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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 8150Generated: October 23, 2026

Diglyme

https://huagongshe.com/en/chemical/8150

Diglyme molecular structure

Identifiers & Physical Properties

CAS No.111-96-6
Molecular formulaC6H14O3
Average molar mass134.17 g/mol
Monoisotopic mass134.09429431 g/mol
SMILESCOCCOCCOC
InChIKeySBZXBUIDTXKZTM-UHFFFAOYSA-N
PubChem CID8150
ChEMBLCHEMBL1234162
ChEBICHEBI:46784
EC No.203-924-4
DTXSIDDTXSID1024621

Chemical & Physical Properties

XLogP-0.4
Topological polar surface area27.7
Hydrogen bond donors0
Hydrogen bond acceptors3
Rotatable bonds6
Heavy atoms9
Formal charge0
Complexity41.6
DrugsPharmaceuticals -> Listed in ZINC15
SolventsSolvents -> Glycol Ethers (Glymes)
SpringerMaterials PropertiesBoiling point
SurfactantsSurfactant
LogP (partition coefficient)log Kow = -0.36
OdorMild odor
Density0.945 at 68 °F (USCG, 1999) - Less dense than waterwill floatSp gr: 0.9451 at 20 °C/20 °CRelative density (water = 1): 0.950.9451 @25 °C
Viscosity1.089 cP at 20 °C
Color/FormColorless liquid
SolubilityMiscible (NTP, 1992)Miscible with alcohol, ether, hydrocarbon solventsSoluble in benzeneIn water, miscibleSolubility in water: miscible
Flash point153 to 158 °F (NTP, 1992)Flash point equals 153 to 158 °F153 °F (67 °C) (CLOSED CUP)51 °C c.c.
Boiling point321 to 324 °F at 760 mmHg241 °F at 200 mmHg167 °F at 35 mmHg68 °F at 3 mmHg (NTP, 1992)boiling point equals 321 to 324 °F162 °C at 760 mm Hg116 °C at 200 mm Hg75 °C at 35 mm Hg20 dg C at 3 mm Hg162 °C @760 [mm Hg]
Substances of Very High Concern (SVHC) Candidate ListBis(2-methoxyethyl) ether (111-96-6)
UN transport number1993
Hazard class3
Packing groupIII

Safety & Regulations

GHS classificationDangerH226: Flammable liquid and vapor [Warning Flammable liquids]P203, P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P318, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)H226 (93%): Flammable liquid and vapor [Warning Flammable liquids]
Regulatory informationChemical: Ethane, 1,1'-oxybis[2-methoxy-Hazard Traits - Reproductive ToxicityEthane, 1,1'-oxybis[2-methoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethane, 1,1'-oxybis[2-methoxy- 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)S - indicates a substance that is identified in a final Significant New Use Rule.Status: Active Update: 24-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13478Substance: Bis(2-methoxyethyl) ether
Other safety informationIMAP assessments - Ethane, 1,1'-oxybis[2-methoxy-: Human health tier II assessment
DOT labelFlammable Liquid
Fire hazardsThis chemical is combustible. (NTP, 1992)Flammable. Above 51 °C explosive vapour/air mixtures may be formed.
Fire potentialCombustible
Health hazardsINGESTION (severe cases): nausea, vomiting, abdominal cramps, weakness progressing to coma. (USCG, 1999)
Hazards summaryToxic after ingestion[CAMEO] A reproductive toxin in experimental animals[HSDB] A possible human reproductive toxin based on animal testingA skin, eye, and respiratory tract irritant[ICSC] Low acute toxicity to mammals but evidence of developmental toxicity and toxicity to blood forming organs in repeated-dose animal testingA potential reproductive toxin[Reference #1] Labeled as May impair fertility and May cause harm to the unborn child by EU regulations[Glycol Ethers Online]
Reactive groupEthers
EC classificationSymbol: TR: 60-61-10-19S: 53-45
UN classificationUN Hazard Class: 3UN Pack Group: III
Special ReportsHardin BD, Lyon JPEnvironmental Health Perspectives 57: 273-5 (1984). Proceedings from a NIOSH symposium on the toxic effects of glycol ethers are reviewed.European Chemicals BureauIUCLID Dataset, bis (2-methoxyethyl) ether (CAS # 111-96-6) p.28-9. Available from the Database Query page at: http://ecb.jrc.it/esis/esis.php as of February 7, 2007.EPA/Office of Pollution Prevention and ToxicsHigh Production Volume (HPV) Challenge Program's Robust Summaries and Test Plans. Available from the Database Query page at: http://www.epa.gov/hpv/pubs/hpvrstp.htm on Diglyme as of February 7, 2007International Programme on Chemical SafetyConcise International Chemical Assessment Document Number 41: Diethylene Glycol Dimethyl Ether (2002). Available from the Database Query page at: http://www.inchem.org/pages/cicads.html as of February 20, 2007.
TSCA requirementsSection 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329.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 dimethyl ether is included on this list.
Fire fightingFire Extinguishing Agents: Dry chemical, foam, carbon dioxide (USCG, 1999)Use water spray, powder, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First aid measuresFresh 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. Give one or two glasses of water to drink.
First aidEYES: 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 storageFireproof. Separated from strong oxidants.
Exposure control and personal protection1.0 [ppm]
Nonfire spill responseSMALL 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 strong 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.
Disposal methodsSRP: 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 qualitypotential migration in soil or watereffects on animal, aquatic, and plant lifeand conformance with environmental and public health regulations.
Spillage disposalPersonal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Remove all ignition sources. Ventilation. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.
Isolation and EvacuationExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
Eye PreventionWear safety spectacles.
Fire PreventionNO open flames, NO sparks and NO smoking. Above 51 °C use a closed system and ventilation.
Inhalation RiskA harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
Ecotoxicity valuesLC50 Rana brevipoda porosa /(Frog)/ 8300 mg/kg bw for 48 hr /Conditions of bioassay not specified in source examined/LC50 Leuciscus idus /(Ide)/ >2000 mg/L for 96 hr /Conditions of bioassay not specified in source examined/
Environmental fateTERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 15(SRC), determined from a log Kow of -0.36(2) and a regression-derived equation(3), indicates that diethylene glycol dimethyl ether is expected to have very high mobility in soil(SRC). Volatilization of diethylene glycol dimethyl ether from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.2X10-7 atm-cu m/mole(SRC), derived from its vapor pressure, 2.96 mm Hg(4), and assigned value for water solubility of 1X10+6 mg/L (miscible)(5). Diethylene glycol dimethyl ether is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Diethylene glycol dimethyl ether was degraded 33% after 25 days and a 7 day lag period using an activated sludge from an industry producing the chemical(6), indicating that biodegradation may be an important environmental fate process in soil(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 15(SRC), determined from a log Kow of -0.36(2) and a regression-derived equation(3), indicates that diethylene glycol dimethyl 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 5.2X10-7 atm-cu m/mole(SRC), derived from its vapor pressure, 2.96 mm Hg(4), and assigned value for water solubility of 1X10+6 mg/L (miscible)(5). 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 dimethyl ether was biodegraded 33% after 25 days and a 7 day lag period using an activated sludge from an industry producing the chemical(8), indicating that biodegradation may be an important environmental fate process in water(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), diethylene glycol dimethyl ether, which has a vapor pressure of 2.96 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase diethylene glycol dimethyl 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 22 hours(SRC), calculated from its rate constant of 1.75X10-11 cu cm/molecule-sec at 25 °C(3). Diethylene glycol dimethyl 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
Exposure routesThe substance can be absorbed into the body by inhalation of its vapour, by ingestion and through the skin.
Signs and SymptomsCough. Shortness of breath.MAY BE ABSORBED! Redness.Redness. Pain.Burning sensation.
Effluent ConcentrationsDiethylene glycol dimethyl ether was found at concentrations of 400 mg/L in activated sludge from the waste treatment facility of the industry producing the chemical(1).Diethylene glycol dimethyl ether in diluted vehicle exhaust from a light-duty truck using different fuel types(1). [Table#203]
Soil Adsorption/MobilityThe Koc of diethylene glycol dimethyl ether is estimated as 15(SRC), using a log Kow of -0.36(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that diethylene glycol dimethyl ether is expected to have very high mobility in soil.
TSCA Test SubmissionsSubchronic toxicity was evaluated in 5 groups of 20 male CD rats exposed nose-only by inhalation to diglyme (diethylene glycol dimethyl ether) at air concentrations of 0, 3.1, 9.9, 30, and 98 ppm for 6 hours/day, 5 days/week, over 2 weeks. An interim sacrifice of 10 rats from each treatment group was performed immediately after the last dosing. The remaining 10 rats were sacrificed after a 14-day observation period. No mortalities were reported. A slight depression in body weight and body weight gain was observed during days 1 to 12 of the study in the group exposed to 98 ppm (p < 0.05). After the 2-week recovery period, testicular atrophy and exfoliated degenerative germ cells were observed among the rats exposed to 98 ppm. No treatment-related clinical signs, gross lesions, or organ weight changes were observed. Hematology, urinalysis, and clinical chemistry results were not reported.Reproductive toxicity was evaluated in groups of 10 pregnant Charles River CD female mice receiving an oral gavage dose of diethylene glycol dimethyl ether at 10 ml/kg body weight on gestation days 7 through 14. Maternal mortality, clinical observations and gross necropsy were not reported. There was a significant reduction (p<0.05) in the number of live pups per litter.
Human Toxicity Excerpts/GENOTOXICITY/ 2-Methoxyethanol and bis(2-methoxyethyl)ether were subjected to the ... unscheduled DNA synthesis (UDS) assay in human embryo fibroblasts ... UDS in fibroblasts were not increased by either compound./OTHER TOXICITY INFORMATION/ The ethers of diethylene glycol are lower in toxicity than the ethers of ethylene glycol, but they have many similar characteristics. /Diethylene glycol ethers//EPIDEMIOLOGY STUDIES/ Ethylene glycol ethers (EGEs) including diglyme are used in the manufacture of semiconductors. Epidemiological studies of semiconductor populations evaluated potential adverse reproductive outcomes. ... In each of these studies, workers were exposed to mixtures including diglyme but not to diglyme alone. ... Exposure to EGEs was determined using questionnaires from subjects about the work performed and an assessment of the work environment by industrial hygienists, but no measurements of personal or area exposures were made. Workers in the fabrication area were considered exposed to EGEs. For the retrospective study, information on pregnancy outcomes and potential confounders (age, smoking, ethnicity, education, income, year of pregnancy, and stress) was obtained through a comprehensive interviewer-administered interview of female employees. The prospective study of early fetal loss and fecundity (probability of conception per menstrual cycle) was conducted in a subset of female employees from five plants. Daily diaries and measurements of daily urinary human chorionic gonadotrophin (hCG) levels for 6 months were collected in addition to the comprehensive interview. Of the 891 medically verified pregnancies identified for the retrospective study, 774 (86.9%) were live births, 113 (12.7%) were spontaneous abortions, and 4 (0.4%) were stillbirths. The overall unadjusted relative risk (RR) for spontaneous abortions was 1.45 (95% confidence interval [CI] = 1.02-2.05) and changed little after adjusting for confounders (adjusted RR =1.4395% CI = 0.95-2.09). When stratified by work group, the risk of spontaneous abortion was statistically significantly increased for female workers in the photolithography group (RR = 1.6795% CI = 1.04-2.55) and in the etching group (RR = 2.0895% CI = 1.27-3.19). For women working with higher levels of EGE only in masking, the risk for spontaneous abortion was increased 3-fold (RR = 3.3895% CI = 1.61-5.73). In the prospective study, no statistically significant differences were detected in the overall rate of spontaneous abortions between fabrication and non-fabrication workers or when pregnancy outcomes were examined by work group. However, the ability to conceive was lower among female workers exposed to EGEs (fertility rate [FR] = 0.3795% CI = 0.11-1.19). /Ethylene glycol ethers//EPIDEMIOLOGY STUDIES/ Painters exposed to the solvent 2-methoxyethanol, which is also a metabolite of diglyme, were found to have an increased prevalence of oligospermia and azoospermia. ... Semen samples from 73 painters and 40 controls from a shipyard were analysed. The painters were exposed by inhalation to 0-17.7 mg 2-methoxyethanol/ cu m (mean 2.6 mg/cu m) and to 0-80.5 mg 2-ethoxyethanol (= ethylene glycol monoethyl ether)/cu m (mean 9.9 mg/cu m). Skin contact with 2-methoxyethanol and 2-ethoxyethanol was also considered possible. Exposure to numerous other substances, including organic solvents and metals, was also known to occur. While no effects were seen in hormone levels or in sperm viability, motility, and morphology, the prevalence of those with oligospermia differed between the groups. The proportion of men with a sperm density 100 million/cm3 was higher in the exposed group than in the unexposed group (33% vs. 20%P = 0.20). The proportion of those with oligospermia among painters who did not smoke compared with controls was 36% vs. 16% (P = 0.05). The proportion of those with oligospermia was similar between painters and controls who smoked (30% vs. 38%P = 0.49). The proportion of painters with azoospermia was 5% compared with 0% in the controls. /2-Methoxyethanol/
Artificial Pollution SourcesDiethylene glycol dimethyl ether's production and use as a solvent and an anhydrous reaction medium for organo-metallic synthesis(1) or as a solubilizer(2) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationAEROBIC: Diethylene glycol dimethyl ether had a 37.0% COD removal at 30 °C from a starting concentration of 600 mg COD/L (time period not given) indicating little degradation compared to 95% degradation of ethylene glycol monophenyl ether(1). Diethylene glycol dimethyl ether was degraded 33% after 25 days and a 7 day lag period using an activated sludge from an industry producing the chemical(2). 40% was removed in a 1% salt solution after 25 days with a 20 day lag period, higher salt concentrations inhibited the degradation of diethylene glycol dimethyl ether(2).
Environmental BioconcentrationAn estimated BCF of 3 was calculated in fish for diethylene glycol dimethyl ether(SRC), using a log Kow of -0.36(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).
Atmospheric standardsThis 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 dimethyl ether is produced, as an intermediate or final product, by process units covered under this subpart.
UN transport number1993
Hazard class3
Packing groupIII