Phenetole

Log Kow = 2.51

2.51

0.967 @ 20 °C/4 °C

% IN SATURATED AIR: 0.224; DENSITY OF SATURATED AIR: 1.01 (AIR= 1.0)

OILY LIQ

COLORLESS

SOL IN ETHANOL, ETHER, CARBON TETRACHLORIDE

Water Solubility = 5.69X10+2 mg/L at 25 °C

1.53 [mmHg]

Vapor pressure = 1.56 mm Hg at 25 °C

1.53 MM HG @ 25 °C

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 52 reports by companies from 2 notifications to the ECHA C&L Inventory.

Warning

H226: Flammable liquid and vapor [Warning Flammable liquids]

Chemical: Benzene, ethoxy-

Status: Active Update: 07-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/12309

Benzene, ethoxy-: Does not have an individual approval but may be used under an appropriate group standard

Oral LD50 (mouse) = 2200 mg/kg; Effects in animal experiments include excitement, tremor, convulsions, and fatty liver degeneration; [RTECS] May cause irritation; Effects in high-dose animal studies include convulsions and fatty liver degeneration; [MSDSonline]

0 - Materials that, under emergency conditions, would offer no hazard beyond that of ordinary combustible materials.

2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.

0 - Materials that in themselves are normally stable, even under fire conditions.

Phenetole

D: Other compounds that may form peroxides

No amount of peroxides were found in new commerically available containers

Removal of Peroxides from Ethers with Cerous Hydroxide

Flam. Liq. 3 (100%)

Flammable liquids - Category 3

SRP: At the time of review, 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.

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 550(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that phenetole will have low mobility in soil(SRC). Volatilization of phenetole may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 4.4X10-4 atm-cu m/mole(SRC), calculated from experimental values for vapor pressure(4) and water solubility(5) and from dry soil surfaces(SRC) based on an experimental vapor pressure of 1.56 mm Hg(4). Biodegradation of phenetole is expected to be an important fate process in soil according to two biodegradation studies(6,7).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 550(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that phenetole may adsorb to suspended solids and sediment(SRC) in the water. Phenetole would volatilize from water surfaces based on an estimated Henry's Law constant of 4.4X10-4 atm-cu m/mole(SRC), calculated from experimental values for vapor pressure(4) and water solubility(5). Estimated half-lives for a model river and model lake are 5 hours and 5 days, respectively(3,SRC). An estimated BCF value of 48(3,SRC), from an experimental log Kow(2), suggests that bioconcentration of phenetole may be moderate, not high(SRC) according to a classification scheme(6). Biodegradation of phenetole is expected to be an important fate process in water according to two biodegradation studies(7,8).

ATMOSPHERIC FATE: According to a suggested classification scheme(1), an experimental vapor pressure of 1.56 mm Hg at 25 °C(2,SRC) indicates that phenetole will exist in the vapor phase in the ambient atmosphere. Vapor-phase phenetole 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 about 14 hours(3,SRC).

The Koc of phenetole is estimated as approximately 550(SRC), using an experimental log Kow of 2.51(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that phenetole has low mobility in soil(SRC).

An estimated BCF value of 48 was calculated for phenetole(SRC), using an experimental log Kow of 2.51(1) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms may be moderate, not high(SRC).

The Henry's Law constant for phenetole is estimated as 4.4X10-4 atm-cu m/mole(SRC) from its experimental values for vapor pressure, 1.56 mm Hg(1), and water solubility, 569 mg/l(2). This value indicates that phenetole will volatilize from water surfaces(3,SRC). 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) is estimated as approximately 5 hours(3,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 5 days(3,SRC). Phenetole's vapor pressure(1) and Henry's Law constant(1,2,SRC) indicate that volatilization from dry and moist soil surfaces may occur(SRC).

The rate constant for the vapor-phase reaction of phenetole with photochemically produced hydroxyl radicals has been estimated as 2.8X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 14 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC).

Phenetole's production and use as a chemical intermediate and in perfumery may result in its release to the environment through various waste streams. Phenetole has been identified in lake water. If released to soil, phenetole will have low mobility. Volatilization of phenetole may be important from moist and dry soil surfaces. Biodegradation of phenetole is expected to be an important fate process in soil and water according to two biodegradation studies. If released to water, phenetole may adsorb to suspended solids and sediment. Phenetole would volatilize from water surfaces with estimated half-lives for a model river and model lake of 5 hours and 5 days, respectively. An estimated BCF value of 48 suggests that bioconcentration of phenetole may be moderate, not high. If released to the atmosphere, phenetole will exist in the vapor phase. Vapor-phase phenetole is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals with an estimated half-life of about 14 hours. (SRC)

... PHENETOLE, LIKE ANISOLE, IS HYDROXYLATED IN PARA POSITION & EXCRETED AS GLUCURONIDE & ETHEREAL SULFATE.

Wild type, mutant, and recombinant bacterial strains capable of oxidizing aromatic hydrocarbons were screened for their ability to oxidize anisole, and phenetole. Toluene induced cells of Pseudomonas putida F39/D transformed anisole to a compound tentatively identified as cis-1,2-dihydroxy-3-methoxycyclohexa-3,5-diene, 2-methoxyphenol, catechol, and trace amounts of phenol while phenetole was converted primarily to cis-1,2-dihydroxy-3-ethoxycyclohexa-3,5-diene and 2-ethoxyphenol. Induced cells of Pseudomonas sp. NCIB 9816/11 and Beijerinckia sp. B8/36 transformed anisole to phenol, and phenetole to phenol and ethenyloxybenzene. Toluene induced cells of P. putida BG1 converted anisole to phenol but did not oxidize phenetole. In contrast, toluene induced cells of P. mendocina KRl, which oxidize toluene via monooxygenation at the para position, transformed anisole to 4-methoxyphenol, and phenetole to 2-, 3-and 4-ethoxyphenol. The involvement of toluene and naphthalene dioxygenases in the reactions catalyzed by strains F39/D and NCIB 9816/11, respectively, was confirmed with recombinant E. coli strains expressing the cloned dioxygenase genes. The results show that the oxygenases from different Pseudomonas strains oxidize anisole and phenetole to different hydroxylated products.

Used as an intermediate, in perfumes, and as a research chemical; [HSDB]

RESEARCH CHEMICAL

CHEMICAL INTERMEDIATE & IN PERFUMERY

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY LESS THAN 4.54X10+5 GRAMS