Bis(2-ethylhexyl) adipate
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Bis(2-ethylhexyl) adipate
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CAS No:
103-23-1
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Formula:
C22H42O4
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Chemical Name:
Bis(2-ethylhexyl) adipate
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Synonyms:
Hexanedioic acid,1,6-bis(2-ethylhexyl) ester;Adipic acid,bis(2-ethylhexyl) ester;Hexanedioic acid,bis(2-ethylhexyl) ester;Adipol 2EH;Bis(2-ethylhexyl) adipate;Bisoflex DOA;DOA;Monoplex DOA;Truflex DOA;Plastomoll DOA;Dioctyl adipate;Octyl adipate;Sicol 250;Di(2-ethylhexyl) adipate;Flexol A 26;Witamol 320;Effomoll DOA;Vestinol OA;Kodaflex DOA;Wickenol 158;Ergoplast AdDO;Diethylhexyl adipate;Lankroflex DOA;Effomoll DA;Sansocizer DOA;Reomol DOA;Jayflex DOA 2;Hatcol 2908;ADO;ADO (lubricating oil);Crodamol DOA;Plasthall DOA;Diacizer DOA;Adimoll DO;Arlamol DOA;USS 700;K 3220;Dermol DOA;Vistone A 10;SP 100;SP 100 (solvent);NSC 56775;Adipic acid diester with 2-ethylhexanol;Plastimoll DOA;Dub Doa;Oxsoft DOA;Monocizer DOA;Cereplast DOA;39393-67-4;63637-48-9;70147-21-6;2093095-12-4
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CAS No:
Description
colourless oily liquidChEBI: A diester resulting from the formal condensation of the carboxy groups of adipic acid with 2-ethylhexan-1-ol. It is used as a plasticiser in the preparation of various polymers.Colorless to straw-colored liquid with a mild odor. Floats on water.
Bis(2-ethylhexyl) adipate is a colorless to straw-colored liquid with a mild odor. Floats on water. (USCG, 1999)|Liquid; PelletsLargeCrystals; WetSolid|Liquid
Bis(2-ethylhexyl) adipate is a colorless to straw-colored liquid with a mild odor. Floats on water. (USCG, 1999)|Bis(2-ethylhexyl) adipate is a diester resulting from the formal condensation of the carboxy groups of adipic acid with 2-ethylhexan-1-ol. It is used as a plasticiser in the preparation of various polymers. It has a role as a plasticiser. It is a diester, a carboxylic ester and a member of dicarboxylic acids and O-substituted derivatives. It derives from a 2-ethylhexan-1-ol and an adipic acid.
Bis(2-ethylhexyl) adipate Basic Attributes
370.56600
370.57
1803774
615-074-5
MBY1SL921L
56775
DTXSID0020606
COLORLESS OR VERY PALE AMBER LIQ|Light colored, oily liquid.
29171290
Characteristics
52.60000
6.06600
Clear colorless Liquid
0.922 g/cm3 @ Temp: 25 °C
-67.8 °C
214 °C @ Press: 5 Torr
196ºC
1.446-1.448
H2O: immiscible;immiscibleBis(2-ethylhexyl) adipate slowly hydrolyzes.
2-8ºC
8.35E-06mmHg at 25°C
Relative vapour density (air = 1): 12.8
LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit 8410 mg/kg
LOWER FLAMMABLE LIMIT: 0.4% BY VOLUME @ 242 DEG C
0.24%(V)
SLIGHT AROMATIC SMELL
Acidity: 0.25 (meg/100 gm. max)
4.34e-07 atm-m3/mole|Henry's Law constant= 4.34X10-7 atm-cu m/mole @ 20 °C
209.38 Ų [M+H]+
Pour point: -75 °C|VAPOR PRESSURE: 2.4 MM HG @ 200 °C|Wt/gal: 7.71 lb (20 °C)
This chemical slowly hydrolyzes. Insoluble in water.
Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
BIS(2-ETHYLHEXYL) ADIPATE 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]. This chemical is incompatible with oxidizing materials and water. It is also incompatible with nitrates. (NTP, 1992)
710 °F (NTP, 1992)|710 °F (377 °C)
-15,430 Btu/lb= -8,580 cal/g= -359X10+5 Joules/kg
LOWER FLAMMABLE LIMIT: 0.4% BY VOLUME @ 242 °C
1.2542X10+8 J/kmol at -111.66 °C
Critical temperature: 571.84 °C (845 K); Critical pressure: 1.1200X10+6 Pa
Safety Information
III
9
UN 1230 3/PG 2
1
R40
S36/37-S45
AU9700000
Xn
Separated from strong oxidants and strong acids. Provision to contain effluent from fire extinguishing. Store in an area without drain or sewer access.
Stable. Incompatible with oxidizing agents, water, nitrates.
P264, P273, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362, P391, P501
H315
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.
Di(2-ethylhexyl) adipate is an indirect food additive for use only as a component of adhesives.
DHHS/NTP; Carcinogenesis Bioassay of Di(2-ethylhexyl)adipate in F344 Rats and B6C3F1 Mice (Feed Study) Technical Report Series No. 212 (1982) NIH Publication No 81-1768|USEPA/ODW: Dinking Water Criteria Document for Di(2-Ethylhexyl) Adipate (1990)|Final Report on the Safety Assessment of Dioctyl Adipate and Diisopropyl Adipate; J Am Coll Toxicol 3 (3): 101-30 (1984)|Ashby J et al; Mechanistically Based Human Hazard Assessment of Peroxisome Proliferator Induced Hepatocarcinogenesis; Human and Experimental Toxicology 13 (Suppl 2): S1-S117 (1994)
Behavior in Fire: Use water spray to cool exposed containers. (USCG, 1999)
Not Classified| |Warning|H316: Causes mild skin irritation [Warning Skin corrosion/irritation]|P201, P202, P281, P308+P313, P332+P313, P405, and P501
SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, 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 60-70% ethanol followed by washing with a 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 ambient conditions and protect it from moisture. Keep it away from oxidizing materials. If possible, it would be prudent to store this compound under inert atmosphere. (NTP, 1992)
Wear splash goggles, impervious apron, and impervious gloves. (USCG, 1999)
SLIGHT, WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS.|Combustible
FOAM, CARBON DIOXIDE, DRY CHEM ... .
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.
Liquid irritating to the eyes.
| 0 - Materials that, under emergency conditions, would offer no hazard beyond that of ordinary combustible materials.| 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-ethylhexyl) adipate concns of 2-70 ppb were detected in effluent waters collected from three NJ POTW (publicly owned treatment works) that were sampled three times during a 1-yr period(1); two of the plants were in industrial areas while the third was in a rural area with no known industrial input(1); however, the rural POTW had the highest detected concn(1). Bis(2-ethylhexyl) adipate was detected in 9 of 28 wastewater samples (detection limit 1 ppb) taken from waste treatment plants, industrial effluents and polluted fiords in Norway(2). A wastewater effluent collected from a chemical plant on the Delaware River in Aug 1977 contained a bis(2-ethylhexyl) adipate concn of 2000 ppb(3). Bis(2-ethylhexyl) adipate was qualitatively detected in water samples collected from advanced waste treatment facilities in Lake Tahoe, CA (Oct 1974), Pomona, CA (Sep 1974), Orange County, CA (Jan 1976), and Washington, DC (Sep 1974)(4). Bis(2-ethylhexyl) adipate was detected in 1 of 4 air samples collected from the 700 MW power station of Flensburg, Germany at a concentration of 73,000 ng/cu nm(5). Bis(2-ethylhexyl) adipate was detected in incoming leachate samples collected from a municipal landfill in Hyllstofta, Sweden with an average concentration of 3250 ng/l; after nitrification an average concentration of 6185 ng/l was detected and after denitrification, an avg concn of 8000 ng/l was detected(6).
SEDIMENT: Bis(2-ethylhexyl) adipate was detected, not quantified in sediment samples collected from Lake Jusan and bottom material samples collected from Mutsu Bay (Japan)(1).
INDOOR: Based upon indoor air monitoring of an office building, the representative indoor air concn of bis(2-ethylhexyl) adipate was determined to be 2.0 ng/cu m(1); the source of the bis(2-ethylhexyl) adipate was thought to be from plasticizer uses in plastics(1).
Toxicity
practically nontoxic
LD50 Rat iv 0.90 ml/kg|LD50 Rat oral 5.6 g/kg|LD50 Rat ip 47 ml/kg|LD50 Rat (male, F344) oral, gavage 45 g/kg|For more Non-Human Toxicity Values (Complete) data for BIS(2-ETHYLHEXYL) ADIPATE (10 total), please visit the HSDB record page.
A carcinogenesis bioassay was conducted by feeding diets containing 12,000 or 25,000 ppm of di(2-ethylhexyl)adipate to groups of 50 male and 50 female F344 rats and 50 male and 50 female B6C3F1 mice for 103 weeks. Groups of 50 undosed rats and mice of each sex served as controls. All surviving animals were killed at 104 to 107 weeks. Mean body weights of high-dose rats and mice of either sex were lower than those of the controls throughout the study. Compound administration was not associated with tumor formation in F344 rats of either sex. Hepatocellular carcinomas or adenomas occurred in mice of both sexes in a dose-related fashion at incidences that were significantly higher for high-dose males and for low- and high-dose females than those in controls. When compared with the incidence in historical laboratory control mice, however, the liver tumors in male mice could not be clearly related to compound administration. Under the conditions of this bioassay, di(2-ethylhexyl)adipate was not carcinogenic for F344 rats. Di(2-ethylhexyl)adipate was carcinogenic for female B6C3F1 mice, causing increased incidences of hepatocellular carcinomas, and was probably carcinogenic for male B6C3F1 mice, causing hepatocellular adenomas.
Di(2-ethylhexyl) adipate is not known to occur as such in nature(1).
Bis(2-ethylhexyl) adipate's production and use as a plasticizer and solvent(1) may result in its release to the environment through various waste streams(SRC). Bis(2-ethylhexyl) adipate has been detected in fly ash from municipal waste incineration(2). Bis(2-ethylhexyl) adipate has been detected in wastewater effluents from publicly-owned treatment works (POTW) and chemical manufacturing plants(3-5). Bis(2-ethylhexyl) adipate can leach from PVC plastics where it is used as a plasticizer(6,7). Bis(2-ethylhexyl) adipate may be released into the environment during its manufacture and distribution, during PVC blending operations and from commercial and consumer use of finished products(8).
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 49,000(SRC), determined from a structure estimation method(2), indicates that bis(2-ethylhexyl) adipate is expected to be immobile in soil(SRC). The dominant degradation process in the soil environment is expected to be microbial degradation. Biodegradation test results indicate that bis(2-ethylhexyl) adipate is readily biodegradable(3,4). Therefore, the dominant degradation process in the soil environment is expected to be microbial degradation(SRC). Volatilization of bis(2-ethylhexyl) adipate from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 4.34X10-7atm-cu m/mole(3). Bis(2-ethylhexyl) adipate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 8.5X10-7mm Hg(3).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 49,000(SRC), determined from an estimation method(2), indicates that bis(2-ethylhexyl) adipate is expected to adsorb to suspended solids and sediment in water(SRC). Biodegradation test results indicate that bis(2-ethylhexyl) adipate is readily biodegradable(4). Therefore, the dominant degradation process in the aquatic environment is expected to be microbial degradation(4). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 4.34X10-7 atm-cu m/mole(4). According to a classification scheme(5), a BCF of 27(4), suggests the potential for bioconcentration in aquatic organisms is low. Bis(2-ethylhexyl) adipate is expected to hydrolyze producing 2-ethylhexanol and hexanoic acid(SRC). Estimated hydrolysis half-lives are 3 years and 120 days at pH values of 7 and 8, respectively(6).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), bis(2-ethylhexyl) adipate, which has a vapor pressure of 8.5X10-7 mm Hg at 20 °C(3), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase bis(2-ethylhexyl) adipate 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 0.63 days(SRC), calculated from its rate constant of 2.5X10-11 cu cm/molecule-sec at 25 °C(4) determined using a structure estimation method(2). Particulate-phase bis(2-ethylhexyl) adipate may be removed from the air by wet and dry deposition(SRC). Bis(2-ethylhexyl) adipate may undergo direct photolysis in the environment, since this compound contains a functional group that can absorb light >290 nm(5).
The rate constant for the vapor-phase reaction of bis(2-ethylhexyl) adipate with photochemically-produced hydroxyl radicals has been estimated as 2.5X10-11 cu cm/molecule-sec at 25 °C(4). This corresponds to an atmospheric half-life of about 0.63 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Bis(2-ethylhexyl) adipate is expected to hydrolyze producing 2-ethylhexanol and hexandioic acid(SRC). A base-catalyzed second-order hydrolysis rate constant of 0.07 L/mole-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 3 years and 120 days at pH values of 7 and 8, respectively(2). Bis(2-ethylhexyl) adipate may undergo direct photolysis in the environment, since this compound contains a functional group that can absorb light >290 nm(3).
A whole-fish BCF of 27 was observed for blue-gill fish exposed to bis(2-ethylhexyl) adipate levels of 250 ug/l for a 28-day period(1). According to a classification scheme(2), this measured BCF value suggests the potential for bioconcentration in aquatic organisms is low.
1.55e+04 L/kg|Using a structure estimation method based on molecular connectivity indices(1), the Koc for bis(2-ethylhexyl) adipate can be estimated to be 49,000(SRC). According to a classification scheme(2), this estimated Koc value suggests that bis(2-ethylhexyl) adipate is expected to be immobile in soil.
The Henry's Law constant for bis(2-ethylhexyl) adipate is 4.34X10-7 atm-cu m/mole(1). This Henry's Law constant indicates that bis(2-ethylhexyl) adipate is not expected to volatilize from water surfaces(2). Bis(2-ethylhexyl) adipate's Henry's Law constant(4) indicates that volatilization from moist soil surfaces is not expected to occur(SRC). Bis(2-ethylhexyl) adipate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 8.5X10-7 mm Hg(1).
IT IS AMONG ORG CONTAMINANTS FOUND IN DRINKING WATER WITH HIGHEST CONCN IN FINISHED WATER BEING 20.0 UG/L. /FROM TABLE/|DRINKING WATER: A tap water sample taken from Tobata-ku, Kitakyushu, Japan (sampling date not reported) contained a bis(2-ethylhexyl) adipate concn of 77 ppb(1). A finished drinking water sample collected from a Philadelphia treatment plant in Aug 1977 contained a bis(2-ethylhexyl) adipate concn of 0.002 ppb(2). A bis(2-ethylhexyl) adipate concn of 0.1 ug/l was detected in finished drinking water sample taken from a New Orleans treatment plant in July 1974(3). Bis(2-ethylhexyl) adipate was qualitatively detected in drinking water samples collected from treatment facilities in Cincinnati, OH (Oct 1978), Miami, FL (Feb 1976), New Orleans, LA (Jan 1976), and Ottumwa, IA (Sep 1976)(4).|SURFACE WATER: Bis(2-ethylhexyl) adipate was detected in the Delaware River at levels of 0.08-0.3 ppb during the winter of 1977 and 0.02-0.3 ppb during the summer of 1976(1). Bis(2-ethylhexyl) adipate was detected at levels between 1 and 30 ppb in surface water samples taken from the Monatiquot River in MA during Mar 1973(2). Concns of 130 ng/l and 35 ng/l were detected in Mississippi River water collected from Lake Itasca, Minnesota (source of the Mississippi River) and from New Orleans, LA, respectively, in the summer of 1984(3). Bis(2-ethylhexyl) adipate was detected (detection limit of 0.2 ug/l) in water samples collected in Aug 1982 from 5 of 23 US sites at levels of 0.2-1.0 ug/l(4); samples with positive detections were from the Ohio River (PA), Lake Ontario, Mississippi River (below St Louis), Mississippi River (Memphis, TN) and San Francisco Bay(4). Bis(2-ethylhexyl) adipate was detected, not quantified in samples collected from the River Tuchibuchi (Japan)(5).
Bis(2-ethylhexyl) adipate was qualitatively detected in the aroma isolate of mango fruit(1); the source of the bis(2-ethylhexyl) adipate was migration from the PVC film in which the fruit was wrapped during storage(1). The following concns of bis(2-ethylhexyl) adipate (in mg/kg) were detected in retail foodstuffs packaged in cling-film plastic wrap(2): fresh fruits and vegetables: 0.2-6.4; sandwiches: 30-212; cheese: 28-135; fresh pork: 1.8-64; fresh lamb: 2.9-11; fresh beef: 1.0-8.0; fresh chicken: 8.5-53(2); draught beer had levels of 0.01-0.07 mg/kg which presumably came from plasticizer migration from plastic tubing(2); bottled beverages had levels of 0.01-0.1 mg/kg which presumably came from plastic closure seals(2). Bis(2-ethylhexyl) adipate migrations from PVC food wrap films of 41-362 mg/kg were measured for various exposures of food (sandwich, cheese, cake, chicken, biscuits) to the food wrap(3). Bis(2-ethylhexyl) adipate was detected, not quantified, in 200 g of roasted Chinese chestnuts collected from a commercial grower in Western Pennsylvania(4).
Occupational exposure to bis(2-ethylhexyl) adipate occurs during its production, its use as a plasticizer and its use as a lubricant and functional fluid(1); exposure can occur through dermal contact and inhalation(1,SRC). Since bis(2-ethylhexyl) adipate plasticizer will migrate from plastic food wrap films used to store food(2-5), the general population will be exposed to bis(2-ethylhexyl) adipate through consumption of food(1,SRC). Inhalation of indoor air in office buildings using bis(2-ethylhexyl) adipate plastics is another route of human exposure(6).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 15,636 workers (3,628 of these are female) are potentially exposed to bis(2-ethylhexyl) adipate in the USA(1). The avg concn of bis(2-ethylhexyl) adipate in the air of a meat-wrapping department of a supermarket, as a result of heating polyvinyl chloride film during meat packaging operations, was estimated to be 0.014 ppm (0.2 mg/cu m)(2). Based upon indoor air monitoring of an office building, the representative indoor air concn of bis(2-ethylhexyl) adipate was determined to be 2.0 ng/cu m(4); the source of the bis(2-ethylhexyl) adipate was thought to be from plasticizer uses in plastics(4). Occupational exposure to bis(2-ethylhexyl) adipate may occur through inhalation and dermal contact with this compound at workplaces where bis(2-ethylhexyl) adipate is produced or used. The general population can be exposed through consumption of foods stored in plastic films; bis(2-ethylhexyl) adipate is used as plasticizer in various food storage wraps and it has been shown to migrate into stored foods(SRC).
Bis(2-ethylhexyl) adipate was detected, not quantified, in 1 of 8 tissue samples collected from persons between the ages of 0-14 years, 4 of 8 tissue samples collected from persons between the ages of 15-44 years, and 3 of 8 tissue samples collected from persons above 45 years of age(1). Bis(2-ethylhexyl) adipate was detected in 7 of 46 tissue samples collected from people between April and June, 1984 at concentrations ranging from 0.002 to 0.165 ug/g(1).
Drug Information
The absorption, distribution, and elimination of DEHA were studied in mice and rats. Male Sprague Dawley rats, male NMRI mice, and pregnant female NMRI mice on day 17 of gestation were administered (14)C labeled DEHA dissolved in dimethyl sulfoxide or corn oil iv or intragastrically. The DEHA was labeled on the carbonyl or alcohol moiety. Animals were killed 5 min to 4 days after dosing, and the tissue distribution of (14)C activity was determined by whole body autoradiography. The tissue distribution of (14)C activity from carbonyl labeled DEHA was similar in all animals. Highest levels of radioactivity were observed in the body fat, liver, and kidney after intragastrically or iv administration. (14)C activity from alcohol labeled DEHA was found in the bronchi of male mice. In pregnant mice, (14)C activity was observed in the fetal liver, intestine, and bone marrow during the first 24 hr after carbonyl labeled DEHA was given. Very little radiolabel was found in fetuses of mice given alcohol labeled DEHA. No DEHA derived radioactivity was found in mice 4 days after dosing. Blood DEHA concn in rats increased faster and were two or three times higher when the dose was given in DMSO rather than corn oil. Significant amounts of DEHA were excreted in the bile of rats treated with DEHA in DMSO. Very little biliary elimination of radiolabel occurred in animals given carbonyl labeled DEHA. DEHA was excreted in the urine, the amounts being smaller in animals used in the bile collection experiments. The vehicle had very little effect on the amount excreted. DEHA is poorly absorbed from an oil solution.
In vivo and in vitro metabolism of the plasticizer DEHA was examined in the rat to determine the different steps involved in the hepatic concn of peroxisomal proliferators. In the in vivo studies, different doses of DEHA and mono-(2-ethylhexyl)-adipate were administered by gavage to Wistar rats for 5 days. In the in vitro studies, hepatocytes were isolated by in situ perfusion. No DEHA was recovered in rat urine 24 hr after administration; adipic acid was the main metabolite. Only the 2-ethylhexanol pathway showed further metabolites, mainly 2-ethylhexanoic acid which was either conjugated or submitted to other pathways. While 2-ethylhexanoic acid glucuronidation appeared to be dose and time dependent, 2-ethylhexanol glucuronidation was more stable. In vitro, the first hydrolysis of DEHA appeared to be a rate limiting step. When mono-(2-ethylhexyl) adipate was added directly to the culture medium, all the metabolites identified in the in vivo study were found. Glucuronidation of both 2-ethylhexanol and 2-ethylhexanoic acid was dose and time dependent.
0.01-0.02 maximal acidity (as adipic acid), 0.05-0.1% maximal moisture
Liquid may cause mild eye irritation. Repeated or prolonged skin contact may cause irritation. (USCG, 1999)|Carcinogens
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. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. 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. OTHER: Since this chemical is a known or suspected carcinogen you should contact a physician for advice regarding the possible long term health effects and potential recommendation for medical monitoring. Recommendations from the physician will depend upon the specific compound, its chemical, physical and toxicity properties, the exposure level, length of exposure, and the route of exposure. (NTP, 1992)
Moderately toxic by intravenous route. Mildly toxic by ingestion. Experimental reproductive effects. Mutation data reported. ... Questionable carcinogen with experimental carcinogenic data.
adipic acid, dioctyl ester
Bis(2-ethylhexyl) adipate Use and Manufacturing
General procedure: A (nano)biocatalyst (10–200 mg/l mmol of dicarboxylic acid) wasintroduced into a 10 mL round-bottom flask. Next, decane (20 wt. percent peracid, internal standard), solvent (0–2 mL/L mmol of acid), dicarboxylicacid (1.0 mmol) and alcohol (2.0–32.8 mmol) were successively added.The reaction mixture was then inserted into the thermostatic shaker(250 rpm) at 25–45 °C and the reaction was carried out for 2–24 h.During the reaction, 10 μl of the samples (diluted with acetonitrile)were periodically collected to monitor the reaction progress by GC-FID.After the completion of the reaction, the (nano)biocatalyst was filteredand washed with 20 mL of cyclohexane. The filtrate was concentratedusing a rotary evaporator (7 mbar, 110 °C, 6 h for di-n-butyl esters and5 mbar, 135 °C, 8 h for 2-ethylhexanol esters) to remove cyclohexaneand alcohols. The esters were purified by column chromatographyusing Al2O3 as the stationary phase and CH2Cl2 as the eluent. NMRspectra are available in Supplementary Information (Figs S9-S24).
It is derived from adipic acid and 2-ethylhexanol under the catalysis of sulfuric acid under reduced pressure. The content of industrial product di(2-ethylhexyl) adipate ≥99%. Raw material consumption (kg/t) adipic acid 4152-ethylhexanol 750
Plasticizer, commonly blended with general purpose plasticizers, such as di-n-octyl phthalate and diisooctyl phthalate in processing polyvinyl and other polymers, solvent, aircraft lubes.
The compound is used as a plasticizer forflexible vinyl food wraps and as a solvent for aircraftlubricants.
Adhesives and sealant chemicals
Adhesives and sealants
50,000,000 - 100,000,000 lb|(1972) 2.04X10+10 GRAMS|(1975) 1.38X10+11 GRAMS|(1984) 1.25X10+10 g|(1991) 24,343 kg
100% AS A VINYL PLASTICIZER (EST)(1976)
Trade Names: Adipol 2EH; Bisoflex DOA; Effomoll DOA; Ergoplast AdDO; Flexol A26; Kodaflex DOA; Mollan S; Monoplex DOA; Plastomoll DDA; PX-238; Reomol DOA; Rucoflex Plasticizer DOA; Sicol 250; Staflex DOA; Truflex DOA; Uniflex DOA; Estinol DOA; Wickenol 158; Witamol 320|Palatinol DOA (Badische), Plasthall DOA (CP Hall), Nuoplax (Nuodex)|Grade: 99% min
Adhesive manufacturing|Hexanedioic acid, 1,6-bis(2-ethylhexyl) ester: ACTIVE|IN FRANCE & ITALY DIOCTYL ADIPATE IS PERMITTED CONSTITUENT OF PLASTICS INTENDED FOR CONTACT WITH FOODSTUFFS.
HIGH PRESSURE LIQ CHROMATOGRAPHY (HPLC) FOR SAMPLE CLEANUP OF DRINKING WATER EXTRACTS FOR LATER ANALYSIS BY GC/MS (GAS CHROMATOGRAPHY/MASS SPECTROMETRY) IS DESCRIBED.|Gas chromatography/flame ionization detection analysis of di(2-ethylhexyl) adipate in meat and meat/fat mixtures detection limit is not given.|EMSLC Method 506. Determination of Phthalate and Adipate Esters in Drinking Water by Liquid-Liquid Extraction or Liquid-Solid Extraction and Gas Chromatography with Photoionization Detection. Detection limit= 12.000 ug/l.|EMSLC Method 525.1. Determination of Organic Compounds in Drinking Water by Liquid-Solid Extraction and Capillary Column Gas Chromatography and Mass Spectrometry. Revision 2.2. Detection limit= 0.60 ug/l.|EMSLC Method 525.2. Determination of Organic Compounds in Drinking Water by Liquid-Solid Extraction and Capillary Column Gas Chromatography and Mass Spectrometry. Revision 1.0.
Health Hazards -> Carcinogens|Cosmetics -> Emollient; Film forming; Plasticiser
Computed Properties
Molecular Weight:370.6
XLogP3:6.8
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:19
Exact Mass:370.30830982
Monoisotopic Mass:370.30830982
Topological Polar Surface Area:52.6
Heavy Atom Count:26
Complexity:320
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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