| Identification | More | [Name]
2-Ethoxyethanol | [CAS]
110-80-5 | [Synonyms]
2-ETHOXYETHANOL
CELLOSOLVE
CELLOSOLVE(R)
CELLOSOLVE SOLVENT
CELLOSOLVE(TM)
ETHYL CELLOSOLVE
ETHYLENE GLYCOL ETHYL ETHER
ETHYLENE GLYCOL MONOETHYL ETHER
ETHYL GLYCOL
GLYCOL ETHER EE
OXITOL
2EE
2-ee
2-ethoxy-ethano
2-ethoxyethanol (cellosolve)
2-ethoxyethanol(ethyleneglycolmonoethyl
2-ethoxyethanol(ethyleneglycolmonoethylether)
2-Ethoxyethyl alcohol
2-Ethoxyethylalcohol
2-ethoyxethanol | [EINECS(EC#)]
203-804-1 | [Molecular Formula]
C4H10O2 | [MDL Number]
MFCD00002869 | [Molecular Weight]
90.12 | [MOL File]
110-80-5.mol |
| Chemical Properties | Back Directory | [Appearance]
2-Ethoxyethanol is a colorless, viscous liquid
with a sweetish odor | [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 ]
n20/D 1.407(lit.)
| [Fp ]
107.6 °F
| [storage temp. ]
Flammables area | [solubility ]
water: miscible | [form ]
Liquid | [pka]
14.44±0.10(Predicted) | [color ]
Clear, colorless | [Odor]
Sweetish; mild, pleasant, ethereal. | [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. | [explosive limit]
1.8-15.7%(V) | [Odor Threshold]
0.58ppm | [Water Solubility ]
miscible | [FreezingPoint ]
-70℃ | [λmax]
λ: 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 | [Dielectric constant]
29.6（24℃） | [Exposure limits]
TLV-TWA skin 5 ppm (18.5 mg/m3) (ACGIH).
. | [LogP]
0.32 at 20℃ | [CAS DataBase Reference]
110-80-5(CAS DataBase Reference) | [NIST Chemistry Reference]
Ethanol, 2-ethoxy-(110-80-5) | [EPA Substance Registry System]
110-80-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
R60:May impair fertility.
R61:May cause harm to the unborn child.
R10:Flammable.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S53:Avoid exposure-obtain special instruction before use .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 1171 3/PG 3
| [WGK Germany ]
1
| [RTECS ]
KK8050000
| [Autoignition Temperature]
460 °F | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29094990 | [Safety Profile]
Moderately 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. | [Hazardous Substances Data]
110-80-5(Hazardous Substances Data) | [Toxicity]
Acute 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). | [IDLA]
500 ppm |
| Hazard Information | Back Directory | [General Description]
A clear colorless liquid. Flash point of 120°F. Less dense than water. Its vapors are heavier than air. | [Reactivity Profile]
ETHYLENE GLYCOL MONOMETHYL ETHER may react with oxidizing materials, i.e. hydrogen peroxide, to form peroxides. ETHYLENE GLYCOL MONOETHYL ETHER(110-80-5) dissolves many oils, resins and waxes. | [Air & Water Reactions]
Flammable. Water soluble. | [Hazard]
Toxic by skin absorption. Moderate fire
risk. | [Health Hazard]
Some eye irritation. Inhalation of vapors causes irritation of nose. | [Potential Exposure]
This 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. | [Fire Hazard]
Special Hazards of Combustion Products: Toxic gases, such as carbon monoxide, may be produced in fire. | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if
heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce
vomiting. Do not make an unconscious person vomit. Keep
victim under medical observation | [Shipping]
UN1171 Ethylene glycol monoethyl ether,
Hazard Class: 3; Labels: 3-Flammable liquid.
| [Incompatibilities]
May 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 | [Description]
2-Ethoxyethanol is a stable, colorless, flammable liquid,
synthetically produced throughout the world. It belongs to
a larger group of glycol ether solvents. 2-Ethoxyethanol is
commercially referred to as Ethyl Cellosolve or Cellosolve,
a trademark registered by Union Carbide in 1924. It was first
synthesized to have the same chemical properties of both alcohols
and ethers (hydrophilic and lipophilic) but less volatile,
which improves production characteristics. The glycol ethers are
made by reacting anhydrous alcohols with ethylene oxide. | [Chemical Properties]
2-Ethoxyethanol is a colorless, viscous liquid
with a sweetish odor | [Chemical Properties]
colourless liquid | [Chemical Properties]
Ethylene 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. | [Waste Disposal]
Dissolve 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 | [Physical properties]
Clear, 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). | [Uses]
2-Ethoxyethanol is widely used as an industrial solvent and
production intermediate. It is produced by the reaction of
ethylene oxide with ethanol. The glycol ethers are miscible in
polar and nonpolar solutions, which make them useful
solvents in paints and surface coatings, stains, lacquers, inks,
and dyes. Additional uses include industrial deicing,
hydraulic fluids, and cleaning agents. 2-Ethoxyethanol was
once used in cosmetic products but is no longer used due to
toxicity associated with dermal absorption. Global production
has been on the decline in recent years based on
demonstrated toxicity through oral, dermal, and inhalation
routes of exposure. The use of ethylene glycol ethers has
largely been replaced by relatively safer substitutes, primarily
propylene glycol ethers; however, their use as a solvent and
chemical process intermediate poses potential for release into
the environment. | [Uses]
antiobesity agent pancreatic lipase inhibitor | [Uses]
Ethylene glycol monoethyl ether (EGEE) isused as a solvent for nitrocellulose, lacquers,and varnishes; in dye baths and cleansingsolutions; and as an emulsion stabilizer. | [Uses]
Ethylene 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. | [Definition]
ChEBI: A hydroxyether that is the ethyl ether derivative of ethylene glycol. | [Chemical Reactivity]
Reactivity 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. | [Environmental Fate]
Biological. 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). | [storage]
Color Code—Red: Flammability Hazard: Store ina flammable liquid storage area or approved cabinet awayfrom ignition sources and corrosive and reactive materials.Prior to working with this chemical you should be trainedon its proper handling and storage. Before entering confinedspace where this chemical may be present, check to makesure that an explosive concentration does not exist. 2-Ethoxyethanol must be stored to avoid contact with strongoxidizers, such as nitrates, permanganates, chlorine, bromine, or chlorine dioxide, since violent reactions occur.Store in tightly closed containers in a dark, cool, well-ventilated area away from heat. Sources of ignition, such assmoking and open flames, are prohibited where 2-ethoxyethanol is used, handled, or stored in a manner that couldcreate a potential fire or explosion hazard. Keep in darkbecause of possible formation of explosive peroxides. | [Purification Methods]
Dry 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.] | [Toxicity evaluation]
The toxicity associated with 2-ethoxyethanol is likely caused
more by the primary metabolite, ethoxyacetic acid, than by the
parent compound. The metabolites have a longer half-life
implying a higher accumulation following repeated exposures.
Both in vitro and in vivo studies have shown toxic effects from
administration of the metabolites that were not seen at higher
doses of the parent. Developmental and male reproductive
toxicity has been widely documented for several compounds in
the glycol ether family, and potency is associated with the
length of the hydrocarbon chain: the shorter the chain, the
more potent the developmental and reproductive effects.
Despite the vast collection of toxicity studies conducted internationally,
the exact mechanism of developmental and reproductive
toxicity is not well understood. A potential mechanism
for the male reproductive toxicity is direct action on Sertoli
and/or germ cells by ethoxyacetic acid. The testes have relatively
high levels of cytochrome P450 and are an active site of
metabolism. Investigators have found that ethoxyacetic acid
can cause degeneration of spermatocytes in vitro, and damage
to spermatocytes seen in vivo can be suppressed when metabolism
of 2-ethoxyethanol is inhibited. |
| Questions And Answer | Back Directory | [Uses in Perfume]
Commercial grade of 2-Ethoxyethanol has a faint
earthy, mushroom-like odor, but very pure
analytical grades seem to be virtually odorless.
Its taste in water is bitter at concentrations
of more than 50 ppm.
This very common industrial chemical is
occasionally used as a solvent, diluent for
perfumes, mainly for masking odors, industrial
fragrances, etc., often as a co-solvent or a
more or less necessary carnert vehicle to introduce the fragrance in another type of liquid. |
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