2,4-Dinonylphenol
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2,4-Dinonylphenol
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CAS No:
137-99-5
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Formula:
C24H42O
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Chemical Name:
2,4-Dinonylphenol
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Synonyms:
Phenol,2,4-dinonyl-;2,4-Dinonylphenol
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CAS No:
2,4-Dinonylphenol Basic Attributes
346.59
346.59
205-310-1
927XE902HL
DTXSID1051698
Colorless to pale yellow liquid
Characteristics
20.2
10.7
0.912 g/mL at 20 deg C
ca. -13 deg C
224 deg C at 15 mm Hg
260 deg F (127 deg C) (open cup)
In water, 1.1X10-4 mg/L at 25 deg C (est)
9X10-10 mm Hg at 25 deg C (extrapolated) /Dinonylphenol/
Lower flammable limit: 1.1% (calc.) by volume; Upper flammable limit: 5.4% (est.) by volume
Henry's Law constant = 6.3X10-5 atm-cu m/mol at 25 °C (est)
pKa = 10.9 (est)
Hydroxyl radical reaction rate constant = 7.1X10-11 cu cm/molecule sec at 25 °C (est)|Colorless liquid; insoluble in water; soluble in common organic solvents /Dinonylphenol/|Colorless viscous liquid; boiling point: about 320 °C; relative density (water = 1): about 0.91; solubility in water: none; relative vapor density (air = 1): 12.0 /Dinonylphenol (mixed isomers)/
705 °F (374 °C)
Lower flammable limit: 1.1% (calc.) by volume; Upper flammable limit: 5.4% (est.) by volume
Safety Information
P261, P264, P272, P273, P280, P302+P352, P321, P332+P313, P333+P313, P362, P363, P501
H315
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P272, P273, P280, P302+P352, P321, P332+P313, P333+P313, P362, P363, and P501|Aggregated GHS information provided by 54 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Danger|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P264, P270, P280, P281, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P321, P330, P363, P405, and P501
RUBBER GLOVES & SPLASH-PROOF GOGGLES. /NONYLPHENOL/
SEVERELY IRRITATING TO SKIN & EYES. /NONYLPHENOL/
| 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.
Toxicity
2,4-Dinonylphenol's production and use as a solvent(1) and its use in the production of surfactants(2) 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 1.4X10+7(SRC), determined from a structure estimation method(2), indicates that 2,4-dinonylphenol is expected to be immobile in soil(SRC). Volatilization of 2,4-dinonylphenol from moist soil surfaces is expected(SRC), given an estimated Henry's Law constant of 6.4X10-5 atm-cu m/mole(SRC), determined using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). 2,4-Dinonylphenol is not expected to volatilize from dry soil surfaces(SRC) based upon an extrapolated vapor pressure for the unspecified dinonylphenol isomer of 9.0X10-10 mm Hg(4). The estimated pKa of 2,4-dinonylphenol is 10.9(5), indicating that this compound will primarily exist in its unionized form in the environment(SRC). Biodegradation of 2,4-dinonylphenol may be similar to that of 4-nonylphenol(SRC), which, based on microcosm studies using six soils, was considered generally biodegradable in well-aerated arable soils(6).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1.4X10+7(SRC), determined from a structure estimation method(2), indicates that 2,4-dinonylphenol is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 6.4X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 13 hours and 10 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column(SRC). The estimated volatilization half-life from a model pond is 1.6X10+6 years if adsorption is considered(5). The estimated pKa of 2,4-dinonylphenol is 10.9(6), indicating that this compound will primarily exist in its unionized form in the environment. According to a classification scheme(7), an estimated BCF of 3.2(SRC), from an estimated log Kow of 10.5(8) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 2,4-Dinonylphenol is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(10). Biodegradation of 2,4-dinonylphenol may be similar to that of nonylphenol(SRC), which was reported to have half-lives of 58 days in seawater(11), and 28 to 104 days in mesocosm experiments using sediment(12).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,4-dinonylphenol, which has an extrapolated vapor pressure for the unspecified dinonylphenol isomer of 9.0X10-10 mm Hg at 25 °C(2), will exist in the particulate phase in the ambient atmosphere. Particulate-phase 2,4-dinonylphenol may be removed from the air by wet and dry deposition(SRC). 2,4-Dimethylphenol absorbs light with wavelengths >290 nm(3); by analogy 2,4-dinonylphenol may also absorb light with wavelengths >290 nm and may therefore be susceptible to direct photolysis by sunlight(SRC).
2,4-Dinonylphenol is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(1). 2,4-Dimethylphenol absorbs light with wavelengths >290 nm(2), by analogy 2,4-dinonylphenol may also absorb light with wavelengths >290 nm, and may be susceptible to direct photolysis by sunlight(SRC).
An estimated BCF of 3.2 was calculated for 2-4-dinonylphenol(SRC), using an estimated log Kow of 10.5(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Using a structure estimation method based on molecular connectivity indices(1), the Koc for 2,4-dinonylphenol can be estimated to be 1.4X10+7(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2,4-dinonylphenol is expected to be immobile in soil. The estimated pKa of 2,4-dinonylphenol is 10.9(3), indicating that this compound will primarily exist in its unionized form in the environment.
The Henry's Law constant for 2,4-dinonylphenol is estimated as 6.4X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2,4-dinonylphenol is expected to volatilize from water surfaces(2). 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)(2) is estimated as 13 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 10 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column(SRC). The estimated volatilization half-life from a model pond is 1.6X10+6 years if adsorption is considered(3). 2,4-Dinonylphenol's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). However, volatilization from soil surfaces is expected to be attenuated by adsorption to soil(SRC). 2,4-Dinonylphenol is not expected to volatilize from dry soil surfaces(SRC) based upon an extrapolated vapor pressure for the unspecified dinonylphenol isomer of 9.0X10-10 mm Hg(4).
SURFACE WATER: Samples from the Caroni River, Trinidad and other rivers that flow into the Caroni River were qualitatively analyzed for various trace organic compounds; 2,4-dinonylphenol or its isomers were identified in some samples, concentration not specified(1).
Occupational exposure to 2,4-dinonylphenol may occur through inhalation and dermal contact with this compound at workplaces where 2,4-dinonylphenol is produced or used. (SRC)
Drug Information
/SIGNS AND SYMPTOMS/ Symptomatology: 1. Burning pain in mouth and throat. White necrotic lesions in mouth, esophagus and stomach. Abdominal pain, vomiting...and bloody diarrhea. 2. Pallor, sweating, weakness, headache, dizziness, tinnitus. /phenol/|/SIGNS AND SYMPTOMS/ Symptomatology: 3. Shock: weak irregular pulse, hypotension, shallow respirations, cyanosis, pallor, and profound fall in body temp. 4. Possibly fleeting excitement (delirium), followed by unconsciousness. Convulsions...rarely seen except in children... /phenol/|/SIGNS AND SYMPTOMS/ Symptomatology: 5. Stertorous breathing, mucous rales, rhonchi, frothing at nose and mouth and other signs of pulmonary edema...sometimes seen. Characteristic odor of phenol on breath. 6. Scanty, dark-colored or "smoky" urine. /phenol/|/SIGNS AND SYMPTOMS/ Symptomatology: 6. If death does not occur promptly, moderately severe renal insufficiency may appear. 7. Death from resp...or cardiac failure. 8. If spilled on skin, pain is followed promptly by numbness. Skin becomes blanched, and dry opaque eschar forms over burn. /phenol/|For more Human Toxicity Excerpts (Complete) data for 2,4-DINONYLPHENOL (6 total), please visit the HSDB record page.
2,4-Dinonylphenol Use and Manufacturing
Produced as a co-product in the production of nonyl phenol by the reaction of nonene with phenol
In preparation of lubricating oil additives, resins, plasticizers, surface active agents /Nonylphenol/|In the production of surfactants|Solvent|Chemical intermediate for ethoxylated nonionic oil-soluble emulsifier|For more Uses (Complete) data for 2,4-DINONYLPHENOL (7 total), please visit the HSDB record page.
(1977) AT LEAST 4.54X10+8 GRAMS|(1981) PROBABLY GREATER THAN 6.81X10+6 GRAMS|(1994) 10 thousand - 500 thousand pounds
Grade or purity: 90% para-isomer, plus 4% ortho-isomer and 5% 2,4-dinonylphenol. /Nonylphenol/|A technical grade mixture of monoalkyl phenols, predominantly para substituted. The side chains are isomeric branched-alkyl radicals. /Nonylphenol/
Phenol, 2,4-dinonyl-: ACTIVE
Computed Properties
Molecular Weight:346.6
XLogP3:10.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:16
Exact Mass:346.323565959
Monoisotopic Mass:346.323565959
Topological Polar Surface Area:20.2
Heavy Atom Count:25
Complexity:275
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes