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2-Methoxy-1-methylethylacetat
PGMEA · MPA · PROPYLENE GLYCOL MONOMETHYL ETHER ACETATE · PROPYLENE GLYCOL METHYL ETHER ACETATE · 2-METHOXY-1-METHYLETHYL ACETATE · 1-METHOXY-2-PROPANOL ACETATE · PMA/PGMEA · Dowanol PMA
Identifikatoren & physikalische Daten
| CAS No. | 108-65-6 |
|---|---|
| Summenformel | C6H12O3 |
| Durchschnittliche Molmasse | 132,16 g/mol |
| Monoisotopische Masse | 132,07864424 g/mol |
| SMILES | COCC(C)OC(C)=O |
| InChIKey | LLHKCFNBLRBOGN-UHFFFAOYSA-N |
| PubChem CID | 7946 |
| ChEMBL | CHEMBL3182130 |
| EC No. | 203-603-9 |
| DTXSID | DTXSID1026796 |
| Lokaler Name | 2-Methoxy-1-methylethylacetat |
Chemische & physikalische Eigenschaften
| XLogP | 0,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 35,5 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 4 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 90,3 |
| Solvents | Solvents -> Glycol Ethers (P Series) |
| Kosmetika | Cosmetic ingredients (Methoxyisopropyl Acetate) -> CIR (Cosmetic Ingredient Review)Solvent |
| LogP (Verteilungskoeffizient) | log Kow = 0.56 |
| Geruch | Sweet, ether-like |
| Dichte | 0.969 at 68 °F (USCG, 1999) - Less dense than waterwill float0.969 at 20 °CSaturated liquid density: 8.090 lbs/cu ft at 68 °F. Saturated vapor pressure: 0.072 lbs/sq in at 68 °CSaturated vapor density: 0.00167 lbs/cu ft at 68 °CRelative density (water = 1): 0.960.970 g/mL at 25 °C(lit.) |
| Viscosity | 1.23 sq mm/sec at 20 °C |
| Color/Form | Colorless liquid at 15 °C and 1 atm |
| Löslichkeit | In water, 1.98X10+5 mg/L at 25 °CIn water, 198 g/L at 20 °C, pH 6.8Solubility in water, g/100ml: 19.8water: soluble198g/L at 20°C19.8 g/L (25 ºC) |
| Flammpunkt | 114 °F (USCG, 1999)42 °C45.5 °C (113.9 °F) - closed cup108 °F (42 °C) - closed cup42 °C c.c.110 °F |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Siedepunkt | 302 °F at 760 mmHg (USCG, 1999)145-146 °CBP: 145.8 °C at 101.325 kPaBP: 302 °F = 150 °C = 423 K at 1 atm145-146 °C(lit.) |
| Decomposition | Hazardous decomposition products formed under fire conditions - Carbon oxides.When heated to decomposition it emits acrid smoke and irritating vapors. |
| Schmelzpunkt | -87 °C |
| Dampfdruck | 3.7 mm Hg ( 20 °C) |
| Brechungsindex | n20/D 1.402 |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless |
| pH | 4 (200g/l, H2O, 20℃) |
| Geruch | mild fruity odor |
| Explosionsgrenze | 1.5%(V) |
| BRN | 1751656 |
| Henry-Konstante | 2.9×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| Stabilität | Stable. Flammable. Incompatible with strong oxidizing agents, acids, bases. |
| Kosmetik-Inhaltsstoffe Funktionen | SOLVENT |
| InChI | 1S/C6H12O3/c1-5(4-8-3)9-6(2)7/h5H,4H2,1-3H3 |
| InChIKey | LLHKCFNBLRBOGN-UHFFFAOYSA-N |
| SMILES | COCC(C)OC(C)=O |
| LogP (Verteilungskoeffizient) | 1.2 at 20℃ |
| CAS Datenbank | 108-65-6(CAS DataBase Reference) |
| NIST chemische Informationen | 1-Methoxy-2-propyl acetate(108-65-6) |
| EPA chemische Informationen | 1-Methoxy-2-propyl acetate (108-65-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH226: Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for < 0.1% (1 of 3028) of reports.H226 (> 99.9%): Flammable liquid and vapor [Warning Flammable liquids] |
|---|---|
| Regulatorische Informationen | Chemical: 2-Propanol, 1-methoxy-, acetate2-Propanol, 1-methoxy-, 2-acetate is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propanol, 1-methoxy-, 2-acetate 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)PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.Status: Active Update: 03-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/147732-Propanol, 1-methoxy-, acetate: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - 2-Propanol, 1-methoxy-, acetate: Human health tier I assessment |
| DOT-Kennzeichnung | Flammable Liquid |
| Brandgefahren | Special Hazards of Combustion Products: Carbon dioxide and carbon monoxide may form when heated to decomposition. (USCG, 1999)Flammable. Above 42 °C explosive vapour/air mixtures may be formed. |
| Brandpotenzial | Flammable. |
| Gesundheitsgefahren | No significant adverse effects expected. (USCG, 1999) |
| Gefahrenübersicht | An eye and respiratory tract irritantInhalation of high concentrations can cause CNS depression[ICSC] Silk-screen printers were exposed to about 20 ppmPGMA is not tolerated by workers at concentrations >100 ppm because of objectionable odor and lacrimation. [AIHA] An irritant[MSDSonline] See n-Propyl acetate.Targets the kidney and liver[Sigma-Aldrich MSDS] See 1-Methoxy-2-propyl acetate. |
| Reaktive Gruppe | Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters |
| EG-Einstufung | Symbol: XiR: 10-36S: (2)-25 |
| UN-Einstufung | UN Hazard Class: 3UN Pack Group: III |
| TSCA-Anforderungen | Section 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. Effective date: 1/26/94Reporting date: 3/28/94.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. Propylene glycol monomethyl ether acetate is included on this list. Effective date: 1/26/94Sunset date: 12/19/95. |
| EPA Safer Chemical | Chemical: Propylene glycol methyl ether acetate |
| Brandbekämpfung | Fire Extinguishing Agents Not to Be Used: Water.Use alcohol-resistant foam, foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water. |
| Erste-Hilfe-Maßnahmen | Fresh air, rest. Refer for medical attention.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 a slurry of activated charcoal in water to drink. Do NOT induce vomiting. Rest. Refer for medical attention . |
| Erste Hilfe | Call for medical aid. |
| Sichere Lagerung | Fireproof. Separated from strong oxidants. Dry. |
| Expositionsschutz und Persönliche Schutzausrüstung | 50.0 [ppm] |
| Brandbekämpfungsverfahren | Suitable extinguishing media: Dry powder, dry sand. Unsuitable extinguishing media: Do NOT use water jet.Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.Use water spray to cool unopened containers.Use alcohol-resistant foam, foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.If material on fire or involved in fire: Use water in flooding quantities as fog. Use "alcohol" foam, dry chemical or carbon dioxide. Keep run-off water out of sewers and water sources. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. |
| Lagerbedingungen | Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Storage class (TRGS 510): 3: Flammable liquids.Fireproof. Separated from strong oxidants. Dry. |
| Reinigungsverfahren | ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Methods and materials for containment and cleaning up: Contain spillage, and then collect with non-combustible absorbent material, (e.g. sand, earth, diatomaceous earth, vermiculite) and place in container for disposal according to local/national regulations.Collect leaking and spilled liquid in sealable containers as far as possible. Wash away remainder with plenty of water. |
| Freisetung ohne Brand | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]: |
| Entsorgungsverfahren | SRP: 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 air, soil or watereffects on animal, aquatic and plant lifeand conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting as this material is highly flammableContaminated packaging: Dispose of as unused product. |
| Verschüttetes entsorgen | Collect leaking and spilled liquid in sealable containers as far as possible. Wash away remainder with plenty of water. |
| Preventive Measures | ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains.Precautions for safe handling: Avoid inhalation of vapor or mist. Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic charge.Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.For more Preventive Measures (Complete) data for 1-Methoxy-2-propyl acetate (10 total), please visit the HSDB record page. |
| Körperbelastung | At the end of a workweek 23 silkscreen printers gave a urine sample for capillary gas chromatographic analysis for 1,2-propanediol. The mean concentration was 2.52 (S.D. 2.01) mmol mol creatinine(-1) (median=1.76, n=23). The urinary excretion of 1,2-propanediol was linearly dependent on the preceding 1-methoxy-2-propanol exposure measured in the worker's breathing zone [y=0.99+0.28x, n=23, r=0.67, where y is the urinary 1,2-propanediol concentration, in mmol mol creatinine(-1) and x is the concentration, in cm3 m(-3), of 1-methoxy-2-propanol (90.2%), 1-ethoxy-2-propyl acetate (5.8%), 1-methoxy-2-propyl acetate (2.1%) and 1-ethoxy-2-propanol (1.9%) in the air].Personal air sampling for fluorides and solvents was done at 35 semiconductor fabrication facilities in the United States. Fluoride compounds were used in etching and cleaning operations, and solvents were used in photoresist and developing operations. All personal solvent and fluoride levels were less than 2 percent of current Occupational Safety and Health Administration (OSHA) standards. Statistical models of the exposure determinants for the target agents found production level, as indicated by number of semiconductor wafer cassettes loaded/unloaded from the target machines or baths, was predictive of fluoride, xylene and 1-methoxy-2-propyl acetate exposures. The percent of fresh air ventilation and the percent of xylene in the photoresist were also significant determinants in the statistical model predicting personal xylene exposure levels. |
| Umweltverhalten | TERRESTRIAL FATE: Based on a classification scheme(1), a measured log Koc of 0.362, corresponding to a Koc of 2.3(2) indicates that 1-methoxy-2-propyl acetate is expected to have very high mobility in soil(SRC). Volatilization of 1-methoxy-2-propyl acetate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.4X10-6 atm-cu m/mole(SRC), based upon its vapor pressure, 3.92 mm Hg(3), and water solubility, 1.98X10+5 mg/L(2). 1-Methoxy-2-propyl acetate is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(2). 50% Biodegradation in less than one day using sandy and sandy loam soils(4) suggests that biodegradation is an important environmental fate process in soil(SRC).AQUATIC FATE: Based on a classification scheme(1), a measured log Koc of 0.362, corresponding to a Koc of 2.3(2) indicates that 1-methoxy-2-propyl acetate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 3.4X10-6 atm-cu m/mole(SRC), derived from its vapor pressure, 3.92 mm Hg(4), and water solubility, 1.2X10+5 mg/L(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 12 and 93 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from its log Kow of 0.56(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 100% Biodegadation in the Zahn-Wellens test(7) indicates that biodegradation is 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), 1-methoxy-2-propyl acetate, which has a vapor pressure of 3.92 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-methoxy-2-propyl acetate 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 32 hrs(SRC), calculated from its rate constant of 1.2X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). d(1)this corresponds to half-lives of 2.4 yrs and 88 days at pH values of 7 and 8, respectively(1). Using an atmospheric simulation chamber, no photolysis of 1-methoxy-2-propyl acetate was observed(4)therefore, the compound is not expected to be susceptible to direct photolysis by sunlight(SRC). |
| Unerwünschte Wirkungen | Neurotoxin - Acute solvent syndrome |
| Expositionspfade | The substance can be absorbed into the body by inhalation of its aerosol or vapour and by ingestion. |
| Toxizitätsübersicht | Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.orgIDENTIFICATION AND USE: 1-Methoxy-2-propyl acetate is used as a solvent in cosmetic formulations, as well as in surface coatings, inks, and cleaners. HUMAN STUDIES: The substance defats the skin, which may cause dryness or cracking. It is irritating to the eyes and respiratory tract. Exposure at high levels could cause depression of the central nervous system. ANIMAL STUDIES: Watery eyes, anorexia, rapid shallow breathing, and excess salivation were observed in rats given a single dose of 4000, 6300, or 10,000 mg/kg 1-methoxy-2-propyl acetate. 1-Methoxy-2-propyl acetate was not a skin irritant in rabbits. 10% 1-methoxy-2-propyl acetate in water was not a sensitizer in a guinea pig maximization test. Some slight changes were observed in the appearance of renal tissues in rats exposed to 3000 ppm 1-methoxy-2-propyl acetate. Slight to moderate degeneration of the olfactory epithelium in the nasal cavities was seen in rats and in mice. 1-Methoxy-2-propyl acetate had no adverse effect on reproductive parameters in rat developmental studies. 1-Methoxy-2-propyl acetate did not induce mutations or toxicity in Salmonella typhimurium strains TA98, TA100, TA1535, or TA1537 or in Escherichia coli WP2 uvrA, with or without metabolic activation. |
| Signs and Symptoms | Cough. Dizziness. Drowsiness. Headache. Nausea. Sore throat.Dry skin.Redness. Pain.Abdominal pain. Diarrhoea. Unconsciousness. |
| Ongoing Test Status | EPA has released the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays/[USEPAICSS Dashboard ApplicationAvailable from, as of August 9, 2018: http://actor.epa.gov/dashboard/] |
| Soil Adsorption/Mobility | A measured log Koc of 0.362, corresponding to a Koc of 2.3, was reported for 1-methoxy-2-propyl acetate(1). According to a classification scheme(2), this estimated Koc value suggests that 1-methoxy-2-propyl acetate is expected to have very high mobility in soil(SRC). |
| Atmospheric Concentrations | SOURCE DOMINATED: 1-Methoxy-2-propyl acetate was present as 10 and 27% of total emissions from two of nine large-scale semiconductor manufacturing facilities in Hsin-chu, Taiwan, monitoried from October 2000-September 2001. The total VOC emission factor was estimated to be 0.038 kg/L for semiconductor manufacturing processes(1). |
| Human Toxicity Excerpts | /SIGNS AND SYMPTOMS/ The substance defats the skin, which may cause dryness or cracking./SIGNS AND SYMPTOMS/ The substance is irritating to the eyes and respiratory tract. Exposure at high levels could cause depression of the central nervous system. |
| Artificial Pollution Sources | 1-Methoxy-2-propyl acetate's production and use in surface coatings, inks and cleaners(1), and in house paint, home maintenance and in auto finishing products(2) may result in its release to the environment through various waste streams(SRC). |
| Environmental Biodegradation | AEROBIC: A 61% Theoretical Oxygen Demand has been reported for 1-methoxy-2-propyl acetate in a 20-day BOD test(1). C14-1-Methoxy-2-propyl acetate, present at 20 ppm, was 50% biodegradaded in less than one day using a sandy soil and a Londo sandy loam soil (Bay Co, MI) and a Tappan sandy loam (Midland, MI). The biodegradation product, 1-methoxy-2-propanol, was furthere degraded 97% within 6 days in the sandy loam soils12% biodegraded within 12 days in the sand soil(2). 1-Methoxy-2-propanol acetate was 100% biodegaded in the Zahn-Wellens testhalf-lives of 5.5 days in the OECD 301F test (96% Theoretical Oxygen Demand) and 14.8 days in the 301E test (70% DOC removal) have been reported(3). |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3271 3/PG 3 |
| Zollcode | 29153990 |
| RTECS-Nr. | AI8925000 |
| R-Sätze (R) | 61-10-36 |
| Gefahrensymbole | T,Xi |
| Sicherheitshinweise (S) | 53-25-45 |
| Gefahrenklasse | 3Flam. Liq. 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
| Gefahrstoffdaten | 108-65-6(Hazardous Substances Data) |
| Selbstentzündungstemperatur | 669 °F |
Anwendungen & Verwendung
Beschreibung
Propylene glycol methyl ether acetate (PGMEA), also known as propylene glycol monomethyl ether acetate, with molecular formula of C6H12O3, is a colorless hygroscopic liquid with special smell. It is a non pollution solvent with multi-functional groups. It is mainly used as the solvent of ink, paint, ink, textile dye and textile oil agent, and also as the cleaning agent in the production of LCD. Flammable, may form explosive vapor / air mixture above 42 ° C. Propylene glycol methyl ether acetate (PGMEA) is an advanced solvent. Its molecule has both ether bond and carbonyl. Carbonyl forms the structure of ester and contains alkyl at the same time. In the same molecule, there are both non-polar and polar parts. The functional groups of these two parts not only restrict and repel each other, but also play their inherent roles. Therefore, it has a certain solubility for non-polar substances and polar substances.1-Methoxy-2-propyl acetate (PGMEA) is a material contains polar groups and non polar group , has good ability of dissolving and coupling, commonly used in solvent based coatings and screen printing ink. Using dipropylene glycol methyl ether and acetic acid as raw material, under the catalysis of solid acid, via esterification reaction to generated crude product and its high purity PGMEA after distillation.
Verwenden
1,2-Propanediol monomethyl ether acetate is used as a solvent for paints, inks, lacquers, varnishes, cleaners and coatings. It is also used as a solvent for degreasing circuit boards and in food contact applications. Further, it is used in photoresist formulations in the semiconductor industry.