1,8-Diacetoxy-3,6-dioxaoctane
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1,8-Diacetoxy-3,6-dioxaoctane
structure -
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CAS No:
111-21-7
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Formula:
C10H18O6
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Chemical Name:
1,8-Diacetoxy-3,6-dioxaoctane
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Synonyms:
Ethanol,2,2′-[1,2-ethanediylbis(oxy)]bis-,1,1′-diacetate;Triethylene glycol,diacetate;Ethanol,2,2′-[1,2-ethanediylbis(oxy)]bis-,diacetate;Triglycol diacetate;Estol 1593;NSC 2591;1,8-Diacetoxy-3,6-dioxaoctane;Clextral BC 21;2-[2-(2-Acetyloxyethoxy)ethoxy]ethyl acetate
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CAS No:
Description
PHYSICAL DESCRIPTION: Odorless clear colorless liquid. (NTP, 1992)
Triethylene glycol diacetate is an odorless clear colorless liquid. (NTP, 1992)
Triethylene glycol diacetate is an odorless clear colorless liquid. (NTP, 1992)
1,8-Diacetoxy-3,6-dioxaoctane Basic Attributes
234.25
234.25
1789453
203-846-0
A559792B4Q
2591
DTXSID3026223
COLORLESS LIQUID
2918990090
Characteristics
71.1
-0.3
Triethylene glycol diacetate is an odorless clear colorless liquid. (NTP, 1992)
1.112 g/cm3 @ Temp: 25 °C
-50 °C
286 °C
174°C
1.433
Very soluble in water, ethyl ether, and ethanol.
19 mm Hg at 77° F (NTP, 1992)
8.1 (NTP, 1992) (Relative to Air)
Saponification value: 480 mg KOH/g.
Water soluble. Ca(C12H23C6H4SO3)2 dissolved in C4H9OH
Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Polymerizable
TRIETHYLENE GLYCOL DIACETATE can undergo polymerization upon exposure to extreme heat or light. This chemical is incompatible with acetic acid. It is also incompatible with peroxides, strong oxidants, oxygen scavengers and heavy metal compounds. (NTP, 1992).
Triethylene glycol diacetate|D: Other compounds that may form peroxides|Kelly|Susceptible to polymerization.
Safety Information
24/25
YE4950000
LOW DEGREE OF VOLATILITY
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.
Reel JR et al; Report (NTP 86-039): 190 (1985). Triethylene glycol diacetate: Reproduction and fertility assessment in CD-1 mice when administered in the drinking water.
This chemical is combustible. (NTP, 1992)
SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated 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 protect this material from exposure to light, and store it in a refrigerator. (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)
"ALCOHOL" FOAM. WATER OR FOAM MAY CAUSE FROTHING.
| 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.
Toxicity
Triethylene glycol diacetate (TGDA) was tested in the Reproductive Assessment by Continuous Breedng (RACB) protocol using Swiss CD-1 mice, ... Data gathered on body weights, clinical signs, & food & water consumption during the Task 1 dose-range-finding study were used to select concns for the continuous breeding phase (Task 2) of 0.0, 0.75%, 1.5%, & 3% /weight/volume/ in drinking water. These concns produced calculated consumption estimates of nearly equal to 1.31, 2.62, & 5.25 g/kg/day. Continuous exposure of adult F0 mice to these concns of TGD had no effect on the number of litters/pair, or the number or weight of live pups/litter. The proportion of pups born alive was not affected by these concns of TGDA. Since no effects were observed in Task 2, Task 3, which determines the effected sex, was not conducted. The last litter from Task 2 was nursed until weaning, & then given water containing TGDA at the same concn as their parents. Only the control & 3% TGDA groups were assessed in a second generation. Although viability was not adversely affected, pups nursed by dams receiving 3% TGDA weighed between 15 & 25% less than their controls at /postnatal day/ 14 & 21. These differences in body weight had disappeared by the time of Task 4 mating at nearly equal to /postnatal day/ 74. In the second generation mating trial, there were no treatment-related effects on mating or fertility indices, or on the number of F2 pups, their viability, or weight adjusted for litter size. After the F2 litters were delivered & evaluated, the F1 adults were killed & necropsied. There were no TGDA-related differences in body weight for either sex. In males & females, relative kidney weight was increased by nearly equal to 6-8%. No other treatment-related effects were found. Epididymal sperm concn, motility, & morphology were unaffected by 3% TGDA consumption. These data show that triethylene glycol diacetate had no detectable reproductive toxicity in Swiss mice at exposure levels that altered kidney weights & neonatal development.
Triethylene glycol, diacetate'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 20(SRC), determined from an estimated log Kow of -0.14(2,SRC) and a regression-derived equation(3), indicates that triethylene glycol, diacetate is expected to have very high mobility in soil(SRC). Volatilization of triethylene glycol, diacetate from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.7X10-13 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Triethylene glycol, diacetate is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 4.1X10-3 mm Hg(SRC), determined from a fragment constant method(5). Biodegradation of triethylene glycol, diacetate may be important(SRC), based upon 100% biodegradation of 2-(2-butoxyethoxy)ethyl acetate(6), a structurally similar compound.|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 20(SRC), determined from an estimated log Kow of -0.14(2,SRC) and a regression-derived equation(3), indicates that triethylene glycol, diacetate is not expected to adsorb to suspended solids and sediment in water(SRC). Triethylene glycol, diacetate is not expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 2.7X10-13 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 0.46(3,SRC), from an estimated log Kow(2,SRC), suggests that bioconcentration in aquatic organisms is low(SRC). Estimated hydrolysis half-lives of 150 and 15 days at pHs 7 and 8, respectively(6), suggest that hydrolysis is expected to be a slow process(SRC). Biodegradation of triethylene glycol, diacetate may be important(SRC), based upon 100% biodegradation of 2-(2-butoxyethoxy)ethyl acetate(7), a structurally similar compound.|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), triethylene glycol, diacetate, which has an estimated vapor pressure of 4.1X10-3 mm Hg at 25 °C(2,SRC), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase triethylene glycol, diacetate 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 about 12 hours(3,SRC).
The rate constant for the vapor-phase reaction of triethylene glycol, diacetate with photochemically-produced hydroxyl radicals has been estimated as 3.2X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 12 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). A base-catalyzed second-order hydrolysis rate constant of 0.53 L/mol-sec (SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 150 and 15 days at pH values of 7 and 8, respectively(2,SRC).
An estimated BCF of 0.46 was calculated for triethylene glycol, diacetate(SRC), using an estimated log Kow of -0.14(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests that bioconcentration in aquatic organisms is low(SRC).
The Koc of triethylene glycol, diacetate is estimated as approximately 20(SRC), using a measured log Kow of -0.14(1) and a regression-derived equation(2,SRC). According to a classification scheme(3), this estimated Koc value suggests that triethylene glycol, diacetate is expected to have very high mobility in soil(SRC).
The Henry's Law constant for triethylene glycol, diacetate is estimated as 2.7X10-13 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that triethylene glycol, diacetate is expected to be essentially nonvolatile from water surfaces(2,SRC). Triethylene glycol, diacetate's Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces is not expected to occur(SRC). Triethylene glycol, diacetate is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 4.1X10-3 mm Hg(SRC), determined from a fragment constant method(3).
NIOSH (NOES Survey 1981-1983) has statistically estimated that 4,322 workers (356 of these are female) are potentially exposed to triethylene glycol, diacetate in the US(1). Occupational exposure to triethylene glycol, diacetate may occur through dermal contact with this compound at workplaces where triethylene glycol, diacetate is produced or used(SRC).
Drug Information
SYMPTOMS: Symptoms of exposure to this compound via skin contact include irritation, itching, burning, redness and blisters. Eye contact may cause irritation, burning, tearing and redness. ACUTE/CHRONIC HAZARDS: This compound is an irritant of the skin and eyes. It may be toxic if ingested in large quantities. When heated to decomposition it emits acrid smoke, irritating fumes and toxic fumes of carbon monoxide. (NTP, 1992)
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)
triethylene glycol diacetate
1,8-Diacetoxy-3,6-dioxaoctane Use and Manufacturing
Triethylene glycol + acetic anhydride (acetylation).
Used as a solvent, extractant, desiccant, etc.
(1980) PROBABLY GREATER THAN 2.27X10+6 GRAMS|(1982) PROBABLY GREATER THAN 2.27X10+6 GRAMS
Ethanol, 2,2'-[1,2-ethanediylbis(oxy)]bis-, 1,1'-diacetate: ACTIVE|Though the toxicity data available /from animal studies/ ... suggest that this material should pose no significant health hazard, it would seem prudent to follow generally accepted good industrial hygiene practices in the handling of triethylene glycol diacetate.
Computed Properties
Molecular Weight:234.25
XLogP3:-0.3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:11
Exact Mass:234.11033829
Monoisotopic Mass:234.11033829
Topological Polar Surface Area:71.1
Heavy Atom Count:16
Complexity:182
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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