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2-(2-Ethoxyethoxy)ethanol

Diethylene Glycol Monoethyl Ether

HCID 8146
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Grundinformationen

CAS
111-90-0
Standard-SMILES
CCOCCOCCO
InChIKey
XXJWXESWEXIICW-UHFFFAOYSA-N
Summenformel
C6H14O3
Durchschnittliche Molmasse
134,17 g/mol
Monoisotopische Masse
134,09429431

Überblick

Diethylene glycol monoethyl ether appears as a colorless, slightly viscous liquid with a mild pleasant odor. Flash point near 190 °F. Used to make soaps, dyes, and other chemicals.

Namen und Bezeichner

Bevorzugter Name
Diethylene Glycol Monoethyl Ether
IUPAC
2-(2-ethoxyethoxy)ethanol
Lokaler Name
2-(2-Ethoxyethoxy)ethanol
Englischer Name
Diethylene Glycol Monoethyl Ether
Summenformel
C6H14O3
Molmasse
134.17

Namen und Synonyme

Diethylene glycol monoethyl ether111-90-02-(2-Ethoxyethoxy)ethanolCARBITOLTranscutolEthoxydiglycolEthyl carbitolDioxitolEthoxy diglycolCarbitol solventSolvolsolEthyl digol
Weitere Namen anzeigen
DowanolETHYL DIGLYCOLETHOXYETHOXYETHANOLDEGEE
Diethylene glycol ethyl etherCarbitol cellosolveEthanol, 2-(2-ethoxyethoxy)-Losungsmittel apvDowanol DEEthyl diethylene glycolDiglycol monoethyl ether3,6-Dioxa-1-octanol

Datenbank-Bezeichner

CAS
111-90-0、149818-01-9
PubChem CID
8146
DTXSID
DTXSID2021941
ChEMBL
CHEMBL1230841
ChEBI
CHEBI:40572
UNII
A1A1I8X02B
EC Number
203-919-7
Nikkaji
J5.117I

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,5
Polarare Oberfläche (TPSA)
38,7 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
6
Schwere Atome
9
Formalladung
0
Komplexität
47,6

Experimentelle und physikochemische Eigenschaften

SolventsSolvents -> Glycol Ethers (E Series)
Cosmetics · 3 Einträge

Cosmetics ingredient -> Flavor; Fragrance; Other (Specify); Solvent

Cosmetic ingredients (Ethoxydiglycol) -> CIR (Cosmetic Ingredient Review)

Humectant; Solvent

SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Diethylene glycol monoethyl ether) -> IFRA transparency List
SurfactantsSurfactant -> linear alkylbenzyl sulfonate (LAS)
LogP · 3 Einträge

log Kow = -0.54

-0.15 (estimated)

-0.54

OdorMild, pleasant odor
TasteBITTER
Density · 5 Einträge

0.99 at 68 °F (USCG, 1999) - Less dense than water; will float

0.9885 g/cu cm at 20 °C

Relative density (water = 1): 0.99

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 90.4% (4397 of 4862) of all reports.

Not Classified

Aggregated GHS information provided per 4862 reports by companies from 13 notifications to the ECHA C&L Inventory.

Danger

H227: Combustible liquid [Warning Flammable liquids]

P210, P260, P264, P264+P265, P270, P280, P305+P351+P338, P319, P337+P317, P370+P378, P403, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 6 Einträge

Chemical: Ethanol, 2-(2-ethoxyethoxy)-

Hazard Traits - Respiratory Toxicity

Ethanol, 2-(2-ethoxyethoxy)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanol, 2-(2-ethoxyethoxy)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 15-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15867

Ethanol, 2-(2-ethoxyethoxy)-: Does not have an individual approval but may be used under an appropriate group standard

Acetamide, N-5-(1,2-dihydroxyethyl)-4-hydroxy-3-pyrrolidinyl-, monohydrochloride, 3S-3.alpha.,4.beta.,5.alpha.(R*)-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Ethanol, 2-(2-ethoxyethoxy)-: Environment tier I assessment
Fire Hazards · 2 Einträge

This chemical is combustible. (NTP, 1992)

Combustible. Above 96 °C explosive vapour/air mixtures may be formed.

Fire Potential · 2 Einträge

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites...Carbitol is largely destroyed in body or conjugated with glucuronic acid and excreted as the glucuronate. ...This metabolic peculiarity may explain its lesser toxicity when compared with that of diethyl, methyl and butyl cellosolve.
Absorption, Distribution and Excretion · 4 Einträge

To assist evaluation of the hazards of skin contact with selected undiluted glycol ethers, their absorption across isolated human abdominal epidermis was measured in vitro. Epidermal membranes were set up in glass diffusion cells and, following an initial determination of permeability to tritiated water, excess undiluted glycol ether was applied to the outer surface for 8 hr. The appearance of glycol ether in an aqueous receptor phase bathing the underside of the epidermis was quantified by a gas chromatographic technique. A final determination of tritiated water permeability was compared with initial values to establish any irreversible alterations in epidermal barrier function induced by contact with the glycol ethers. 2-methoxyethanol (EM) was most readily absorbed (mean steady rate 2.82 mg/sq cm/hr), and a relatively high absorption rate (1.17 mg/sq cm/hr) was also apparent for 1-methoxypropan-2-ol (PM). There was a trend of reducing absorption rate with increasing molecular weight or reducing volatility for monoethylene glycol ethers (EM, 2.82 mg/sq cm/hr; 2-ethoxyethanol, EE, 0.796 mg/sq cm/hr; 2-butoxyethanol, EB, 0.198 mg/sq cm/hr) and also within the diethylene glycol series: 2-(2-methoxyethoxy) ethanol (DM, 0.206 mg/sq cm/hr); 2-(2-ethoxyethoxy) ethanol (DE, 0.125 mg/sq cm/hr) and 2-(2-butoxyethoxy) ethanol (DB, 0.035 mg/sq cm/hr). The rate of absorption of 2-ethoxyethyl acetate (EEAc) was similar to that of the parent alcohol, EE. Absorption rates of diethylene glycol ethers were slower than their corresponding monoethylene glycol equivalents. Combination of intrinsic toxicity and ability to pass across skin contribute to assessment of hazards of contact with undiluted glycol ethers.

When a single /oral/ dose of diethylene glycol monoethyl ether (11.2 mmol) was given to an adult human volunteer (sex and age not specified) about 68% of the dose was excreted in the urine as (2-ethoxyethoxy)acetic acid within 12 hr.

The quantitative urinary excretion of diethylene glycol monoethyl ether was investigated in the rabbit after oral, intravenous, subcutaneous and percutaneous administration. After oral dosing of two animals at a level of 5 mL/kg bw, both animals died during the first day and total excretion was only 0.8% and 0.33%. After intravenous administration to 15 rabbits at dose levels of 0.5-3.4 mL/kg most of the dose was excreted during the first day (for 13/15 rabbits), the percentage excreted tending to increase with dose. After a single parenteral dose of 1.0-3.0 mL/kg, urinary excretion was monitored for up to 4 consecutive days. Excretion was high in the first 24 hr and the total percentage of the dose excreted in urine increased with dose. After repeated daily parenteral doses of 0.16, 0.32 or 0.63 mL/kg bw, total urinary excretion increased with dose and equalled 4.7, 5.0 and 11.6%, respectively.

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0.99

0.986 @ 20°C

Viscosity3.85 mPa.s (=cPs) at 25 °C
Color/FormColorless liquid
Solubility · 6 Einträge

greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)

Miscible with ether, pyridine, chloroform

Miscible with the common organic solvents.

Miscible with ethanol, acetone, benzene; very soluble in ethyl ether

In water, miscible at 25 °C

Solubility in water: very good

Physikochemische Eigenschaften

Schmelzpunkt
-80 °C · -80 °C
Siedepunkt
202 °C · 202 °C(lit.)
Dichte
0.999 g/mL · 0.999 g/mL at 25 °C(lit.)
Dampfdichte
4.63 · 4.63 (vs air)
Dampfdruck
0.12 mm · 0.12 mm Hg ( 20 °C)
Brechungsindex
20 · n20/D 1.427(lit.)
Flammpunkt
205 °F · 205 °F
storage temp.
30 °C · Store below +30°C.
Löslichkeit
water: soluble
Aggregatzustand
Liquid
pka
14.37 · 14.37±0.10(Predicted)
Farbe
Clear colorless
Geruch (Odor)
Weakly fruity; mild and characteristic.
Biologische Quelle
synthetic
Explosionsgrenze
1.8 · 1.8-12.2%(V)
Wasserlöslichkeit
Miscible
Spezifische Wärmekapazität
2.24 J/ · Cp(liquid): 2.24 J/(g·K), at 25℃
Merck
14 · 14,1800
BRN
1736441 · 1736441
Henry's Law Constant
4.4 · 4.4×102 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Stabilität
Stable. Combustible. Note wide explosion limits. Incompatible with strong oxidizing agents, strong acids, acid chlorides, acid anhydrides. Hygroscopic.
Kosmetik-Inhaltsstoffe Funktionen
HUMECTANTPERFUMINGSOLVENT
InChI
1S/C6H14O3/c1-2-8-5-6-9-4-3-7/h7H,2-6H2,1H3
InChIKey
XXJWXESWEXIICW-UHFFFAOYSA-N
SMILES
CCOCCOCCO
LogP
-0.54 at · -0.54 at 20℃
CAS Datenbank
111 · 111-90-0(CAS DataBase Reference)
NIST chemische Informationen
2 · Ethanol, 2-(2-ethoxyethoxy)-(111-90-0)
EPA chemische Informationen
Diethylene glycol monoethyl ether (111-90-0)

Combustible

COMBUSTIBLE WHEN EXPOSED TO HEAT; CAN REACT WITH OXIDIZING MATERIALS.

Health HazardsNone expected. (USCG, 1999)
Hazards Summary · 1 Eintrag

In oral or dermal doses >800-1000 mg/kg/day, animals exhibit CNS depression and changes to liver and kidneys, but no significant developmental toxicity; [Reference #1] Adverse effects not expected, unless workers are exposed to mists of heated liquid; [CHEMINFO] An eye irritant; [ICSC] Adverse effects in animal feeding studies include injury to the CNS, liver, kidneys, red blood cells, and reproductive system. [HSDB] Poorly absorbed through the skin; [AIHA] See Glycol Ethers.

FDA RequirementsDiethylene glycol monoethyl ether is an indirect food additive for use only as a component of adhesives.
Reactive GroupAlcohols and Polyols
Special Reports · 2 Einträge

European Chemicals Bureau; IUCLID Dataset, 2- (2-ethoxyethoxy) ethanol CAS # 111-90-0) p.53. Available from the Database Query page at: http://ecb.jrc.it/esis/esis.php as of February 20, 2007.

FAO/WHO Joint Expert Committee on Food Additives; WHO Food Additives Series 30 Diethylene Glycol Monoethyl Ether. Available from Database Query page at: http://www.inchem.org/pages/jecfa.html as of February 20, 2007.

TSCA Requirements · 1 Eintrag

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Diethylene glycol monoethyl ether is included on this list.

FIFRA Requirements · 2 Einträge

Residues of the following chemical substances are exempted from the requirement of a tolerance when used in accordance with good manufacturing practice as ingredients in an antimicrobial pesticide formulation, provided that the substance is applied on a semi-permanent or permanent food-contact surface (other than being applied on food packaging) with adequate draining before contact with food. ... (c) The following chemical substances when used as ingredients in an antimicrobial pesticide formulation may be applied to: Food-processing equipment and utensils. Ethanol, 2-(2-ethoxyethoxy)- is included on this list.

Residues of diethylene glycol monoethyl ether are exempted from the requirement of a tolerance when used as a deactivator for formulations used before crop emerges from soil, stabilizer in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops only.

Reactivity AlertsPeroxidizable Compound

Sicherheit und Schutzausrüstung

Fire FightingUse water spray, powder, alcohol-resistant foam, carbon dioxide.
First Aid Measures · 4 Einträge

Fresh air, rest.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth.

First Aid · 1 Eintrag

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.

Safe StorageSeparated from strong oxidants. Ventilation along the floor.
Exposure Control and Personal Protection50.0 [mg/m3], inhalable fraction[German Research Foundation (DFG)]
Fire Fighting Procedures · 1 Eintrag

If material on fire or involved in fire: Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide. Keep run-off water out of sewers and water sources.

Disposal Methods · 1 Eintrag

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Spillage DisposalCollect leaking liquid in sealable containers. Wash away remainder with plenty of water.
Preventive Measures · 4 Einträge

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.

Excessive exposure to inhaled mist or vapor should, in view of its low volatility, be readily controllable by ordinary precautions, but excessive contact with skin should be strictly avoided.

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard.

Personnel protection: Avoid breathing vapors. Keep upwind. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water.

Eye PreventionWear safety spectacles.
Fire PreventionNO open flames. Above 96 °C use a closed system and ventilation.
Inhalation RiskNo indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.

Toxikologische Informationen

Ecotoxicity Values · 5 Einträge

LC50 Pimephales promelas (fathead minnow) 26.5 g/L/96 hr (confidence limit 24.2 to 29.0 g/L). Nominal concentrations were not reported. Individual lengths and weights of the test fish were not recorded; however, the measured mean weight was 0.151 g. /Conditions of bioassay not specified/

LC50 Lepomis macrochirus (Bluegill) 10,000 ppm/96 hr (static bioassay in fresh water at 23 °C, mild aeration applied after 24 hr).

LC50 Species: Lepomis macrochirus (Bluegill, weight 0.44 g); Conditions: freshwater, flow through, 18.3 °C (17.7-18.8 °C), pH 7.86 (7.76-8.06), hardness 196 mg/L CaCO3, alkalinity 172 mg/L CaCO3, dissolved oxygen 5.45 mg/L (4.12-6.81 mg/L); Concentration: 21400 mg/L for 96 hr (95% confidence interval: 19100-23900 mg/L)

LC50 Species: Gambusia affinis (Western mosquitofish, weight 0.25 g); Conditions: freshwater, flow through, 19.9 °C (19.3-20.9 °C), pH 7.83 (7.81-7.86), hardness 196 mg/L CaCO3, alkalinity 172 mg/L CaCO3, dissolved oxygen 5.49 mg/L (4.22-6.80 mg/L); Concentration: 12900 mg/L for 96 hr (95% confidence interval: 11100-15000 mg/L)

For more Ecotoxicity Values (Complete) data for DIETHYLENE GLYCOL MONOETHYL ETHER (13 total), please visit the HSDB record page.

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 12(SRC), determined from a log Kow of -0.54(2) and a regression-derived equation(3), indicates that diethylene glycol monoethyl ether is expected to have very high mobility in soil(SRC). Volatilization of diethylene glycol monoethyl ether from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.2X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 0.126 mm Hg(4), and assigned value for water solubility of 1X10+6 mg/L (miscible)(5). Diethylene glycol monoethyl ether is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Aerobic screening test data(6-11) indicate that rapid aerobic biodegradation is likely to be the most important mechanism for the removal of diethylene glycol monoethyl ether from soil. Biodegradation of 48%(6) to 87%(7) were reported in non-acclimated cultures incubated for 20 days.

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 12(SRC), determined from a log Kow of -0.54(2) and a regression-derived equation(3), indicates that diethylene glycol monoethyl ether is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 2.2X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 0.126 mm Hg(4), and assigned value for water solubility of 1X10+6 mg/L (5)(miscible). According to a classification scheme(6), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Diethylene glycol monoethyl ether is not expected to undergo hydrolysis or direct photolysis in aquatic environments(SRC). Alcohols and ethers are generally resistant to hydrolysis(3). They do not absorb UV light in the environmental range of >290 nm and are commonly used as solvents for obtaining UV spectra(14). Aerobic screening test data(8-13) indicate that rapid aerobic biodegradation is likely to be the most important mechanism for the removal of diethylene glycol monoethyl ether from aquatic systems. Biodegradation of 48%(8) to 87%(9) were reported in non-acclimated cultures incubated for 20 days.

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), diethylene glycol monoethyl ether, which has a vapor pressure of 0.126 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase diethylene glycol monoethyl ether 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 6.7 hours(SRC), calculated from its rate constant of 5.72X10-11 cu cm/molecule-sec at 23 °C(3). Diethylene glycol monoethyl ether does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight(4).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Signs and Symptoms · 2 Einträge

Dry skin.

Redness.

Effluent Concentrations · 1 Eintrag

In a national survey, diethylene glycol monoethyl ether was detected in 5 of 21 industrial categories of wastewater effluents(1). Wastewater from the iron and steel industry contained diethylene glycol monoethyl ether at an average concn of 497 mg/L; 52,189 mg/l for printing and publishing; 175 mg/L for amusement and athletic goods; and 40 mg/L for pulp and paper; other categories included publicly owned treatment works(1).

Soil Adsorption/Mobility · 1 Eintrag

The Koc of diethylene glycol monoethyl ether is estimated as 12(SRC), using a log Kow of -0.54(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that diethylene glycol monoethyl ether is expected to have very high mobility in soil.

TSCA Test Submissions · 5 Einträge

The in vitro absorption of 2-(2-ethoxyethoxy)ethanol through human skin was evaluated. The test substance as a neat liquid was left in contact with the skin for approximately 8 hours. Within 1 hour of skin contact a steady rate of penetration was observed. The mean steady rate of absorption for 2-(2-ethoxyethoxy)ethanol was 0.13mg/cm(2)/hour. No significant irreversible alterations to the barrier properties of the epidermal were observed.

Acute oral toxicity was evaluated using 5 groups of 5 Charles River COBS male rats administered diethlyene glycol monoethyl ether by gavage (dose levels not reported). Mortality occurred within 14 days after dosing, but the LD50 value was not reported. Clinical observations included inactivity, labored breathing, rapid respiration, anorexia, slight to moderate weakness, tremors and prostration. Gross necropsy of animals dying within 14 days of dosing revealed bloody urine, and blood in the stomach and intestine. These conditions were not observed in animals surviving through 14 days.

Acute oral toxicity was evaluated using 5 groups of 5 Charles River COBS CD-1 male mice administered diethylene glycol monoethyl ether by gavage (dose levels not reported). Mortality occurred within 14 days after dosing, but the LD50 value was not reported. Clinical observations included inactivity, labored breathing, rapid respiration, anorexia, slight to moderate weakness, tremors and prostration. Gross necropsy of animals dying within 14 days of dosing revealed bloody urine. This condition was not observed in animals surviving through 14 days.

Acute oral toxicity was evaluated using 5 groups of 5 Charles River COBS male rats administered diethlyene glycol monoethyl ether by gavage (dose levels not reported). Mortality occurred within 14 days after dosing, but the LD50 value was not reported. Clinical observations included inactivity, labored breathing, rapid respiration, anorexia, slight to moderate weakness, tremors and prostration. Gross necropsy of animals dying within 14 days of dosing revealed bloody urine, and blood in the stomach and intestine. These conditions were not observed in animals surviving through 14 days.

For more TSCA Test Submissions (Complete) data for DIETHYLENE GLYCOL MONOETHYL ETHER (18 total), please visit the HSDB record page.

Atmospheric Concentrations · 1 Eintrag

INDOOR AIR: One of 8 sampling periods from March 2, 1987 to Dec 6, 1988 gave a mean concentration of 4.2 ug/cu m(1/19-3/7/88) for diethylene glycol monoethyl ether taken from the second floor of a telephone switching office in Neenah, WI(1). Diethylene glycol monoethyl ether was detected but not quantified in 1 of 44 emission samples from furniture(2).

Human Toxicity Excerpts · 5 Einträge

/HUMAN EXPOSURE STUDIES/ ... Human volunteers showed neither irritation nor signs of sensitization when the material was tested at a 20 percent level in petroleum for a 48 hour closed patch test.

/HUMAN EXPOSURE STUDIES/ Patch tests were conducted on commercial grade diethylene glycol monoethyl ether in 98 subjects using an initial contact period of 7 days, followed by 10 days withdrawal then a further 3 day test period. Definite reactions were reported in 7/98 persons but a standardized scoring method was not used.

/HUMAN EXPOSURE STUDIES/ Patch tests were conducted on undiluted commercial grade diethylene glycol monoethyl ether (containing 30% ethylene glycol) in 99 subjects using 48 hr exposure with subsequent examination at intervals up to 1 month. Slight positive reactions (faint erythema persisting for 48 hr after removal) occurred in 24/99 subjects. Similar tests on aqueous dilutions of pure diethylene glycol monoethyl ether (0.2% ethylene glycol) or carbitol solvent were carried out on 31 subjects. No reactions were seen with 5% solutions of either material and a concentration-related increasing frequency of reactions (faint erythema) was seen at higher concentrations. Undiluted materials led to 14 reactions with the carbitol solvent and 5 reactions with the pure material

/HUMAN EXPOSURE STUDIES/ Commercial grade diethylene glycol monoethyl ether was rubbed on the inner wrist surface for 5 mins daily on 10 consecutive days. Irritant effects were noted with 3/60 subjects showing congestion or papules, mainly originating at hair follicles and persisting for several hours

For more Human Toxicity Excerpts (Complete) data for DIETHYLENE GLYCOL MONOETHYL ETHER (12 total), please visit the HSDB record page.

Artificial Pollution Sources · 1 Eintrag

Diethylene glycol monoethyl ether's production and use as a solvent for nitrocellulose, resins, mineral oils, dyes, soaps, wood stains, textile printing, lacquers, and organic synthesis and as a diluent for brake fluid(1) may result in its release to the environment through various waste streams(SRC).

Environmental Biodegradation · 1 Eintrag

AEROBIC: Aerobic biological screening studies, which utilized settled wastewater, sewage, or activated sludge for inocula, indicate that diethylene glycol monoethyl ether should biodegrade rapidly in the environment following an acclimation period(1-6). After a 16 day acclimation period a 39.8% BODT was recorded using an 8 hr Warburg test(5). A 5 day BOD test at 20 °C showed a 34.3% loss after 16 days of acclimation(5). A second 5 day BOD test, utilizing an adapted seed inoculum exhibited a 30% BODT(1). Incubation of diethylene glycol monoethyl ether for 5, 10, and 20 days without an acclimation period resulted in BOD values, measured in % theoretical, of 5, 31, and 48, respectively(2). Diethylene glycol monoethyl ether, inoculated with wastewater, was bio-oxidized 17, 71, 75, and 87% following 5, 10, 15, and 20 days incubation, respectively; in seawater, this compound was bio-oxidized 11, 44, 57, and 70% in 5, 10, 15, and 20 days, respectively(3). According to the Zahn-Wellens screening method >90% loss of 400 ppm occurred in 28 days(4). A study using activated sludge gave a degradation rate for diethylene glycol monoethyl ether of 0.18/hour(6) giving a half-life of 3.9 hours(SRC).

Regulatorische Informationen

FDA RequirementsDiethylene glycol monoethyl ether is an indirect food additive for use only as a component of adhesives.
TSCA Requirements · 1 Eintrag

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Diethylene glycol monoethyl ether is included on this list.

FIFRA Requirements · 2 Einträge

Residues of the following chemical substances are exempted from the requirement of a tolerance when used in accordance with good manufacturing practice as ingredients in an antimicrobial pesticide formulation, provided that the substance is applied on a semi-permanent or permanent food-contact surface (other than being applied on food packaging) with adequate draining before contact with food. ... (c) The following chemical substances when used as ingredients in an antimicrobial pesticide formulation may be applied to: Food-processing equipment and utensils. Ethanol, 2-(2-ethoxyethoxy)- is included on this list.

Residues of diethylene glycol monoethyl ether are exempted from the requirement of a tolerance when used as a deactivator for formulations used before crop emerges from soil, stabilizer in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops only.

Atmospheric Standards · 1 Eintrag

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Diethylene glycol monoethyl ether is produced, as an intermediate or final product, by process units covered under this subpart.

Sicherheitsdaten

wgk
1
tsca
TSCA listed
hs_code
29094400
RTECS-Nr.
KK8750000
risk_code
36-20-36/37/38
Toxizität
LD50 orally in rats: 8.69 g/kg (Smyth, Carpenter)
hazard_code
Xn,Xi
safety_code
23-24/25-39-26-36
Speicherklasse
10 - Combustible liquids
Giftige Stoffe Daten
111-90-0(Hazardous Substances Data)
Selbstentzündungstemperatur
204 °C

The oral administration fo 1503 mg Diethylene glycol monoethyl ether to a normal man resulted in the excretion of 1140 mg of 2-ethoxyethoxyacetic acid, 69 % of the total dose, within 12 hr.

Verwendung und Herstellung

Uses · 6 Einträge

CIR ingredient: Ethoxydiglycol

Used in lubricating oil and braking fluid; [ChemIDplus] Used as a solvent for cellulose esters, lacquers, varnishes, enamels, dyestuffs, wood stains, gums, and resins; [Merck Index, 1800] Used in textile printing; [CHEMINFO] Used in photography (solvent for color processing); [www.ci.tucson.az.us/arthazards/medium.html]

Painting (Solvents) [Category: Paint]

AS SOLVENT FOR CELLULOSE ESTERS, IN LACQUER & THINNER FORMULATIONS; IN QUICK DRYING VARNISHES AND ENAMELS, FOR DYESTUFFS AND WOOD STAINS.

A DILUENT FOR HYDRAULIC BRAKE FLUIDS; SOLVENT IN PROTECTIVE COATINGS, TEXTILE DYEING & PRINTING; SOLVENT IN COSMETICS, TOILETRIES

Used as a chemical intermediate for the synthesis of 2-(2-ethoxyethoxy)ethyl acrylate.

U.S. Exports · 2 Einträge

(1972) 4.54X10+8 GRAMS

(1975) 4.5X10+8 GRAMS

U.S. Imports · 2 Einträge

(1972) NEGLIGIBLE

(1976) NEGLIGIBLE

U.S. Production · 6 Einträge

2023: 55,000,000 - <70,000,000 lb

(1982) 4.72X10+10 g /diethylene gylcol ethers/

(1975) 1.5X10+10 GRAMS

(2006) 1,612 million lb annual capacity /Glycol ethers/

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#94]

This chemical is listed as a High Production Volume (HPV) (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Consumption Patterns23% CONSUMED AS A DILUENT FOR HYDRAULIC BRAKE FLUIDS; 77% CONSUMED IN OTHER APPLICATIONS INCLUDING USE AS A SOLVENT IN PROTECTIVE COATINGS, TEXTILE PRINTING & DYEING, AND IN COSMETICS & TOILETRIES (1972)
Consumer UsesSolvent
Industry UsesCleaning agent
Methods of Manufacturing · 3 Einträge

Preparation: from ethylene oxide and 2-ethoxyethanol in the presence of SO2: Britton, Sexton, US 2807651 (1957 to Dow).

Ethanol + ethylene oxide (epoxidation; co-produced with ethylene glycol monoethyl ether/triethylene glycol monoethyl ether)

Ethylene glycol monoethers are usually produced by reaction of ethylene oxide with the appropriate alcohol. A mixture of homologues is obtained ... The glycol monoethers can be converted to diethers by alkylation with common alkylating agents, such as dimethyl sulfate or alkyl halides ( Williamson synthesis). Glycol dimethyl ethers are formed by treatment of dimethyl ether with ethylene oxide. /Ethers/

Formulations/PreparationsGrade: Technical
Household Products · 2 Einträge

Cosmetics product ingredient: Diethylene glycol monoethyl ether

Information on 419 consumer products that contain Diethylene glycol ethyl ether in the following categories is provided:

Use Classification · 5 Einträge

Fragrance Ingredients

Food Additives -> CARRIER_SOLVENT -> JECFA Functional Classes

Food Additives -> CARRIER_SOLVENT -> JECFA Functional Classes

Food Additives -> CARRIER_SOLVENT -> JECFA Functional Classes

Cosmetics -> Humectant; Solvent

General Manufacturing Information · 3 Einträge

Oil and Gas Drilling, Extraction, and Support activities

Ethanol, 2-(2-ethoxyethoxy)-: ACTIVE

Temperature, pressure, mole ratios of reactants and catalysts are chosen to yield the desired product mix. High ratios of ethylene oxide to alcohol are used to favor production of monoethers of diethylene glycol.

Anwendungen · 2 Einträge

OccurrenceHas apparently not been reported to occur in nature.

VerwendenDiethylene glycol monoethyl ether has low setting point and low viscocity at low temperature so it is used in manufacturing brake fluid. It is used as a flow and gloss promoter in paint industries, in production of printing ink and as a cleaner in offset printing. Also used in textile as a solvent for dyestuff in the printing and dying of fiber & fabrics, in the production & wood preservaties.

Darstellung

synthetischeFrom ethyl alcohol plus ethylene oxide (Arctander, 1969).

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

DiethylenglykolEthanolEthylenoxidDiethylsulfat

Nachgelagerte Produkte

Diethylene glycol diethyl ether7-Methoxy-3(2H)-benzofuranonemethyl 2-(7-hydroxybenzofuran-3-yl)acetateCar brake fluidm-PEG3-TosTriethylene glycol monoethyl ether2-(2-Ethoxyethoxy)ethylacrylat7-Chloro-4-quinazolinol2-(2-Ethoxyethoxy)ethylmethacrylat1-(2-Chlorethoxy)-2-ethoxyethan

Ergänzende Hinweise

DefinitionChEBI: A primary alcohol that is ethanol substituted by a 2-ethoxyethoxy group at position 2.