log Kow of 4.03(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high(SRC).

The Koc of 4-(1,1-dimethylpropyl)phenol is estimated as 3.7X10+3(SRC), using a log Kow of 4.03(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 4-(1,1-dimethylpropyl)phenol is expected to have slight mobility in soil.

The Henry's Law constant for 4-(1,1-dimethylpropyl)phenol is estimated as 2.0X10-6 atm-cu m/mole(SRC) derived from its vapor pressure, 2.00X10-3 mm Hg(1), and water solubility, 1.68X10+2 mg/L(2). This Henry's Law constant indicates that 4-(1,1-dimethylpropyl)phenol is expected to volatilize from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 18 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 140 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 87 months if adsorption is considered(4). 4-(1,1-Dimethylpropyl)phenol's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). 4-(1,1-Dimethylpropyl)phenol is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

SURFACE WATER: 4-(1,1-Dimethylpropyl)phenol was detected in surface water samples collected from ten sites on the Elbe River in July 1998 at concentrations ranging from 0.1 to 0.7 ng/L(1). 4-(1,1-Dimethylpropyl)phenol was detected in surface water samples collected from the Schwarze Elster, Mulde, and Saale tributaries in July 1998 at concentrations of 0.2, 0.4, and 0.5 ng/l, respectively(1). In a monitoring study of the Lower Fox River, Wisconsin during 1976-1977, 4-(1,1-dimethylpropyl)phenol was identified but not quantified. Detection limits were not reported(2).|SEAWATER: 4-(1,1-Dimethylpropyl)phenol was detected in two of eight seawater samples collected from 8 sites in the North Sea in May 1998 at concentrations of 0.3 ng/L(1). 4-(1,1-Dimethylpropyl)phenol was detected in nine of eleven seawater samples collected from 11 sites in the North Sea in January 1999 at concentrations ranging from 0.9 to 7.7 ng/L(1).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 233,571 workers (182,550 of these were female) were potentially exposed to 4-(1,1-dimethylpropyl)phenol in the US(1). Occupational exposure to 4-(1,1-dimethylpropyl)phenol may occur through inhalation of dust and dermal contact with this compound at workplaces where 4-(1,1-dimethylpropyl)phenol is produced or used. Use data indicate that the general population may be exposed to 4-(1,1-dimethylpropyl)phenol via dermal contact with consumer products containing this compound(SRC).

3(?). 3 = moderately toxic: probable oral lethal dose (human) 0.5-5 g/kg, between 1 oz and 1 pint for 70 kg person (150 lb).

Assoc of (14)C-labelled p-tert-amylphenol with human serum and bacterial Micrococcus lysodeikticus proteins was most clear-cut among phenolic deriv. Protein binding could explain interference of serum with germicidal effects of phenolic disinfectants.

Yields 4-tert-amylphenyl-beta-d-glucuronide in rabbits; Jellinick, PH, Biochem J, 58, 262 (1954). /From table/

2-tert-amylphenol, 2,4-di-tert-amylphenol

ACUTE/CHRONIC HAZARDS: This chemical is toxic by ingestion and can be absorbed through the skin. Hazardous fumes are evolved when this material is heated to decomposition. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. Phenols are very toxic poisons AND corrosive and irritating, so that inducing vomiting may make medical problems worse. IMMEDIATELY call a hospital or poison control center and locate activated charcoal, egg whites, or milk in case the medical advisor recommends administering one of them. If advice from a physician is not readily available and the victim is conscious and not convulsing, give the victim a glass of activated charcoal slurry in water or, if this is not available, a glass of milk, or beaten egg whites and IMMEDIATELY transport victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, assure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

/SIGNS AND SYMPTOMS/ There are some reported incidents associated with exposure to end-use products containing 4-tert-amylphenol. Dermal, ocular, and inhalation are the primary routes of exposure. Dermal exposure is considered as a very important route of exposure. Most of the incidents are related to irritation reaction. The most common symptoms reported for cases of inhalation exposure were respiratory irritation/burning, irritation to mouth/throat/nose, coughing/choking, shortness of breath, dizziness, flu-like symptoms, and headache. Eye pain, burning of eyes, conjunctivitis, blurring vision, and acute inflammation have been reported in ocular exposure incidents. Neurological effects, such as dizziness, headache and blurred vision have also been reported.|/SIGNS AND SYMPTOMS/ ... Less corrosive than phenol and produce less skin irritation, but they may share phenol's ability to penetrate intact skin ... Water solubility and systemic toxicity decr with increasing size of alkyl constituents. /Alkyl deriv of phenol/|/SURVEILLANCE/ Report of ... leukoderma survey of 169 men exposed to p-tert-amylphenol /is described/. Screening by means of Wood's light technique (an ultra violet light which is absorbed by normally pigmented skin and reflected by nonpigmented skin) revealed no cases of leukoderma in 129 men exposed to /this cmpd/.|/ENDOCRINE MODULATION/ p-tert-Amylphenol /was found/ to be estrogenic in the E-SCREEN assay, which assesses the estrogenicity of a compound by measuring its proliferative effect on estrogen-sensitive cells. The cell number achieved by similar inocula of MCF-7 cells (estrogen-sensitive human breast cancer cells) in the absence of estrogens (negative control) and in the presence of 17beta-estradiol (positive control) is compared with the number of cells achieved with a range of concn of the test chemical. For 4-tert-pentylphenol, a concn of 10 uM was the lowest concn needed for maximal cell yield. For the positive control 17beta-estradiol, the lowest concentration needed was 30 pM. The relative proliferative effect (RPE) is calculated as 100 x (PE-1) of the test compound divided by (PE-1) of 17beta-estradiol. A value of 100 indicates that the compound tested is a full agonist of the estradiol; a value of 0 indicates that the compound lacks estrogenicity at the doses tested. Intermediate values suggest that the compound is a partial agonist of 17beta-estradiol. For 4-tert-pentylphenol, an RPE of 105 was estimated.

4-tert-pentyphenol

Staphene Disinfectant Spray and Deodorizer: Active Ingredients 53.096% Ethyl alcohol, 0.077% 2-Benzyl-4-chlorophenol, 0.074% 4-tert-Amylphenol, 0.041% o-Phenylphenol, 0.042% Alkyl* dimethyl benzyl ammonium chloride *(60�4, 30�6, 5�8, 5�2), 0.0420 Alkyl* dimethyl ethylbenzyl ammonium chloride *(50�2, 30�4, 17�6, 3�8)|Coldcide 0.25% Disinfecting Wipes: Active Ingredients 0.2750% Glutaral, 0.0028% 4-tert-Amylphenol, 0.0138% o-Phenylphenol|Coldcide 0.25%: Active Ingredients 0.2750% Glutaral, 0.0027% 4-tert-Amylphenol, 0.0137% o-Phenylphenol|Claire Disinfectant Spray: Active Ingredients 49.950% Ethyl alcohol, 0.045% 4-tert-Amylphenol, 0.176% o-Phenylphenol|For more Formulations/Preparations (Complete) data for 4-(1,1-Dimethylpropyl)phenol (34 total), please visit the HSDB record page.

All other basic organic chemical manufacturing|Phenol, 4-(1,1-dimethylpropyl)-: ACTIVE|Commercially produced by the alkylation of phenol with isoamylene under acidic catalysis.

P-TERT-AMYLPHENOL WAS DETECTED IN INFANT BLOOD BY HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY USING A MU BONDAPAK C18 COLUMN & 50:49:5:0.5 METHYL CYANIDE-WATER-ACETIC ACID AS MOBILE PHASE. THE PHENOLS WERE DETECTED IN SERUM OF OREGON INFANTS.

Agrochemicals -> Bactericides