Bis(2-ethylhexyl) sebacate
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Bis(2-ethylhexyl) sebacate
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CAS No:
122-62-3
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Formula:
C26H50O4
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Chemical Name:
Bis(2-ethylhexyl) sebacate
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Synonyms:
Decanedioic acid,1,10-bis(2-ethylhexyl) ester;Sebacic acid,bis(2-ethylhexyl) ester;Decanedioic acid,bis(2-ethylhexyl) ester;PX 438;Bis(2-ethylhexyl) sebacate;Bisoflex DOS;DOS;Monoplex DOS;Octoil S;Staflex DOS;Dioctyl sebacate;Plexol;Bisoflex;Bis(2-ethylhexyl) decanedioate;Bis(ethylhexyl) sebacate;Reolube DOS;Plexol 201J;Edenol 888;Ergoplast SDO;Sebacic acid di(2-ethylhexyl) ester;Plasthall DOS;Reomol DDS;Di-2-ethylhexyl sebacate;Edenor DEHS;Sebacic acid di-2-ethylhexyl diester;Decanedioic acid di(2-ethylhexyl) ester;Sansocizer DOS;Uniflex DOS;Hallstar DOS;Jeetox T-5;NSC 68878;BEHS;Trivent DOS;Synative ES DEHS;Edenol DOS 888;Neosolue-EHS;ES-DOS;131170-17-7;28986-40-5
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CAS No:
Description
viscous colourless liquidClear pale yellow liquid with a mild odor. Insoluble in water.
Bis(2-ethylhexyl) sebacate is a clear pale yellow liquid with a mild odor. Insoluble in water. (NTP, 1992)|Liquid; OtherSolid|COLOURLESS OILY LIQUID.
Bis(2-ethylhexyl) sebacate is a clear pale yellow liquid with a mild odor. Insoluble in water. (NTP, 1992)
Bis(2-ethylhexyl) sebacate Basic Attributes
426.67
426.67
204-558-8
U9LS47Q72Q
1290
68878
DTXSID7025055
Pale straw-colored liquid|OILY COLORLESS LIQ
29171390
Characteristics
52.60000
9.86
Clear slightly yellow Liquid
0.912 g/cm3 @ Temp: 25 °C
-48 °C
256 °C @ Press: 5 Torr
>230 °F
n 20/D 1.450(lit.)
H2O: <0.1 g/L (20 ºC)
2-8°C
<0.01 hPa (20 °C)
14.7 (Air= 1)|Relative vapor density (air = 1): 14.7
Intravenous-rat LD50: 900 mg/kg; Oral-mouse LD50: 9500 mg/kg
It is more flammable in case of open flame, high temperature and strong oxidant; burning emission stimulates smoke
MILD ODOR
CAN REACT WITH OXIDIZING MATERIALS
Insoluble in water.
Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
BIS(2-ETHYLHEXYL) SEBACATE 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. This compound can react with oxidizing materials. It will hydrolyze under acidic or basic conditions. (NTP, 1992)
Safety Information
NONH for all modes of transport
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24/25
VS1000000
Completely packed, lightly placed; storeroom ventilated, away from open flames, high temperature, and stored separately from oxidants
Can react with oxidants
Stable. Combustible. Incompatible with strong oxidizing agents.
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.
Combustible when exposed to heat or flame; can react with oxidizing materials.
This chemical is probably combustible. (NTP, 1992)|Combustible.
Not Classified
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 away from mineral acids, bases and oxidizing materials. (NTP, 1992)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
SLIGHT, WHEN EXPOSED TO HEAT OR FLAME.
FOAM, CARBON DIOXIDE, DRY CHEMICAL...
No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
NO open flames.
Use ventilation.
Protective gloves.
Wear safety spectacles.
Bis(2-ethylhexyl) sebacate was detected at a concn of 200 ppb in the effluent of a chemical plant in Philadelphia, PA(1).
INDOOR AIR: Bis(2-ethylhexyl) sebacate was detected at a concn of 2 ng/cu m in the indoor air of office buildings in the US(1).
Toxicity
practically nontoxic
LD50 Rat iv 900 mg/kg|LD50 Rabbit iv 540 mg/kg
IN FRANCE & ITALY DIOCTYL SEBACATE IS PERMITTED CONSTITUENT OF PLASTICS WHICH WILL COME INTO CONTACT WITH FOODSTUFFS.|Bis(2-ethylhexyl) sebacate'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 5.6X10+5(SRC), determined from a structure estimation method(2), indicates that bis(2-ethylhexyl) sebacate is expected to have no mobility in soil(SRC). Volatilization of bis(2-ethylhexyl) sebacate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.5X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3); however, adsorption may attenuate this process. Bis(2-ethylhexyl) sebacate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.1X10-6 mm Hg(SRC), determined from a fragment constant method(4). Pure fungal and bacterial cultures isolated from degraded plastic films showed little or no growth on branched plasticizers, including bis(2-ethylhexyl) sebacate when used as a sole carbon source(5), suggesting biodegradation may be slow in soil surfaces(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 5.6X10+5(SRC), determined from an estimation method(2), indicates that bis(2-ethylhexyl) sebacate is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 8.5X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 16 hours and 15 days, respectively if adsorption is ignored(SRC). The estimated volatilization half-life from a model pond is 70 years if adsorption is considered(5). A base-catalyzed second-order hydrolysis rate constant of 0.03 L/mole-sec(SRC) was estimated using a structure estimation method(6); this corresponds to half-lives of 7 years and 258 days at pH values of 7 and 8, respectively(6). Pure fungal and bacterial cultures isolated from degraded plastic films showed little or no growth on branched plasticizers, including bis(2-ethylhexyl) sebacate when used as a sole carbon source(7), suggesting biodegradation may be slow in surface waters(SRC). According to a classification scheme(8), an estimated BCF of 4(SRC), from an estimated log Kow of 10.1(9,SRC) and a regression-derived equation(10), suggests the potential for bioconcentration in aquatic organisms is low(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), bis(2-ethylhexyl) sebacate, which has an estimated vapor pressure of 1.1X10-6 mm Hg at 25 °C(2), is expected to exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase bis(2-ethylhexyl) sebacate 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 12 hours(SRC), calculated from its estimated rate constant of 3.1X10-11 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3). Particulate-phase bis(2-ethylhexyl) sebacate may be removed from the air by wet and dry deposition(SRC). Bis(2-ethylhexyl) sebacate may also undergo direct photolysis in the environment since this compound contains functional groups that can absorb light greater than 290 nm(4).
The rate constant for the vapor-phase reaction of bis(2-ethylhexyl) sebacate with photochemically-produced hydroxyl radicals has been estimated as 3.1X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 12 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). A base-catalyzed second-order hydrolysis rate constant of 0.03 L/mole-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 7 years and 258 days at pH values of 7 and 8, respectively(2). The expected by-products of hydrolysis are 2-ethylhexanol and decanedioic acid. Bis(2-ethylhexyl) sebacate may also undergo direct photolysis in the environment since this compound contains functional groups that can absorb light greater than 290 nm(3).
An estimated BCF of 4 was calculated for bis(2-ethylhexyl) sebacate(SRC), using an estimated log Kow of 10.1(1,SRC) 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 bis(2-ethylhexyl) sebacate can be estimated to be 5.6X10+5(SRC). According to a classification scheme(2), this estimated Koc value suggests that bis(2-ethylhexyl) sebacate is expected to have no mobility in soil(SRC).
The Henry's Law constant for bis(2-ethylhexyl) sebacate is estimated as 8.5X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that bis(2-ethylhexyl) sebacate is expected to volatilize from water surfaces(2). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column(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)(2) is estimated as 16 hours if adsorption is ignored(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 15 days if adsorption is ignored(SRC). The estimated volatilization half-life from a model pond is 70 years if adsorption is considered(3). Bis(2-ethylhexyl) sebacate's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur; however, adsorption may attenuate this process(SRC). Bis(2-ethylhexyl) sebacate is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.1X10-6 mm Hg(SRC), determined from a fragment constant method(4).
Bis(2-ethylhexyl) sebacate was identified, not quantified, in drinking water from the US(1). Bis(2-ethylhexyl) sebacate was identified, not quantified, in the Delaware River(2).
NIOSH (NOES Survey 1981-1983) has statistically estimated that 3,135 workers (76 of these are female) are potentially exposed to bis(2-ethylhexyl) sebacate in the US(1). Occupational exposure to bis(2-ethylhexyl) sebacate may occur through inhalation and dermal contact with this compound at workplaces where bis(2-ethylhexyl) sebacate is produced or used(SRC).
Drug Information
IT IS NOT...ABSORBED THROUGH SKIN.
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)
Fresh air, rest.
Remove contaminated clothes. Rinse and then wash skin with water and soap.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
INTRAPULMONARY DEPOSITION OF DIOCTYL SEBACATE PARTICLES STUDIED IN 58 COAL MINERS. CLOSE RELATIONSHIP BETWEEN DEPOSITION & MEAN MAX FLOW RATE IN 3RD QUARTER OF FORCED EXPIRATION. AEROSOL DEPOSITION NOT RELATED TO PRESENCE OF SIMPLE PNEUMOCONIOSIS.|LOW TOXICITY.|VERY LITTLE POTENTIAL FOR TOXICITY.
bis(2-ethylhexyl sebacate)
Bis(2-ethylhexyl) sebacate Use and Manufacturing
From the esterification of sebacic acid and 2-ethylhexanol. Raw material consumption (kg/t) sebacic acid 4792-ethylhexanol 647
In vacuum pumps.
Intermediates
Building/construction materials not covered elsewhere
1,000,000 - 10,000,000 lb|(1972) 1.60X10+9 GRAMS|(1975) 2.54X10+9 GRAMS (INCL DIBUTYL SEBACATE)
All other chemical product and preparation manufacturing|Decanedioic acid, 1,10-bis(2-ethylhexyl) ester: ACTIVE|...partially compatible with cellulose acetate and cellulose acetate butyrate; compatible with ethyl cellulose, polystyrene, polyethylene, vinyl chloride, and vinyl chloride acetate.|DIOCTYL SEBACATE IS CONSIDERED TO BE BEST LOW-TEMPERATURE PLASTICIZER COMMERCIALLY AVAILABLE FOR POLYVINYL CHLORIDE & POLYVINYL CHLORIDE-ACETATE. IT IS CONSIDERABLY LESS VOLATILE THAN DIBUTYL SEBACATE & LACKS GELLING POWER OF LATTER.|IT IS VERY GOOD PLACTICIZER FOR ELASTOMERS (NATURAL RUBBER, NEOPRENE, BUNA S, NITRILE RUBBER) & IS COMPATIBLE WITH NITROCELLULOSE...& POLYVINYLIDENE CHLORIDE. ...USED AS SYNTHETIC LUBRICANT FOR REACTION MOTORS...BECAUSE...IS POSSIBLE TO USE...OVER VERY WIDE TEMP RANGE.
Cosmetics -> Emollient; Film forming; Plasticiser
Computed Properties
Molecular Weight:426.7
XLogP3:9
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:23
Exact Mass:426.37091007
Monoisotopic Mass:426.37091007
Topological Polar Surface Area:52.6
Heavy Atom Count:30
Complexity:370
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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