2-Ethoxyethanol Chemical Properties
- Melting point:-100 °C
- Boiling point:135 °C(lit.)
- Density 0.93 g/mL at 25 °C(lit.)
- vapor density 3.1 (vs air)
- vapor pressure 3.8 mm Hg ( 20 °C)
- refractive index n
- Flash point:107.6 °F
- storage temp. Flammables area
- solubility water: miscible
- form Liquid
- color Clear, colorless
- OdorSweetish; mild, pleasant, ethereal.
- Odor Threshold0.58ppm
- explosive limit1.8-15.7%(V)
- Water Solubility miscible
- FreezingPoint -70℃
- λmaxλ: 215 nm Amax: 1.00
λ: 225 nm Amax: 0.50
λ: 250 nm Amax: 0.20
λ: 305 nm Amax: 0.01
- Merck 14,3750
- BRN 1098271
- Exposure limitsTLV-TWA skin 5 ppm (18.5 mg/m3) (ACGIH). .
- Stability:Stable. Readily forms explosive mixtures with air - note the wide explosion range. Vapour may travel considerable distance to a source of ignition. Flammable. Incompatible with strong acids, strong bases, strong oxidizing agents, aluminium, alkalies.
- CAS DataBase Reference110-80-5(CAS DataBase Reference)
- NIST Chemistry ReferenceEthanol, 2-ethoxy-(110-80-5)
- EPA Substance Registry System2-Ethoxyethanol (110-80-5)
- Hazard Codes T
- Risk Statements 60-61-10-20/21/22-20/22
- Safety Statements 53-45
- RIDADR UN 1171 3/PG 3
- WGK Germany 1
- RTECS KK8050000
- Autoignition Temperature460 °F
- TSCA Yes
- HazardClass 3
- PackingGroup III
- HS Code 29094990
- Hazardous Substances Data110-80-5(Hazardous Substances Data)
- ToxicityAcute oral LD50 for guinea pigs 1,400 mg/kg, mice 2,451 mg/kg, rats 3,000 mg/kg, rabbits 3,100 mg/kg (quoted, RTECS, 1985).
2-Ethoxyethanol Usage And Synthesis
- Chemical Propertiescolourless liquid
- Chemical Properties2-Ethoxyethanol is a colorless, viscous liquid with a sweetish odor
- Chemical PropertiesEthylene glycol monoethyl ether is a colorless liquid with a sweet, mild odor and slightly bitter taste. It is miscible in all proportions of acetone, benzene, carbon tetrachloride, ethyl ether, methanol, and water. It dissolves many oils, resins, and waxes.
- Physical propertiesClear, colorless liquid with a sweetish odor. Experimentally determined detection and recognition odor threshold concentrations were 1.1 mg/m3 (300 ppbv) and 2.0 mg/m3 (540 ppbv), respectively (Hellman and Small, 1974).
- UsesEthylene glycol monoethyl ether is used in varnish removers, lacquers, and as a solvent for printing inks, duplicating fluids, and epoxy. Ethylene glycol monobutyl ether is used in hydraulic fluids, as a coupling agent for water-based coatings, in vinyl and acrylic paints and varnishes, and as a solvent for varnishes, enamels, spray lacquers, dry cleaning compounds, textiles, and cosmetics.
- UsesEthylene glycol monoethyl ether (EGEE) isused as a solvent for nitrocellulose, lacquers,and varnishes; in dye baths and cleansingsolutions; and as an emulsion stabilizer.
- Usesantiobesity agent pancreatic lipase inhibitor
- DefinitionChEBI: A hydroxyether that is the ethyl ether derivative of ethylene glycol.
- General DescriptionA clear colorless liquid. Flash point of 120°F. Less dense than water. Its vapors are heavier than air.
- Air & Water ReactionsFlammable. Water soluble.
- Reactivity ProfileETHYLENE GLYCOL MONOMETHYL ETHER may react with oxidizing materials, i.e. hydrogen peroxide, to form peroxides. 2-Ethoxyethanol dissolves many oils, resins and waxes.
- HazardToxic by skin absorption. Moderate fire risk.
- Health HazardSome eye irritation. Inhalation of vapors causes irritation of nose.
- Health HazardEGEE is a teratogen and at high concentration a toxic substance. The target organs arethe lungs, kidney, liver, and spleen. Animalexperiments indicated that inhalation of itsvapors at 2000 ppm for several hours couldproduce toxic effect. Death resulted from kid ney injury when the test species were sub jected to a 24-hour exposure. It producedkidney injury, hematuria, and microscopiclesions of both the liver and kidney. EGEEmay be absorbed through the skin. Wheninserted into the eyes, it produced corneal irritation. The recovery occurred within 24 hours
Investigating the subchronic inhalationtoxicology of EGEE in the rat and rabbit,Barbee et al. (1984) reported no biologicalsignificant effect of this compound in theseanimals at an exposure level of 400 and100 ppm, respectively. Chronic treatment ofrats with EGEE at 0.5–1.0 g/kg in an oraldose caused enlargement of adrenal gland inmale rats and affected the development ofspontaneous lesions of the spleen (males andfemales), pituitary (males and females), andLD50 value(rats):3000 mg/kg(NIOSH1986)testis (males) (Melnick 1984).
LC50 value (mice): 1820 ppm/7 hr (NIOSH 1986)
In humans there is no report of any severe poisoning case. The toxic effect from inhaling its vapors at 1000 ppm may be less than noticeable. EGEE is less toxic than EGME. Whenadministeredorallyto youngmale rats, EGEE produced testicular atrophy similar to that of EGME (Nagano et al. 1984). However, a fivefold dose, 250–1000 mg/kg/day, was required to elicit equivalent severity (Foster et al. 1984)
Reproductive toxicity of EGEE has been investigated extensively (Lamb et al. 1984; Hardin et al. 1984; Oudiz et al. 1984). Testicular atrophy, decline in sperm count, and increased abnormal sperm were observed in treated male rats, but no specific anomalies were noted in the females. Wier et al. (1987) investigated postnatal growth and survival. EGEE produced embryo lethality and malformations and decreased fetal weight. Prenatal exposure to EGEE produced kinked tails in pups. Ethanol caused potentiation of reproductive toxicity of EGEE (Nelson et al. 1984).
- Fire HazardSpecial Hazards of Combustion Products: Toxic gases, such as carbon monoxide, may be produced in fire.
- Chemical ReactivityReactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
- Safety ProfileModerately toxic by ingestion, skin contact, intravenous, and intraperitoneal routes. Mildly toxic by inhalation and subcutaneous routes. An experimental teratogen. Other experimental reproductive effects. A mild eye and skin irritant. Combustible when exposed to heat or flame; can react with oxidzing materials. Moderate explosion hazard in the form of vapor when exposed to heat or flame. Mxture with hydrogen peroxide + polyacrylamide gel + toluene is explosive when dry. To fight fire, use alcohol foam, dry chemical. See also GLYCOL ETHERS.
- Potential ExposureThis material is used as a solvent for nitrocellulose and alkyd resins in lacquers; as a solvent for printing inks; in dyeing leathers and textiles; in the formulation of cleaners and varnish removers; as an anti-icing additive in brake fluids and auto and aviation fuels.
- Environmental FateBiological. Bridié et al. (1979) reported BOD and COD values of 1.03 and 1.92 g/g using
filtered effluent from a biological sanitary waste treatment plant. These values were determined
using a standard dilution method at 20 °C for a period of 5 d. When a sewage seed was used in a
separate screening test, a BOD value of 1.27 g/g was obtained. Similarly, Heukelekian and Rand
(1955) reported a 5-d BOD value of 1.42 g/g which is 72.4% of the ThOD value of 1.96 g/g.
Photolytic. Grosjean (1997) reported a rate constant of 1.87 x 10-11 cm3/molecule?sec at 298 K for the reaction of 2-ethoxyethanol and OH radicals in the atmosphere. Based on an atmospheric OH radical concentration of 1.0 x 106 molecule/cm3, the reported half-life of methanol is 0.35 d (Grosjean, 1997). Stemmler et al. (1996) reported a rate constant of 1.66 x 10-11 cm3/molecule?sec for the OH radical-initiated oxidation of 2-ethoxyethanol in synthetic air at 297 K and 750 mmHg. Major reaction products identified by GC/MS (with their yields) were ethyl formate, 34%; ethylene glycol monoformate, 36%; ethylene glycol monoacetate, 7.8%; and ethoxyacetaldehyde, 24%.
Chemical/Physical. 2-Ethoxyethanol will not hydrolyze (Kollig, 1993).
At an influent concentration of 1,024 mg/L, treatment with GAC resulted in an effluent concentration of 886 mg/L. The adsorbability of the carbon used was 28 mg/g carbon (Guisti et al., 1974).
- ShippingUN1171 Ethylene glycol monoethyl ether, Hazard Class: 3; Labels: 3-Flammable liquid.
- Purification MethodsDry it with CaSO4 or K2CO3, filter and fractionally distil it. Peroxides can be removed by refluxing with anhydrous SnCl2 or by filtration under slight pressure through a column of activated alumina. [Beilstein 1 IV 2377.]
- IncompatibilitiesMay form explosive mixture with air. Strong oxidizers may cause fire and explosions. Attacks some plastics, rubber and coatings. Able to form peroxides. Incompatible with strong acids; aluminum and its alloys
- Waste DisposalDissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≧100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal
2-Ethoxyethanol Preparation Products And Raw materials
- Preparation Products9-ETHYLGUANINEDIPHENAMIDSolvent Yellow 216-CHLOROQUINAZOLIN-4-AMINE1-(2-ETHOXYETHYL)PIPERAZINEEthylene glycol monoethyl ether acetatesodium [2,4-dihydro-4-[(2-hydroxy-5-nitrophenyl)azo]-5-methyl-2-phenyl-3H-pyrazol-3-onato(2-)][1-[(2-hydroxy-4-nitrophenyl)azo]-2-naphtholato(2-)]cobaltate(1-)LEATHERSPRAYINGBLUERLSolvent Black 34Acid Orange 892-Bromoethyl ethyl ethernitrilon whitening agent ADLeather Coating Black RL
- Raw materialsEtanolMethanol1-ButanolETHYLENE OXIDE
- 2-Methoxyethanol DME 2-Phenyl-2-ethoxyethanol 2-ETHOXYETHANOL-1,1,2,2-D4 2-(2-Ethoxyethoxy)ethyl acrylate Ethyl ethoxyacetate 2,2,2-Trifluoro-1-ethoxyethanol 1-Ethoxyethanol 2-(Diethylamino)ethoxyethanol Triethylene glycol monoethyl ether Formaldehyde, polymer with 2-ethoxyethanol and phenol 2-ETHOXYETHANOL CHLORO FORMATE 2-(b-Diethylamino)ethoxyethanol,2-(N,N-DIETHYLAMINO)ETHOXYETHANOL Acrylic acid, 2-ethoxyethanol ester 2,2-Dichloro-1-ethoxyethanol 2,2,2-TRICHLORO-1-ETHOXYETHANOL,TRICHLORO-1-ETHOXYETHANOL,2,2,2-TRICHLORO-1-ETHOXYETHANOL, 85%, TECH.,2,2,2-Trichloro-1-ethoxyethanol, tech. Formaldehyde, reaction products with 2-(2-butoxyethoxy)ethanol, 2-ethoxyethanol, ethylene glycol and propylene glycol ETHOXYETHANOL ACETATE,2-ETHOXYETHANOL ACETATE,2-Ethoxyethanol, ester with acetic acid,2-ethoxyethanol,esterwithaceticaci
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