Diundecyl phthalate
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Diundecyl phthalate
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CAS No:
3648-20-2
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Formula:
C30H50O4
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Chemical Name:
Diundecyl phthalate
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Synonyms:
1,2-Benzenedicarboxylic acid,1,2-diundecyl ester;Phthalic acid,diundecyl ester;1,2-Benzenedicarboxylic acid,diundecyl ester;Undecyl alcohol,phthalate;Undecyl alcohol,phthalate (2:1);Diundecyl phthalate;DUP;Di-n-undecyl phthalate;Bisoflex DUP;Jayflex L 11P;Sansocizer DUP;Palatinol 11;Diplast L 11;Bis-diundecyl phthalate;154766-25-3
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CAS No:
Description
Pale Yellow Oil
Diundecyl phthalate is an oily colorless odorless liquid. Less dense than water. (USCG, 1999)|Liquid; PelletsLargeCrystals
Diundecyl phthalate is an oily colorless odorless liquid. Less dense than water. (USCG, 1999)
Diundecyl phthalate Basic Attributes
474.72
474.72
222-884-9
RQV46346WV
DTXSID7025215
Crystals from ethanol
2917349000
Characteristics
52.6
12.3
Diundecyl phthalate is an oily colorless odorless liquid. Less dense than water. (USCG, 1999)
1 x 10-6 g/cm3 @ Temp: 20 °C
2°C
185 °C @ Press: 0.15 Torr
241 °C
1.487
In water, 1.11 mg/L at 20 deg C
-20°C
1.22X10-9 mm Hg at 25 deg C (est)
Henry's Law constant = 5.60X10-5 atm-cu m/mol at 25 °C (est)
Phthalate esters would be expected to have UV maxima in the 230 nm and 270 nm regions. /Phthalate esters/|... Resistance to migration from polymers, low temperature flexibility ... compatibility with polar polymers and additives over a wide range of compositions. /Phthalate esters/|Hydroxyl radical reaction rate constant = 2.91X10-11 cu cm/molec-sec at 25 °C (est)
Insoluble in water.
Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
DIUNDECYL PHTHALATE reacts 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 interaction with caustic solutions. Flammable hydrogen is generated by mixing with alkali metals and hydrides. Can generate electrostatic charges [Handling Chemicals Safely, 1980. p. 250].
Safety Information
Ⅲ
3077
1
9
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.
PIERCE ET AL; NATL RES COUNC CAN ASSOC COMM SCI CRITER ENVIRON QUAL PUBL 0(17583) 1-100 (1980) THE PHYSICAL-CHEMICAL PROPERTIES, ANALYTICAL DETN AND ENVIRONMENTAL DYNAMICS OF PHTHALATE ESTERS (INDUSTRIAL PLASTICIZERS) ARE REVIEWED.|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|Health & Welfare Canada; Phthalic Acid Esters (1980) Report # 80-EDH-62|For more Special Reports (Complete) data for DIUNDECYL PHTHALATE (6 total), please visit the HSDB record page.
This chemical is probably combustible. (NTP, 1992)
H412 (90%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]|P273, and P501|Aggregated GHS information provided by 76 companies from 3 notifications to the ECHA C&L Inventory.|Not Classified
Fire Extinguishing Agents Not to Be Used: Water or foam may cause frothing Fire Extinguishing Agents: Dry chemical, CO 2 , or foam (USCG, 1999)
SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong 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 chemical under refrigerated temperatures, and keep it away from oxidizing materials. (NTP, 1992)
Not required (USCG, 1999)
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
An eye irritant.
A monitoring program during 1981-2 which measured the concentration of diundecyl phthalate in sediments at various sites in the U.S. found that the mean concentration was <0.6 ppm(detection limit not specified)(1).
INDOOR AIR: Diundecyl phthalate, several isomers, was detected in association with airborne particulates collected at telephone office sites at a representative concentration of 10.0 ng/cu m(1).
Toxicity
LD50 Mouse ip >100 g/kg|LD50 Mouse (ICR, male) ip >100 g/kg|LD50 Rabbit dermal >7.9 g/kg|LC50 Rat inhalation >1.8 mg/L/6hr|LD50 Rat oral >15 g/kg
/AQUATIC SPECIES/ Chronic toxicity studies were performed with commercial phthalate esters and Daphnia magna (14 phthalates) and rainbow trout (Oncorhynchus mykiss) (six phthalates). For the lower-molecular-weight phthalate esters - dimethyl phthalate (DMP), diethyl phthalate (DEP), di-n-butyl phthalate (DBP), and butylbenzyl phthalate (BBP) - the results of the studies indicated a general trend in which toxicity for both species increased as water solubility decreased. The geometric mean maximum acceptable toxicant concentration (GM-MATC) for D. magna ranged from 0.63 to 34.7 mg/L. For the higher-molecular-weight phthalate esters - dihexyl phthalate (DHP), butyl 2-ethylhexyl phthalate (BOP), di-(n-hexyl, n-octyl, n-decyl) phthalate (610P), di-(2-ethylhexyl) phthalate (DEHP), diisooctyl phthalate (DIOP), diisononyl phthalate (DINP), di-(heptyl, nonyl, undecyl) phthalate (711P), diisodecyl phthalate (DIOP), diundecyl phthalate (DUP), and ditridecyl phthalate (DTDP) - the GM-MATC values ranged from 0.042 to 0.15 mg/L. Survival was equally sensitive and sometimes more sensitive than reproduction. The observed toxicity to daphnids with most of the higher-molecular-weight phthalate esters appeared to be due to surface entrapment or a mode of toxicity that is not due to exposure to dissolved aqueous-phase chemical. Early life-stage toxicity studies with rainbow trout indicated that survival (DMP) and growth (DBP) were affected at 24 and 0.19 mg/g, respectively. This pattern of observed toxicity with the lower-molecular-weight phthalate esters and not the higher-molecular-weight phthalate esters is consistent with previously reported acute toxicity studies for several aquatic species.
Diundecyl phthalate's production and use as a plasticizer(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 7.7X10+6(SRC), determined from a structure estimation method(2), indicates that diundecyl phthalate is expected to be immobile in soil(SRC). Volatilization of diundecyl phthalate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.6X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). Diundecyl phthalate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.2X10-9 mm Hg(SRC), determined from a fragment constant method(4).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 7.7X10+6(SRC), determined from a structure estimation method(2), indicates that diundecyl phthalate 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 5.6X10-5 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 1.7 and 19 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 1320 years when adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 3(SRC), from an estimated log Kow of 11.49(7) and a regression-derived equation(8), 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(9). Di(heptyl,nonyl,undecyl)phthalate subjected to river die-away tests exhibited half-lives ranging from 6 to 8 days(10) to 2.5 weeks (11), suggesting that biodegadation may occur in the aquatic environment(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), diundecyl phthalate, which has an estimated vapor pressure of 1.2X10-9 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase diundecyl phthalate may be removed from the air by wet or dry deposition(SRC). Diundecyl phthalate does contain chromophores that absorb at wavelengths >290 nm(3) and therefore may be susceptible to direct photolysis by sunlight(SRC).
The rate constant for the vapor-phase reaction of diundecyl phthalate with photochemically-produced hydroxyl radicals has been estimated as 2.9X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 13 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). Diundecyl 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 diundecyl phthalate(SRC), using an estimated log Kow of 11.49(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 diundecyl phthalate can be estimated to be 7.7X10+6(SRC). According to a classification scheme(2), this estimated Koc value suggests that diundecyl phthalate is expected to be immobile in soil.
The Henry's Law constant for diundecyl phthalate is estimated as 5.6X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that diundecyl 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 1.7 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 19 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 1320 years when adsorption is considered(3). Diundecyl phthalate's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Diundecyl phthalate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.2X10-9 mm Hg(SRC), determined from a fragment constant method(4). Less than 0.5% of diundecyl phthalate was captured as off-gas from a semi-continuous activated sludge plant during a 24-hr cycle(5).
SURFACE WATER: A monitoring program during 1981-2 which measured the concentration of diundecyl phthalate in water bodies at various sites in the U.S. found that the mean concentration in water was <3 ppb (detection limit not specified)(1).
NIOSH (NOES Survey 1981-1983) has statistically estimated that 5,606 workers (3,228 of these were female) were potentially exposed to diundecyl phthalate in the US(1). Occupational exposure to diundecyl phthalate may occur through inhalation of aerosols and dermal contact with this compound at workplaces where diundecyl phthalate is produced or used. Use data indicate that the general population may be exposed to diundecyl phthalate via inhalation of particulates and dermal contact with consumer products containing diundecyl phthalate(SRC).
Drug Information
Produces no ill effects at normal temperatures but may give off irritating vapor at high temperature. (USCG, 1999)
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. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure 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)
Diundecyl phthalate Use and Manufacturing
REACTION OF PHTHALIC ANHYDRIDE WITH UNDECANOL
Diundecyl Phthalate is a phthalate diester and has been investigated for its toxicology in male rats for risk assessment.
Plasticizers
Building/construction materials not covered elsewhere
10,000,000 - 50,000,000 lb|(1977) PROBABLY GREATER THAN 4.54X10+5 GRAMS|(1979) 7X10+9 GRAMS (EST DEMAND)|1,2-Benzenedicarboxylic acid, diundecyl ester is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).|Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5184]
Plasticizer|ESSENTIALLY 100% AS A PLASTICIZER (1980)
Commercial test substance, 711P, is actually an equal composition mixture of six phthalate esters consisting of C7, C9, and C11 ester side chains. This test substance is considered by EPA under the following CAS numbers: 68515-44-6 (di C7), 68515-45-7 (di C9), 3648-20-2 (di C11), 111381-89-6 (C7, C9), 111381-90-9 (C7, C11), and 111381-91-0 (C9, C11).
Custom compounding of purchased resin|1,2-Benzenedicarboxylic acid, 1,2-diundecyl ester: ACTIVE
Computed Properties
Molecular Weight:474.7
XLogP3:12.3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:24
Exact Mass:474.37091007
Monoisotopic Mass:474.37091007
Topological Polar Surface Area:52.6
Heavy Atom Count:34
Complexity:446
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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