Bis(2-butoxyethyl) phthalate
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Bis(2-butoxyethyl) phthalate
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CAS No:
117-83-9
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Formula:
C20H30O6
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Chemical Name:
Bis(2-butoxyethyl) phthalate
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Synonyms:
1,2-Benzenedicarboxylic acid,1,2-bis(2-butoxyethyl) ester;Phthalic acid,bis(2-butoxyethyl) ester;1,2-Benzenedicarboxylic acid,bis(2-butoxyethyl) ester;Ethanol,2-butoxy-,phthalate (2:1);Bis(2-butoxyethyl) phthalate;β-Butoxyethyl phthalate;Butyl glycol phthalate;Kesscoflex BCP;Kronisol;Palatinol K;Plasthall DBEP;Sansocizer C 1100;Di(ethylene glycol butyl ether) phthalate;Plasthall 200DBEP;Bis(2-n-butoxyethyl) phthalate;Sankonol 0882-0;NSC 4840;DBMP;Di(2-butoxyethyl) phthalate
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CAS No:
Description
The empirical formula of dibutoxyethyl phthalate (DBEP) is C20H30O6. It is a colorless liquid, with a density of 1.063.It is soluble in organic solvents and fairly insoluble in water.ChEBI: A phthalate ester obtained by the formal condensation of both the carboxy groups of phthalic acid with two molecules of 2-butoxyethanol.
Liquid
Bis(2-butoxyethyl)phthalate is a phthalate ester obtained by the formal condensation of both the carboxy groups of phthalic acid with two molecules of 2-butoxyethanol. It has a role as a xenobiotic. It is a diester and a phthalate ester. It derives from a 2-butoxyethanol.
Bis(2-butoxyethyl) phthalate Basic Attributes
366.45
366.45
204-213-1
N3MI1R200O
4840
DTXSID9047174
Colorless liquid
2918990090
Characteristics
71.1
4.06 (est)
Liquid
1.06 g/cm3 @ Temp: 20 °C
FP: -55 deg C
270 °C
205 °C
n20/D 1.486(lit.)
In water, 300 mg/L, temp not specified
2.17X10-3 mm Hg at 25 deg C (est)
Oral-rat LD50: 8380 mg/kg; Oral-guinea pig LDL0: 6000 mg/kg
Flammable; burning produces irritating fumes
Henry's Law constant = 2.03X10-12 atn-cu m/mol at 25 °C (est)
Wt/gal = 8.86 lb|Most phthalate esters have a relatively high calculated log octanol/water partition coefficient > 2.12 indicating that they are lipophilic. /Phthalate esters/|Phthalate esters would be expected to have UV maxima in the 230 nm and 270 nm regions. /Phthalate esters/|Fast to light, water-resistant.|For more Other Experimental Properties (Complete) data for BIS(2-BUTOXYETHYL) PHTHALATE (6 total), please visit the HSDB record page.
Bis(2-n-butoxyethyl) phthalate|D: Other compounds that may form peroxides|Kelly
Safety Information
TI0175000
Warehouse ventilated, low temperature and dry
Fast to light
P273, P501
H413
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.
Di(butoxyethyl) phthalate is an indirect food additive for use only as a component of adhesives.
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 BIS(2-BUTOXYETHYL) PHTHALATE (6 total), please visit the HSDB record page.
H413 (98.86%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]|P273, and P501|Aggregated GHS information provided by 98 companies from 3 notifications to the ECHA C&L Inventory.
Combustible
Alcohol foam. Water or foam may cause frothing.
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.
| 1 - Materials that, under emergency conditions, can cause significant irritation.| 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.
Bis(2-butoxyethyl) phthalate was not detected in 4 domestic sewages, 6 domestic sewages with storm runoff and small industrial effluent and 2 domestic sewage with storm runoff and large industrial effluent(1).
Toxicity
practically nontoxic
LD50 Rat oral 8380 mg/kg
/AQUATIC SPECIES/ Inhibitory effect of 18 phthalic acid esters (1-200 ug/mL) on Tetrahymena pyriformis was investigated. Cytostatic toxicity occurred with those having alkyl chain C1-C8 in alcohol moiety. Dibutoxyethyl phthalate was moderately toxic.
Bis(2-butoxyethyl) phthalate's production and use as a plasticizer for polyvinyl chloride, polyvinyl acetate, and other 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 170(SRC), determined from a structure estimation method(2), indicates that bis(2-butoxyethyl) phthalate is expected to have moderate mobility in soil(SRC). Volatilization of bis(2-butoxyethyl) phthalate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.0X10-12 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Bis(2-butoxyethyl) phthalate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.2X10-3 mm Hg(SRC), determined from a fragment constant method(4). Biodegradation studies using a series of commercial phthalate esters and acclimated inoculum have demonstrated that in general, phthalate esters may be susceptible to biodegradation(5).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from a structure estimation method(2), indicates that bis(2-butoxyethyl) phthalate is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 2.0X10-12 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 27(SRC), from an estimated log Kow of 4.06(6) and a regression-derived equation(7), 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 1.3 years and 49 days at pHs 7 and 8, respectively(8). Biodegradation studies using a series of commercial phthalate esters and acclimated inoculum have demonstrated that, in general, phthalate esters may be susceptible to biodegradation(9).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), bis(2-butoxyethyl) phthalate, which has an estimated vapor pressure of 2.2X10-3 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase bis(2-butoxyethyl) 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 9.1 hours(SRC), calculated from its rate constant of 4.3X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase bis(2-butoxyethyl) phthalate may be removed from the air by wet or dry deposition(SRC). Bis(2-butoxyethyl) 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 bis(2-butoxyethyl) phthalate with photochemically-produced hydroxyl radicals has been estimated as 4.3X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 9.1 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). A base-catalyzed second-order hydrolysis rate constant of 0.16 L/mole-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 1.3 years and 49 days at pH values of 7 and 8, respectively(2). Bis(2-butoxyethyl) 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 27 was calculated in fish for bis(2-butoxyethyl) phthalate(SRC), using an estimated log Kow of 4.06(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 bis(2-butoxyethyl) phthalate can be estimated to be 170(SRC). According to a classification scheme(2), this estimated Koc value suggests that bis(2-butoxyethyl) phthalate is expected to have moderate mobility in soil.
The Henry's Law constant for bis(2-butoxyethyl) phthalate is estimated as 2.0X10-12 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that bis(2-butoxyethyl) phthalate is expected to be essentially nonvolatile from water surfaces(2). Bis(2-butoxyethyl) phthalate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.2X10-3 mm Hg(SRC), determined from a fragment constant method(3).
Occupational exposure to bis(2-butoxyethyl) phthalate may occur through inhalation of aerosols and dermal contact with this compound at workplaces where bis(2-butoxyethyl) phthalate is produced or used. Use data indicate that the general population may be exposed to bis(2-butoxyethyl) phthalate via products containing this compound. (SRC)
Bis(2-butoxyethyl) phthalate Use and Manufacturing
Ethylene glycol monobutyl ether + phthalic anhydride (esterification)
It is used as a plasticizer for polyvinyl chloride, polyvinyl acetate, and other resins.
Finishing agents
25,000 - 100,000 lb|(1979) PROBABLY GREATER THAN 2.27X10+6 G|(1981) PROBABLY GREATER THAN 2.27X10+6 G|Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5396]
Textiles, apparel, and leather manufacturing|1,2-Benzenedicarboxylic acid, 1,2-bis(2-butoxyethyl) ester: ACTIVE
Method: EPA-OSW 8061A; Procedure: gas chromatography with electron capture detection; Analyte: bis(2-butoxyethyl) phthalate; Matrix: groundwater, leachate, soil, sludge, and sediment; Detection Limit: 0.084 ug/L.
Computed Properties
Molecular Weight:366.4
XLogP3:4.4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:16
Exact Mass:366.20423867
Monoisotopic Mass:366.20423867
Topological Polar Surface Area:71.1
Heavy Atom Count:26
Complexity:349
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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