化工社化工社 化学情報印刷レポート · 研究参考用
2-メトキシエタノール
2-メトキシエタノール · メチルオキシトール · ポリソルブEM · ジェフェルソールEM · エチレングリコールモノメチルエーテル · 3-オキサブタン-1-オール · メチルセルソルブ · メトキシエタノール
識別子と物理属性
| CAS No. | 109-86-4 |
|---|---|
| 分子式 | C3H8O2 |
| 平均分子量 | 76.09 g/mol |
| 単同位体質量 | 76.05242949 g/mol |
| SMILES | COCCO |
| InChIKey | XNWFRZJHXBZDAG-UHFFFAOYSA-N |
| PubChem CID | 8019 |
| ChEMBL | CHEMBL444144 |
| ChEBI | CHEBI:46790 |
| EC No. | 203-713-7 |
| DTXSID | DTXSID5024182 |
| 現地名 | 2-メトキシエタノール |
化学・物理的性質
| XLogP | -0.8 |
|---|---|
| 極性表面積 | 29.5 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 2 |
| 重原子数 | 5 |
| 形式電荷 | 0 |
| 複雑度 | 14 |
| LogP（分配係数） | -0.77log Kow = -0.77-0.503 |
| 臭い | Mild agreeable odorEther-like odor軽度のエーテル。 |
| 味 | Bitter |
| 密度 | 0.966 at 68 °F (USCG, 1999) - Less dense than waterwill float0.9647 g/cu cm at 20 °CBulk density: 8.0 lb/galRelative density (water = 1): 0.961.4 @ 20°C0.965 g/mL at 25 °C(lit.) |
| Color/Form | Colorless liquid |
| 溶解度 | greater than or equal to 100 mg/mL at 70 °F (NTP, 1992)1000000Miscible with waterMiscible with alcohol, ether, acetone, dimethylformamideMiscible with hydrocarbons, alcohols, ketones, glycolsSolubility in water: miscibleアセトン、ジメチルスルホキシド、95% エタノールに非常に溶けやすい (Keith and Walters, 1992 で引用)。 N,N-ジメチルホルムアミド、エーテル、グリセロールと混和する (Windholz et al., 1983)。溶ける |
| Corrosivity | Methyl cellosolve will attack some forms of plastics, rubber, and coatings. |
| 引火点 | 107 °F (NTP, 1992)41.7 °C42 °C closed cup120 °C open cupFlash point 40 °C (104 °F) - closed cup39 °C c.c.115 °F |
| 沸点 | 257 °F at 768 mmHg (NTP, 1992)124.1124.1 °C125 °C256 °F124.5 °C @760 [mm Hg]124-125 °C(lit.) |
| Decomposition | Thermal decomposition 204 - 232 °CHazardous decomposition products: Hazardous decomposition products formed under fire conditions. - Carbon oxides. |
| 融点 | -121.2 °F (NTP, 1992)-85.1-85.1 °C-85 °C-121 °F-86.5 °C |
| 蒸気密度 | 2.62 (NTP, 1992) - Heavier than airwill sink (Relative to Air)2.62 (Air = 1)Relative vapor density (air = 1): 2.62.62 (vs air) |
| 蒸気圧 | 6.17 mm Hg ( 20 °C) |
| 屈折率 | n20/D 1.402(lit.) |
| 貯蔵条件 | Store at +5°C to +30°C. |
| pKa（酸解離定数） | 15.7(at 25℃) |
| 外観・状態 | 液体 |
| 色 | グリーンキャップ |
| pH | 7 (20°C) |
| 爆発限界 | 2.5-20%(V) |
| 比熱容量 | Cp(liquid): 2.25 J/(g·K), at 25℃ |
| Merck | 14,6038 |
| BRN | 1731074 |
| ヘンリー定数 | (x 10-2 atmm3/mol): 4.41, 3.63, 11.6, 3.09, and 3.813 at 10, 15, 20, 25, and 30 °C, respectively (EPICS, Ashworth et al., 1988) |
| 誘電率 | 15.8(20℃) |
| 安定性 | 安定していますが、空気と接触すると爆発性の過酸化物が生成される場合があります。材料が一定期間空気にさらされる場合、特に蒸留によって精製される場合は、使用前に過酸化物テストを実行する必要があります。強力な酸化剤と接触すると、火災や爆発を引き起こす可能性があります。強アルカリ、AC水には不向き。 |
| 化粧品成分の機能 | 溶媒粘度制御 |
| InChI | 1S/C3H8O2/c1-5-3-2-4/h4H,2-3H2,1H3 |
| InChIKey | XNWFRZJHXBZDAG-UHFFFAOYSA-N |
| SMILES | COCCO |
| LogP（分配係数） | -0.77 at 20℃ |
| CAS データベース | 109-86-4(CAS DataBase Reference) |
| NISTの化学物質情報 | Ethanol, 2-methoxy-(109-86-4) |
| EPAの化学物質情報 | 2-Methoxyethanol (109-86-4) |
化学的特性
2-Methoxyethanol is a colorless liquid with a slight ethereal odor. The Odor Threshold is 0.9 2.3 ppm. It is miscible with water and with aliphatic and aromatic hydrocarbons. It is a solvent for essential oils, lignin, dammar, Elemi Essential Oil, ester gum, kauri, mastic, rosin, sandarac resin, shellac, Zanzibar, nitrocellulose, cellulose acetate, alcohol-soluble dyes, and many synthetic resins. Its solvency far cellulose esters are augmented when a ketone or halogenated hydrocarbon Is added.
安全性と法規制
| GHS 分類 | DangerH226: Flammable liquid and vapor [Warning Flammable liquids]H302: Harmful if swallowed [Warning Acute toxicity, oral]H312: Harmful in contact with skin [Warning Acute toxicity, dermal]H332: Harmful if inhaled [Warning Acute toxicity, inhalation]H360FD: May damage fertilityMay damage the unborn child [Danger Reproductive toxicity]P203, P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P317, P318, P321, P330, P362+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 規制情報 | Chemical: Ethanol, 2-methoxy-Hazard Traits - Developmental ToxicityReproductive ToxicityAuthoritative List - CA TACsEC Annex VI CMRs - Cat. 1BOEHHA RELsProp 65Report - regardless of intended function of ingredient in the productCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Ethanol, 2-methoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanol, 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: 02-09-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/14919 |
| その他の安全情報 | IMAP assessments - Alkoxyethanols (C1-C2) and their acetates: Human health tier II assessmentIMAP assessments - Ethanol, 2-methoxy-: Environment tier I assessment |
| 輸送ラベル（DOT） | Flammable Liquid |
| 火災危険 | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. CAUTION: Ethanol (UN1170) can burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.) Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids will float on water. (ERG, 2024)· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.CAUTION: Ethanol (UN1170) can burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.)· Vapors may form explosive mixtures with air.· Vapors may travel to source of ignition and flash back.· Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.).· Vapor explosion hazard indoors, outdoors or in sewers.· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.· Runoff to sewer may create fire or explosion hazard.· Containers may explode when heated.· Many liquids will float on water.Flammable. Above 39 °C explosive vapour/air mixtures may be formed. |
| 火災の可能性 | Flammable |
| 健康有害性 | Irritation of skin and eyes. Chronic exposure may also cause weakness, sleepiness, headache, gastrointestinal upset, weight loss, change of personality. (USCG, 1999)· Inhalation or contact with material may irritate or burn skin and eyes.· Fire may produce irritating, corrosive and/or toxic gases.· Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas.· Runoff from fire control or dilution water may cause environmental contamination. |
| 有害性の概要 | EGME is toxic to the bone marrow and testicles. Workers exposed to high levels are at risk for granulocytopenia, macrocytic anemia, oligospermia, and azoospermia. A study of shipyard painters with evidence of testicular toxicity showed EGME TWA concentrations of up to 5.7 ppm (mean = 0.83 ppm) along with 2-ethoxyethanol TWA exposures at up to 22 ppm. Because EGME is readily absorbed through the skin, air levels are an inadequate assessment of exposure. In lethal concentration studies in rats, death is due to lung and kidney damage. Liver injury is observed in animals after subchronic inhalation studies. [ACGIH] CNS depression has not been seen after acute occupational exposure, but there have been reports of encephalopathy in workers exposed to 2-methoxyethanol over a period of weeks to months. [LaDou, p. 549] For ethylene glycol ethers, there is limited positive evidence of spontaneous abortions and decreased sperm counts in humans and strong positive evidence of birth defects and testicular damage in animals. [ATSDR Case Studies # 29] 53 workers exposed to EGME manufacturing copper-laminate circuit boards in Taiwan did not have evidence of liver toxicity compared to the control group. [Loh CH, et al. Hepatic Effects in Workers Exposed to 2-Methoxy Ethanol. J Occup Environ Med 200446:707-713] Potential adverse effects include injury to the bone marrow, liver, kidneys, and CNS (unconsciousness). May be a reproductive toxin, cause anemia, and defat the skin[ICSC] In animal experiments, causes congenital malformations and injury to the testesEvidence of reproductive effects in humans has not been convincing[REPROTOX] Labeled as May impair fertility and May cause harm to the unborn child by EU regulations[Glycol Ethers Online]See 2-Methoxyethanol. |
| 輸送番号・ガイド（DOT） | 1188 127 |
| FDA 要件 | Ethylene glycol monomethyl ether is an indirect food additive for use only as a component of adhesives. |
| 反応性グループ | Alcohols and PolyolsEthers |
| EC 分類 | Symbol: TR: 60-61-10-20/21/22S: 53-45Note: E |
| UN 分類 | UN Hazard Class: 3UN Pack Group: III |
| 消火 | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient. CAUTION: For fire involving UN1170, UN1987 or UN3475, alcohol-resistant foam should be used. CAUTION: Ethanol (UN1170) can burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.).SMALL FIRE: Dry chemical, CO2, water spray or alcohol-resistant foam.LARGE FIRE: Water spray, fog or alcohol-resistant foam. Avoid aiming straight or solid streams directly onto the product. If it can be done safely, move undamaged containers away from the area around the fire.FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzlesif this is impossible, withdraw from area and let fire burn. (ERG, 2024)Use water spray, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water. |
| 応急処置措置 | Fresh air, rest. Refer for medical attention.Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .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. Refer for medical attention . |
| 漏出応急措置 | · CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· Keep unauthorized personnel away.· Stay upwind, uphill and/or upstream.· Ventilate closed spaces before entering, but only if properly trained and equipped.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.· All equipment used when handling the product must be grounded.· Do not touch or walk through spilled material.· Stop leak if you can do it without risk.· Prevent entry into waterways, sewers, basements or confined areas.· A vapor-suppressing foam may be used to reduce vapors.· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.· Use clean, non-sparking tools to collect absorbed material.Large Spill· Dike far ahead of liquid spill for later disposal.· Water spray may reduce vapor, but may not prevent ignition in closed spaces. |
| 応急処置 | 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.SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.INHALATION: IMMEDIATELY leave the contaminated areatake deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be usedif not available, use a level of protection greater than or equal to that advised under Protective Clothing.INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)General First Aid:· Call 911 or emergency medical service.· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.· Move victim to fresh air if it can be done safely.· Administer oxygen if breathing is difficult.· If victim is not breathing:-- DO NOT perform mouth-to-mouth resuscitationthe victim may have ingested or inhaled the substance.-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.· Remove and isolate contaminated clothing and shoes.· For minor skin contact, avoid spreading material on unaffected skin.· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.· For severe burns, immediate medical attention is required.· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.· Keep victim calm and warm.· Keep victim under observation.· For further assistance, contact your local Poison Control Center.· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.Specific First Aid:· Wash skin with soap and water.(General first aid procedures)Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.Skin: Water flush promptly - If this chemical contacts the skin, flush the contaminated skin with water promptly. If this chemical penetrates the clothing, immediately remove the clothing and flush the skin with water promptly. If irritation persists after washing, get medical attention.Breathing: Respiratory supportSwallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately. |
| 安全保管 | Fireproof. Separated from strong oxidants and food and feedstuffs. Keep in the dark. Cool. |
| 暴露管理・個人防護 | · Wear positive pressure self-contained breathing apparatus (SCBA).· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.Biological Exposure Indices (BEI) [ACGIH] - 2-Methoxyacetic acid in urine = 1 mg/g creatinineend of shift at end of workweek1.0 [ppm], sum of concentrations of CAS 109-86-4 and its acetate in air[German Research Foundation (DFG)] |
| 消火手順 | Use water spray, powder, alcohol-resistant foam, carbon dioxide.Extinguish with dry chemical, alcohol foam, or carbon dioxide. Cool exposed containers with water.In case of fire: keep drums, etc., cool by spraying with water.Special protective equipment for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.Suitable extinguishing media: Use water spray, alcohol - resistant foam, dry chemical or carbon dioxide. |
| 保管条件 | Fireproof. Separated from strong oxidants and food and feedstuffs. Keep in the dark. Cool.Storage temperature: ambient. Venting: open (flame arrester).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. |
| 清掃方法 | Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulationsPrevent further leakage or spillage if safe to do so. Do not let product enter drains.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.1. Remove all ignition sources. 2. Ventilate area of spill or leak. 3. For small quantities, absorb on paper towels. Evaporate in a safe place (such as a fume hood). Allow sufficient time for evaporating vapors to completely clear the hood ductwork. Burn the paper in a suitable location away from combustible materials. Large quantities can be collected and atomized in a suitable combustion chamber. Methyl cellosolve should not be allowed to enter a confined space, such as a sewer, because of the possibility of an explosion. |
| 非火災時の漏出対応 | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. Use clean, non-sparking tools to collect absorbed material.LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2024) |
| 処分方法 | SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity 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 and plant lifeand conformance with environmental and public health regulations.SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.Methyl cellosolve may be disposed of by atomizing in a suitable combustion chamber.Concentrated waste containing no peroxides: discharge liquid at a controlled rate near a pilot flame. Concentrated waste containing peroxides: perforation of a container of the waste from a safe distance followed by open burning. Recommendable methods: Incineration.For more Disposal Methods (Complete) data for 2-METHOXYETHANOL (7 total), please visit the HSDB record page. |
| 漏出処分 | Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Ventilation. Remove all ignition sources. Collect leaking and spilled liquid in sealable containers as far as possible. Wash away remainder with plenty of water. |
| 相互作用 | ... A single exposure of mice to 125 ppm /2-methoxyethanol/ for 4 hr potentiated the hypnotic effects of barbituratesat 500 ppm for 4 hr, spontaneous motor activity decreased.The iv LD50 of serratia marcescens endotoxin in mice was 17 mg/kg. However, when the endotoxin was followed immediately by 950 mg iv methyl cellosolve, the LD50 dropped to 0.25 mg/kg. Ip methyl cellosolve also caused potentiation as did the pre-incubation of methyl cellosolve and endotoxin prior to injection.In adult female SPF Sprague-Dawley rats exposed for 2 hr to 1600 ppm 2-methoxyethanol (ME) the blood level of ME was considerably increased after pretreatment with ethanol (20 mmol/kg, ip). The blood level of ME remained nearly constant after the co-administration of ME (10 mm/kg, ip) with ethanol (20 mmol/kg), as long as ethanol levels in the blood remained above 3 mmol/l. Repeated ip dosing (five times one injection per hour) with ME (5mmol/kg) plus ethanol (8 or 10 mmol/kg) each resulted in an almost complete accumulation of ME. The prolonged retention of ME is due to an inhibition of its degradation via competition with ethanol for alcohol dehydrogenase.Ethylene glycol monomethyl ether (EGME) was administered to young male rats at doses varying from 50 to 500 mg/kg/day for 11 days. At sequential times animals were killed and testicular histology examined. The initial and major site of damage was restricted to the primary spermatocytes undergoing post zygotene meiotic maturation and division. When animals were treated with inhibitors of alcohol metabolism followed by a testicular toxic dose of EGME (500 mg/kg) an inhibitor of alcohol dehydrogenase (pyrazole) offered complete protection. However pretreatment with aldehyde dehydrogenase inhibitors disulfiram or pargyline did not ameliorate the testicular toxicity of EGME.For more Interactions (Complete) data for 2-METHOXYETHANOL (14 total), please visit the HSDB record page. |
| 標的器官 | ReproductiveEyes, respiratory system, central nervous system, blood, kidneys, reproductive system, hematopoietic system |
| 生態毒性値 | LC50Species: Lepomis macrochirus (bluegill)Conditions: /Static bioassay in fresh water at 23 °C, mild aeration applied after 24 hr/Concentration: >10,000 ppm for 96 hrSpecies: Menidia beryllina (inland silverside)Conditions: Static bioassay in synthetic seawater at 23 °C, mild aeration applied after 24 hrConcentration: >10,000 mg/L for 96 hrSpecies: Guppy (Poecilia reticulata)Concentration: 17,400 mg/L for 7 days /Conditions of bioassay not specified in source examined/Species: Leuciscus idus (ide)Conditions: staticConcentration: >10000 mg/L for 48 hrFor more Ecotoxicity Values (Complete) data for 2-METHOXYETHANOL (12 total), please visit the HSDB record page. |
| 環境中動態 | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a log Kow of -0.77(2) and a regression-derived equation(3), indicates that 2-methoxyethanol is expected to have very high mobility in soil(SRC). Volatilization of 2-methoxyethanol from moist soil surfaces is expected to be an environmental fate process(SRC) given a Henry's Law constant of 3.3X10-7 atm-cu m/mole(4). The potential for volatilization of 2-methoxyethanol from dry soil surfaces may exist(SRC) based upon a vapor pressure of 9.5 mm Hg(5). Utilizing the Japanese MITI test, 83% of the Theoretical BOD was reached in 2 weeks(6) indicating that biodegradation is an important environmental fate process in soil(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a log Kow of -0.77(2) and a regression-derived equation(3), indicates that 2-methoxyethanol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces may occur(4) based upon a Henry's Law constant of 3.3X10-7 atm-cu m/mole(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 97 days and 700 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Utilizing the Japanese MITI test, 83% of the Theoretical BOD was reached in 2 weeks(7) indicating 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), 2-methoxyethanol, which has a vapor pressure of 9.5 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-methoxyethanol 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 31 hours(SRC), calculated from its rate constant of 1.25X10-11 cu cm/molecule-sec at 25 °C(3). 2-Methoxyethanol does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC). |
| 有害作用 | Neurotoxin - Acute solvent syndromeOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.Nephrotoxin - The chemical is potentially toxic to the kidneys in the occupational setting.Aplastic anemia - The presence of increased methemoglobin in the bloodthe compound is classified as primary toxic effect.Reproductive Toxin - A chemical that is toxic to the reproductive system, including defects in the progeny and injury to male or female reproductive function. Reproductive toxicity includes developmental effects. See Guidelines for Reproductive Toxicity Risk Assessment. |
| 暴露経路 | The substance can be absorbed into the body by inhalation, through the skin and by ingestion.inhalation, skin absorption, ingestion, skin and/or eye contact |
| 毒性の概要 | IDENTIFICATION AND USE: 2-Methoxyethanol (2-ME) is a colorless liquid with ether-like odor. It is used as a solvent for cellulose acetate, natural and synthetic resins, some alcohol-soluble dyesin nail polishes, quick-drying varnishes and enamels, and wood stains. It is also used as a as a jet fuel de-icer. HUMAN EXPOSURE AND TOXICITY: The substance is mildly irritating to the eyes and respiratory tract and may cause effects on the central nervous system, blood, bone marrow, kidneys and liver. Exposure at high levels could cause unconsciousness. The liquid defats the skin. Two non-fatal cases of poisoning by consuming 100 mL 2-ME in men aged 41 and 23 were reported. In addition to agitation and confusion, the predominant clinical features were nausea, cyanosis, hyperventilation, slight tachycardia, and metabolic acidosis. In one patient there were suggestions of moderate kidney failure. No evidence of liver damage was found and both patients recovered within 4 weeks. Chronic poisonings from vapors lead to toxic encephalopathy and evidence of bone marrow depression without hemolysis. Lung, kidney and liver changes have been observed. It was found that individuals exposed in utero to 2-ME showed characteristic dysmorphic features, unexplained mental retardation, and persistent cytogenetic damage. Exposure to 2-ME in utero could result in terminal chromosome rearrangements and shortening of telomere length. Epidemiological studies of workers exposed to 2-ME and 2-ethoxyethanol have shown some evidence of adverse effect on the male reproductive system, with an increased frequency of reduced sperm counts. ANIMAL TOXICITY STUDIES: In guinea pigs, 5 daily sc injections of either 0.5 or 1.0 mL/kg caused prostration, labored breathing, and death. Clinical exam and autopsy of the animals acutely treated with 2-ME revealed anuria, calcified casts in urine, irritation of bladder mucosa, hemorrhage in GI tract, lung edema, and liver and testicular injury. In mice, oral adm |
| 生態毒性抜粋 | /AQUATIC SPECIES/ Medaka Oryzias latipes is a well-recognized biomedical fish model because of advantageous features such as small body size, transparency of embryos, and established techniques for gene knockout and modification. The goal of this study was to evaluate two critical factors, cryoprotectant and cooling rate, for sperm cryopreservation in 0.25-mL French straws. The objectives were to: (1) evaluate the acute toxicity of methanol, 2-methoxyethanol (ME), dimethyl sulfoxide (Me(2)SO), N,N-dimethylacetamide (DMA), N,N-dimethyl formamide (DMF), and glycerol with concentrations of 5%, 10%, and 15% for 60min of incubation at 4 °C(2) evaluate cooling rates from 5 to 25 °C/min for freezing and their interaction with cryoprotectants, and (3) test fertility of thawed sperm cryopreserved with selected cryoprotectants and associated cooling rates. Evaluation of cryoprotectant toxicity showed that methanol and ME (5% and 10%) did not change the sperm motility after 30minMe(2)SO, DMA, and DMF (10% and 15%) and glycerol (5%, 10% and 15%) significantly decreased the motility of sperm within 1min after mixing. Based on these results, methanol and ME were selected as cryoprotectants (10%) to evaluate with different cooling rates (from 5 to 25 °C/min) and were compared to Me(2)SO and DMF (10%) (based on their use as cryoprotectants in previous publications). Post-thaw motility was affected by cryoprotectant, cooling rate, and their interaction (P</=0.000). The highest post-thaw motility (50+/-10%) was observed at a cooling rate of 10 °C/min with methanol as cryoprotectant. Comparable post-thaw motility (37+/-12%) was obtained at a cooling rate of 15 °C/min with ME as cryoprotectant. With DMF, post-thaw motility at all cooling rates was </=10% which was significantly lower than that of methanol and ME. With Me(2)SO, post-thaw motilities were less than 1% at all cooling rates, and significantly lower compared to the other three cryoprotectants (P</=0.000). When sperm from/AQUATIC SPECIES/ Growth inhibition of green algae by /2-methoxyethanol/ (2-ME) was noted at 104 mg/L and of cyanobacteria (blue-green algae) at 100 mg/L. |
| Signs and Symptoms | Confusion. Cough. Sore throat. Dizziness. Headache. Nausea. Unconsciousness. Vomiting. Weakness.MAY BE ABSORBED! Further see Inhalation.Redness. Pain. Blurred vision.Abdominal pain. Diarrhoea. Nausea. Vomiting. Further see Inhalation.irritation eyes, nose, throatheadache, drowsiness, lassitude (weakness, exhaustion)ataxia, tremoranemic pallorIn Animals: reproductive, teratogenic effects |
| Ongoing Test Status | The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical.[Available from, as of May 28, 2014: http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=109-86-4] |
| Effluent Concentrations | Ten household products were screened by a headspace technique for the emission of volatile organic compounds2-methoxyethanol was detected, not quantified, in liquid wax for marble, ceramic, and linoleum(1). 2-Methoxyethanol was identified in the base/neutral fraction from wastewater and sludge sampled from the Iona Island Sewage Treatment Plant in Vancouver, British Columbia June-August 1983no concentration was provided(2). |
| EPA IRIS Information | 2-MethoxyethanolReproductive2 x 10 ^-2 mg/m^3 |
| FIFRA 要件 | As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Methoxyethanol is found on List C. Case No: 3036Pesticide type: fungicide, antimicrobialCase Status: No products containing the pesticide are actively registered. Therefore, we are characterizing the case as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.Active ingredient (AI): methoxyethanolData Call-in (DCI) Date(s): 09/30/1992AI Status: The active ingredient is no longer contained in any registered products ... "cancelled." |
| 大気基準 | 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. Ethylene glycol monomethyl ether is produced, as an intermediate or a final product, by process units covered under this subpart. |
| F | 10 |
| 職業暴露区分（OEB） | C |
| 職業暴露限界（OEL） | TWA: 0.1 ppm (0.3 mg/m3) [skin] |
| 水環境危害等級（WGK） | 3 |
| 生命健康即時危険濃度 | 200 ppm |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | ZC0110000 |
| 輸送番号（UN） | UN 1188 |
| 毒性 | LD50 in rats, guinea pigs (mg/kg): 2460, 950 orally (Smyth)LC50 (7 hr in air) in mice: 4.6 mg/l (Werner) |
| PRTR法 | 第一種指定化学物質 |
| 税関コード | 29332990 |
| 危険文句（R） | 60-61-10-20/21/22-39/23/24/25-23/24/25-11-35-34-36/38 |
| 化審法 | (2)-405, (7)-97 優先評価化学物質 |
| 安衛法 | 有機則 第二種有機溶剤等 |
| 消防法 | 危-4-2-III |
| 危険表示 | T,F,C |
| 安全措置（S） | 53-45-36/37-16-26-23-36/37/39 |
| 危険等級 | 3Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralFlam. Liq. 3Repr. 1BSTOT RE 2STOT SE 1 |
| 包装等級 | III |
| 自然発火温度 | 548 °F |
| 環境リスク評価 | 2-メトキシエタノール(109-86-4) |
| 貯蔵分類 | 3 - Flammable liquids |
| 有害物質データ | 109-86-4(Hazardous Substances Data) |
用途
用途
化学物質中間体
用途
ニトロセルロース,アセチルセルロース,天然および、合成樹脂,アルコール可溶染料の溶媒,防湿セロハンの接着,速乾ワニス,エナメル,つめみがきに使用.鉄, 硫酸根,二硫化炭素の定量用試薬, KAR1 FISCHER試薬.
説明
2-Methoxyethanol (2-ME), also known as ethylene glycol monomethyl ether, is a glycol ether that has been known since the 1920s, but its use significantly increased in the 1970s. Methoxyethanol is an E-series glycol ether derived from methanol and ethylene oxide. Other commonly used glycol ethers include ethoxyethanol, butoxyethanol, and methoxypropanol.
使用
2-Methoxyethanol is considered a non-comedogenic raw material. It is used as a solvent in nail products and as a stabilizer in cosmetic emulsions. It is able to penetrate the skin and may cause skin irritation.
一般的な説明
A clear colorless liquid. Flash point of 110°F. Less dense than water. Vapors are heavier than air.
製法・合成法
製造方法
From Methanol Plus Ethylene glycol, by heating under pressure.
純化方法
Peroxides can be removed by refluxing with stannous chloride or by filtration under slight pressure through a column of activated alumina. 2-Methoxyethanol can be dried with K2CO3, CaSO4, MgSO4 or silica gel, then distilled from sodium. Aliphatic ketones (and water) can be removed by making the solvent 0.1% in 2,4-dinitrophenylhydrazine and allowing to stand overnight with silica gel before fractionally distilling. [Beilstein 1 IV 2375.]