Diethyl adipate
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Diethyl adipate
structure -
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CAS No:
141-28-6
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Formula:
C10H18O4
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Chemical Name:
Diethyl adipate
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Synonyms:
Hexanedioic acid,1,6-diethyl ester;Adipic acid,diethyl ester;Hexanedioic acid,diethyl ester;Diethyl adipate;Ethyl adipate;Ethyl δ-carboethoxyvalerate;Diethyl hexanedioate;NSC 19160;NSC 3363;Crodamol SE-LQ-(JP);1,6-Diethyl hexanedioate
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CAS No:
Diethyl adipate Basic Attributes
202.25
202.25
205-477-0
7B19K45L6C
19160|3363
DTXSID2021999
Colorless liquid
29171290
Characteristics
52.6
1.3
colorless liquid.
1.0076 g/cm3 @ Temp: 20 °C
-19.8 °C
245 °C
>230 °F
n 20/D 1.427(lit.)
In water, 4230 mg/l @ 20 deg C
Keep container closed when not in use. Store in a cool, dry, well-ventilated area away from incompatible substances.
0.058 mm Hg @ 25 deg C
CONVERSION FACTOR: 8.26 MG/CU M IS EQUIVALENT TO 1 PPM (WT/VOL)
Safety Information
NONH for all modes of transport
2
24/25
AV1100000
Stable under normal temperatures and pressures.
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.
Toxicity
LD50 Rat oral >1.6 g/kg|LD50 Guinea pig >10.0 ml/kg
Diethyl adipate'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 45(SRC), determined from a water solubility of 4,230 mg/l at 20 °C(2) and a regression-derived equation(3), indicates that diethyl adipate is expected to have very high mobility in soil(SRC). Volatilization of diethyl adipate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.6X10-6 atm-cu m/mole(SRC), from a vapor pressure of 0.058 mm Hg(4) and its water solubility(2). Volatilization from dry soil surfaces is not expected to be an important environmental fate process based on the vapor pressure(4). Diethyl adipate was degraded to adipic acid using an activated sludge inoculum(5), suggesting biodegradation may be an important fate process in soils(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 45(SRC), determined from a water solubility of 4,230 mg/l at 20 °C(2) and a regression-derived equation(3), indicates that diethyl adipate is not 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 3.6X10-6 atm-cu m/mole(SRC), from a vapor pressure of 0.058 mm Hg(4) and its water solubility(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 10 and 110 days, respectively(SRC). A base-catalyzed second-order hydrolysis rate constant of 0.12 L/mole-sec(SRC) was estimated using a structure estimation method(5); this corresponds to half-lives of 1.7 years and 64 days at pH values of 7 and 8, respectively(5). Diethyl adipate was degraded to adipic acid using an activated sludge inoculum(6), suggesting biodegradation may be an important fate process in water(SRC). According to a classification scheme(7), an estimated BCF of 6(SRC), from its water solubility and a regression-derived equation(3), 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), diethyl adipate, which has a vapor pressure of 0.058 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase diethyl 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 2 days(SRC), calculated from its estimated rate constant of 7.8X10-12 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3). Diethyl adipate 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 diethyl adipate with photochemically-produced hydroxyl radicals has been estimated as 7.8X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 2 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). A base-catalyzed second-order hydrolysis rate constant of 0.12 L/mole-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 1.7 years and 64 days at pH values of 7 and 8, respectively(2). Diethyl adipate 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 6 was calculated for diethyl adipate(SRC), using a water solubility of 4,230(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).
The Koc of diethyl adipate is estimated as 45(SRC), using a water solubility of 4,230 mg/l(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that diethyl adipate is expected to have very high mobility in soil(SRC).
The Henry's Law constant for diethyl adipate is estimated as 3.6X10-6 atm-cu m/mole(SRC) from its vapor pressure, 0.058 mm Hg(1), and water solubility, 4,230 mg/l(2). This Henry's Law constant indicates that diethyl adipate is expected to volatilize from water surfaces(3). 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)(3) is estimated as 10 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)(3) is estimated as 110 days(SRC). Diethyl adipate's estimated Henry's Law constant(1,2) indicates that volatilization from moist soil surfaces may occur(SRC). Volatilization from dry soil surfaces is not expected to be an important environmental fate process for diethyl adipate(SRC) based on its vapor pressure(1).
Occupational exposure to diethyl adipate may occur through inhalation and dermal contact with this compound at workplaces where diethyl adipate is produced or used. (SRC)
Diethyl adipate Use and Manufacturing
ESTERIFICATION OF ADIPIC ACID WITH ETHYL ALCOHOL
Plasticizer.
(1979) NO EVIDENCE OF COMMERCIAL PRODN IN U.S.|(1981) NO EVIDENCE OF COMMERCIAL PRODN IN U.S.
Hexanedioic acid, 1,6-diethyl ester: ACTIVE|Hexanedioic acid, diethyl-: INACTIVE
Food additives -> Flavoring Agents
Flavoring Agents
Computed Properties
Molecular Weight:202.25
XLogP3:1.3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:9
Exact Mass:202.12050905
Monoisotopic Mass:202.12050905
Topological Polar Surface Area:52.6
Heavy Atom Count:14
Complexity:157
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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