Dinonyl phthalate
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Dinonyl phthalate
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CAS No:
84-76-4
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Formula:
C26H42O4
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Chemical Name:
Dinonyl phthalate
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Synonyms:
1,2-Benzenedicarboxylic acid,1,2-dinonyl ester;Phthalic acid,dinonyl ester;1,2-Benzenedicarboxylic acid,dinonyl ester;Bisoflex 91;Dinonyl 1,2-benzenedicarboxylate;Dinonyl phthalate;Di-n-nonyl phthalate;Unimoll DN;Bisoflex DNP;Dinonyl o-phthalate;Phthalic anhydride diester with Linevol 9;Synplast 9P-N;1,2-Dinonyl benzene-1,2-dicarboxylate
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CAS No:
Description
clear yellow-brown oily liquid
Dinonyl phthalate is an odorless colorless liquid. (USCG, 1999)|Liquid
Dinonyl phthalate is an odorless colorless liquid. (USCG, 1999)
Dinonyl phthalate Basic Attributes
418.60900
418.61
272-012-6
90UCU78V8R
DTXSID5028663|DTXSID9047966
Colorless liquid
2917349000
Characteristics
52.60000
7.50140
Dinonyl phthalate is an odorless colorless liquid. (USCG, 1999)
0.972 g/cm3 @ Temp: 20 °C
<25 °C
413 °C
216°C
n20/D 1.486
<1 g/L (20 ºC)
Keep away from heat, sparks, and flame. Store in a tightly closed container. Keep from contact with oxidizing materials. Store in a cool, dry, well-ventilated area away from incompatible substances.
5.14X10-7 mm Hg at 25 deg C (est)
Henry's Law constant = 1.41X10-5 atm-cu m/mol at 25 °C (est)
LOW GELLING POWER|... Resistance to migration from polymers, low temperature flexibility ... compatibility with polar polymers and additives over a wide range of compositions. /Phthalate esters/|CONVERSION FACTOR: 17.09 MG/CU M = 1 PPM|Suspensions of adsorbents such as kaolin, palygorskite, halloysite and silica were found to readily adsorb di-n-nonylphthalate (DnNP) from solutions of toluene. The phthalate ester formed a monolayer on the adsorbent.|For more Other Experimental Properties (Complete) data for DINONYL PHTHALATE (7 total), please visit the HSDB record page.
Flammable. Hydrolyzed by strong mineral acids and strong alkalis.
Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
DINONYL PHTHALATE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Can generate electrostatic charges [Handling Chemicals Safely, 1980. p. 250].
Safety Information
1
S24/25
TI1800000
Stable under normal temperatures and pressures.
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.
Nat'l Research Council Canada; Phthalate Esters in the Aquatic Environment (1980) NRCC No. 17583|USEPA; Ambient Water Quality Criteria Doc: Phthalate Esters (1980) EPA 440/5-80-067|Woodward KN (ed); Phthalate Esters: Toxicity and Metabolism (1988)|Phthalate Esters; Environ Health Perspect 45: 1-210 (1982)|For more Special Reports (Complete) data for DINONYL PHTHALATE (6 total), please visit the HSDB record page.
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 6 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Fire Extinguishing Agents Not to Be Used: Water may be ineffective. Fire Extinguishing Agents: Alcohol foam, dry chemical, carbon dioxide. (USCG, 1999)
Goggles or face shield; rubber gloves. (USCG, 1999)
Combustible
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
Dinonyl phthalate was found in 1 domestic sewages at 332 ug/kg and not detected in another 3 domestic sewages; 1 domestic sewage with storm runoff and small industrial effluent was undetected for dinonyl phthalate and 5 domestic sewages with storm runoff and small industrial effluent had 1583, 656, 562, 299, and 287 ug/kg of dinonyl phthalate; 2 domestic sewages with storm runoff and large industrial effluent had 464 and 661 ug/kg of dinonyl phthalate(1).
INDOOR AIR: Dinonyl phthalate associated with small particulates was detected inside telephone office buildings in Wichita, KS and Lubbock, TX at a concentration of 15 ng/cu m(1).
Toxicity
LD50 Rat oral 2.00 g/kg /From table/|LD50 Rat oral 26 g/Kg|LD50 Mouse oral 26 g/Kg|LD50 Guinea pig oral 21500 mg/kg
Dinonyl phthalate's production and use as a general purpose, low volatility plasticizer for vinyl resins and use as a stationary liquid phase in chromatography(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 6.6X10+5(SRC), determined from a structure estimation method(2), indicates that dinonyl phthalate is expected to be immobile in soil(SRC). In sterile microcosms containing lake water and sediment, approximately 80% of di(heptyl,nonyl,undecyl) phthalate partitioned to sediment(3). Volatilization of dinonyl phthalate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.4X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(4). However, adsorption to soil is expected to attenuate volatilization(SRC). Dinonyl phthalate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 5.1X10-7 mm Hg(SRC), determined from a fragment constant method(5). A half-life of 6 to 8 days in river die-away tests(3) suggests that biodegradation may be an important environmental fate process in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 6.6X10+5(SRC), determined from a structure estimation method(2), indicates that dinonyl phthalate is expected to adsorb to suspended solids and sediment(SRC). In sterile microcosms containing lake water and sediment, approximately 80% of di(heptyl,nonyl,undecyl) phthalate partitioned to sediment(3). Volatilization from water surfaces is expected(4) based upon an estimated Henry's Law constant of 1.4X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 5.6 and 47 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 volatilization half-life from a model pond is about 190 years when adsorption is considered(6). According to a classification scheme(7), an estimated BCF of 3(SRC), from an estimated log Kow of 9.52(8) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Hydrolysis is not expected to be an important process(SRC) based on estimated hydrolysis half-lives of 7.7 years and 280 days at pHs 7 and 8, respectively(10). A half-life of 6 to 8 days in river die-away tests(3) suggests that biodegradation may be an important environmental fate process in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dinonyl phthalate, which has an estimated vapor pressure of 5.1X10-7 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase dinonyl phthalate 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 16 hours(SRC), calculated from its rate constant of 2.3X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase dinonyl phthalate may be removed from the air by wet or dry deposition(SRC). Dinonyl phthalate does contain 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 dinonyl phthalate with photochemically-produced hydroxyl radicals has been estimated as 2.3X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 16 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). A base-catalyzed second-order hydrolysis rate constant of 2.9X10-2 L/mole-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 7.7 years and 280 days at pH values of 7 and 8, respectively(2). Dinonyl phthalate does contain chromophores that absorb at wavelengths >290 nm(3) and therefore may be susceptible to direct photolysis by sunlight(SRC).
An estimated BCF of 3 was calculated in fish for dinonyl phthalate(SRC), using an estimated log Kow of 9.52(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 of dinonyl phthalate can be estimated to be 6.6X10+5(SRC). According to a classification scheme(2), this estimated Koc value suggests that dinonyl phthalate is expected to be immobile in soil. In sterile microcosms containing lake water and sediment, approximately 80% of di(heptyl,nonyl,undecyl) phthalate partitioned to sediment(3).
The Henry's Law constant for dinonyl phthalate is estimated as 1.4X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that dinonyl phthalate 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 5.6 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)(2) is estimated as 47 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The volatilization half-life from a model pond is about 190 years when adsorption is considered(3). Dinonyl phthalate's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Dinonyl phthalate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 5.1X10-7 mm Hg(SRC), determined from a fragment constant method(4).
DRINKING WATER: Dinonyl phthalate was qualitatively identified in British drinking water derived from lowland river water and groundwater sources, and in a German low land river(1).|SURFACE WATER: Dinonyl phthalate was detected, but not quantified, in the River Mersey, United Kingdom(1).
Occupational exposure to dinonyl phthalate may occur through inhalation of aerosols and dermal contact with this compound at workplaces where dinonyl phthalate is used in chromatography or as a plasticizer for vinyl resins. Use data indicate that the general population may be exposed via dermal contact with consumer products containing this compound. (SRC)
Drug Information
Moderately toxic by ingestion. (USCG, 1999)
INHALATION: Move to fresh air. INGESTION: Have victim drink 1-2 glasses of water. EYES: Flush with water. SKIN: Wipe off. Flush with water. Wash with soap and water. (USCG, 1999)
dinonylphthalate
Dinonyl phthalate Use and Manufacturing
The first step, alcoholysis of phthalic anhydride (PA) to give the monoester, is rapid and goes to completion. The reaction generally starts at elevated temperatures and proceeds exothermically. The second step is the conversion of the monoester to a diester with the formation of water. This is a reversible reaction and proceeds more slowly than the first, thus determining the overall rate of reaction. To shift the equilibrium towards the diester, the water of reaction is removed by distillation. The rate of reaction can be influenced by the choice of catalyst and the reaction temperature. For fast conversion rates, high reaction temperatures are generally used. However, these are influenced by the boiling point of the alcohol and/or the type of catalyst. ... Currently, nearly all major phthalate producers use amphoteric catalysts for the esterification of high boiling alcohols. ... The reaction temperatures for the amphoteric catalysts are about 200 °C. At this temperature side reactions are minimized, and the alcohol can be recycled without purification. By using this type of catalyst, over 99.5 % conversion to diester can be achieved. /Phthalates/
Dinonyl Phthalate is a Phthalate derivative and an organic extract contaminant found in drinking water, which was shown to activate Nrf-2-Mediated Antioxidant response in human cell line.
Plasticizers
Building/construction materials not covered elsewhere|Plastic and rubber products not covered elsewhere
100,000 - 500,000 lb|(1972) PROBABLY GREATER THAN 4.54X10+5 G|(1975) PROBABLY GREATER THAN 4.54X10+5 G|Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#1119]
Asphalt paving, roofing, and coating materials manufacturing|1,2-Benzenedicarboxylic acid, 1,2-dinonyl ester, branched and linear: ACTIVE|Custom compounding of purchased resin|1,2-Benzenedicarboxylic acid, 1,2-dinonyl ester: ACTIVE|1,2-Benzenedicarboxylic acid, di-C9-11-alkyl esters: INACTIVE
IN AN ATTEMPT TO DEVELOP A METHOD FOR THE DETERMINATION OF PHTHALATE ESTERS IN WATER BY ADSORPTION CHROMATOGRAPHY, THE HIGH PERFORMANCE LIQUID CHROMATOGRAPHIC BEHAVIOR OF DIONYL PHTHALATE IN WATER USING AN OCTADECYLTRICHLOROSILANE BONDED STATIONARY PHASE WAS EXAMINED. PHTHALATE ESTERS IN WATER WERE COMPLETELY ADSORBED ON OCTADECYLTRICHLOROSILANE BONDED BEADS AND THEIR ELUTION ORDER IN 100% WATER TO 100% METHANOL GRADIENT SYSTEM WAS DIRECTLY RELATED TO THE NUMBER OF ALKYL CARBON ATOMS IN THE ESTER GROUPS OF PHTHALATES. STUDY INDICATED THAT THE SEPARATION MECHANISM MAY BE DUE TO THE INTERACTION OF AFFINITY BETWEEN OCTADECYL GROUPS OF THE BONDED STATIONARY PHASE AND THE LENGTH OF THE ALKYL CHAIN IN THE ESTER GROUP OF EACH PHTHALATE WITH SOLUBILITIES OF EACH PHTHALATE ESTER FOR THE MOBILE PHASE.|Method: EPA-OSW 8061A; Procedure: gas chromatography with electron capture detection; Analyte: dinonyl phthalate; Matrix: groundwater, leachate, soil, sludge, and sediment; Detection Limit: 0.022 ug/L.
THE KOVATS RETENTION INDEX DINONYL PHTHALATE WAS DETERMINED BY GLASS CAPILLARY COLUMN GAS CHROMATOGRAPHY FOR IDENTIFICATION OF THE ESTERS IN BIOLOGICAL FLUIDS. COLUMN PARAMETERS WERE: 0.5% OV-101 COATINGS, 230 °C, HELIUM OR NITROGEN AS CARRIER GAS; 0.5% SE-30 COATING, 250 °C; A FLAME IONIZATION DETECTOR WAS USED WITH BOTH COLUMNS.
Computed Properties
Molecular Weight:418.6
XLogP3:10.1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:20
Exact Mass:418.30830982
Monoisotopic Mass:418.30830982
Topological Polar Surface Area:52.6
Heavy Atom Count:30
Complexity:395
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of Dinonyl phthalate
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