基本情報
- 標準SMILES
CCOC- InChIKey
XOBKSJJDNFUZPF-UHFFFAOYSA-N- 分子式
- C3H8O
- 平均分子量
- 60.1 g/mol
- 単同位体質量
- 60.05751488
概要
Ethyl methyl ether appears as a clear colorless gas with a medicine-like odor. Less dense than water. Vapors are heavier than air. Under prolonged exposure to fire or heat the containers may rupture violently and rocket.
名称と識別子
- 優先名称
- Methoxyethane
- IUPAC
- methoxyethane
- 現地名
- エチルメチルエーテル
- 英語名
- ETHYL METHYL ETHER
- 分子式
- C3H8O
- 分子量
- 60.1
名称と別名
名称をさらに表示
データベース識別子
- CAS
540-67-0、69012-85-7- PubChem CID
- 10903
- DTXSID
DTXSID5074557- ChEBI
CHEBI:39832- UNII
- TF7D64JK16
- EC Number
- 611-089-6
- Nikkaji
- J2.636K
物性
構造計算による物性
- XLogP
- 0.4
- 極性表面積
- 9.2 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 1
- 回転可能結合数
- 1
- 重原子数
- 4
- 形式電荷
- 0
- 複雑度
- 7.2
実験および物理化学的性質
Solubility
SOL IN ACETONE
MISCIBLE IN ETHYL ALCOHOL, ETHYL ETHER
Flash Point
-35 °F (NFPA, 2010)
-35 °F (closed cup)
物理化学的性質
- 融点
- -113.15 °C · -113.15°C
- 沸点
- 10.8 ° · bp 10.8°
- 比重(密度)
- 0 · d00 0.725
- 屈折率
- 1.3441 · 1.3441
- 比熱容量
- 1.55 J/ · Cp(gas): 1.55 J/(g·K), at 25℃
- Merck
- 3828 · 3828
- Henry's Law Constant
- 8.2 · 8.2×10-3 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- CAS データベース
- 540 · 540-67-0
- EPAの化学物質情報
- Ethane, methoxy- (540-67-0)
化学的性質
化学的特性Colorless liquid. Soluble in water; miscible with alcohol and ether.
安全と法規制
GHS分類
GHS Classification
Danger
H220: Extremely flammable gas [Danger Flammable gases]
P203, P210, P222, P280, P377, P381, and P403 (click each P-code to see the statement)
Danger
H220 (100%): Extremely flammable gas [Danger Flammable gases]
P203, P210, P222, P280, P377, P381, P403, and P410+P403 (click each P-code to see the statement)
危険有害性情報
Fire Hazards
Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:
· EXTREMELY FLAMMABLE.
· EXTREMELY FLAMMABLE.
Fire Potential
HIGHLY FLAMMABLE; DANGEROUS FIRE ... RISK.
FLAMMABLE LIMITS: LOWER 2%; UPPER 10.1%.
Health Hazards
Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:
· Vapors may cause dizziness or asphyxiation without warning, especially when in closed or confined areas.
· Vapors may cause dizziness or asphyxiation without warning, especially when in closed or confined areas.
Hazards Summary
Risk of fire and explosion; [Hawley] Extremely flammable; Forms spontaneously combustible peroxides on contact with air; Evaporating liquid can cause frostbite; [CAMEO] Acts as general anesthetic in inhalation animal experiments; [RTECS] Can form explosive mixtures with air; Inhalation can cause CNS depression and asphyxiation; [MSDSonline]
DOT ID and Guide
1039 115
1039 115
Reactivity Profile
Ethers, such as ETHYL METHYL ETHER, can act as bases. They form salts with strong acids and addition complexes with Lewis acids. The complex between diethyl ether and boron trifluoride is an example. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert.
DOT Emergency Guidelines
/GUIDE 115: GASES - FLAMMABLE (Including Refrigerated Liquids)/ Fire or Explosion: EXTREMELY FLAMMABLE. Will be easily ignited by heat, sparks or flames. Will form explosive mixtures with air. Vapors from liquefied gas are initially heavier than air and spread along ground. CAUTION: Hydrogen (UN1049), Deuterium (UN1957), Hydrogen, refrigerated liquid (UN1966) and Methane (UN1971) are lighter than air and will rise. Hydrogen and Deuterium fires are difficult to detect since they burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.) Vapors may travel to source of ignition and flash back. Cylinders exposed to fire may vent and release flammable gas through pressure relief devices. Containers may explode when heated. Ruptured cylinders may rocket.
/GUIDE 115: GASES - FLAMMABLE (Including Refrigerated Liquids)/ Health: Vapors may cause dizziness or asphyxiation without warning. Some may be irritating if inhaled at high concentrations. Contact with gas or liquefied gas may cause burns, severe injury and/or frostbite. Fire may produce irritating and/or toxic gases.
/GUIDE 115: GASES - FLAMMABLE (Including Refrigerated Liquids)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 100 meters (330 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Many gases are heavier than air and will spread along ground and collect in low or confined areas (sewers, basements, tanks). Keep out of low areas.
/GUIDE 115: GASES - FLAMMABLE (Including Refrigerated Liquids)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. Always wear thermal protective clothing when handling refrigerated/cryogenic liquids.
For more DOT Emergency Guidelines (Complete) data for ETHYL METHYL ETHER (8 total), please visit the HSDB record page.
安全と保護具
Accidental Release Measures
· 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.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
· 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.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
First Aid
Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:
General First Aid:
General First Aid:
Exposure Control and Personal Protection
· Wear positive pressure self-contained breathing apparatus (SCBA).
· Wear positive pressure self-contained breathing apparatus (SCBA).
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
This compound should be susceptible to removal from waste water by air stripping. /Bis(2-chloroethyl)ether/
Isolation and Evacuation
Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:
Immediate precautionary measure
Immediate precautionary measure
Personal Protective Equipment (PPE)
Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:
Wear full protective clothing & positive pressure self-contained breathing apparatus.
Emergency Response Planning Guidelines
· DO NOT EXTINGUISH A LEAKING GAS FIRE UNLESS LEAK CAN BE STOPPED.
· DO NOT EXTINGUISH A LEAKING GAS FIRE UNLESS LEAK CAN BE STOPPED.
毒性情報
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 48(SRC), determined from an estimated log Kow of 0.56(2,SRC) and a regression-derived equation(3), indicates that ethyl methyl ether is expected to have very high mobility in soil(SRC). Volatilization of ethyl methyl ether from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.7X10-4 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Volatilization of ethyl methyl ether from dry soil surfaces is expected(SRC) based upon a vapor pressure of 1493 mm Hg at 25 °C(5). Limited data are present in the scientific literature regarding the biodegradation of ethyl methyl ether, but a theoretical BOD of 0 to 1.1% over a period of 5 days and 0 to 1% over a period of 4 weeks for diethyl ether and dimethyl ether(6,7), respectively, suggests biodegradation may be slow(SRC).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 48(SRC), determined from an estimated log Kow of 0.56(2,SRC) and a regression-derived equation(3), indicates that ethyl methyl ether is not expected to adsorb to suspended solids and sediment in water(SRC). Ethyl methyl ether is expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 6.7X10-4 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated volatilization half-lives for a model river and model lake are 3.3 hours and 3.4 days, respectively(3,SRC). According to a classification scheme(5), an estimated BCF of 1.6(3,SRC), from an estimated log Kow(2,SRC), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Limited data are present in the scientific literature regarding the biodegradation of ethyl methyl ether, but theoretical BODs of 0 to 1.1% over a period of 5 days and 0 to 1% over a period of 4 weeks for the structurally similar diethyl ether and dimethyl ether(6,7), respectively, suggests biodegradation may be slow(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethyl methyl ether, which has a vapor pressure of 1493 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase ethyl methyl 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 2.3 days(3,SRC). Direct photolysis is not expected to be an important removal process since aliphatic ethers do not absorb light in the environmental spectrum(4).
Soil Adsorption/Mobility
The Koc of ethyl methyl ether is estimated as approximately 48(SRC), using an estimated log Kow of 0.56(1,SRC) and a regression-derived equation(2,SRC). According to a classification scheme(3), this estimated Koc value suggests that ethyl methyl ether is expected to have very high mobility in soil(SRC).
Environmental Bioconcentration
An estimated BCF of 1.6 was calculated for ethyl methyl ether(SRC), using an estimated log Kow of 0.56(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.
Volatilization from Water/Soil
The Henry's Law constant for ethyl methyl ether is estimated as 6.7X10-4 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that ethyl methyl ether is expected to volatilize from water surfaces(2,SRC). Based on this Henry's Law constant, the estimated volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is approximately 3.3 hours(2,SRC). The estimated volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is approximately 3.4 days(2,SRC). Ethyl methyl ether's Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces may occur(SRC). Volatilization of ethyl methyl ether from dry soil surfaces is expected(SRC)
Environmental Abiotic Degradation
The rate constant for the vapor-phase reaction of ethyl methyl ether with photochemically-produced hydroxyl radicals has been estimated as 7.0X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 2.3 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). Direct photolysis is not expected to be an important removal process since aliphatic ethers do not absorb light in the environmental spectrum(2). Ethyl methyl ether is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3).
Probable Routes of Human Exposure
NIOSH (NOES Survey 1981-1983) has statistically estimated that 10 workers are potentially exposed to ethyl methyl ether in the US(1). Occupational exposure to ethyl methyl ether may occur through inhalation and dermal contact with this compound at workplaces where ethyl methyl ether is used(SRC).
Environmental Fate/Exposure Summary
If released to air, a vapor pressure of 1493 mm Hg at 25 °C indicates ethyl methyl ether will exist solely as a vapor in the ambient atmosphere. Vapor-phase ethyl methyl ether will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 2.3 days. Direct photolysis is not expected to be an important removal process since aliphatic ethers do not absorb light in the environmental spectrum. If released to soil, ethyl methyl ether is expected to have very high mobility based upon an estimated Koc of 48. Volatilization from moist soil surfaces is expected to be an important fate process based upon an estimated Henry's Law constant of 6.7X10-4 atm-cu m/mole. Ethyl methyl ether is expected to volatilize from dry soil surfaces based upon its vapor pressure. Limited data are present in the scientific literature regarding the biodegradation of ethyl methyl ether; however, ethers are generally resistant to biodegradation. 0 to 1.1% theoretical BOD was observed over a period of 5 days for diethyl ether and 0 to 1% theoretical BOD was observed over a period of 4 weeks for dimethyl ether, structural analogues of ethyl methyl ether. If released into water, ethyl methyl ether is not expected to adsorb to suspended solids and sediment in water based upon the estimated Koc. Volatilization from water surfaces is expected to be an important fate process based upon this compound's estimated Henry's Law constant. Estimated volatilization half-lives from a model river and model lake are 3.4 hours and 3.4 days, respectively. An estimated BCF of 1.6 suggests the potential for bioconcentration in aquatic organisms is low. Hydrolysis is not expected to be an important process due to the lack of hydrolyzable functional groups. Occupational exposure to ethyl methyl ether may occur through inhalation and dermal contact with this compound at workplaces where ethyl methyl ether is used. (SRC)
Antidote and Emergency Treatment
Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Provide a low-stimulus environment. Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Treat frostbite by rapid rewarming ... . /Ethers and related compounds/
Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or in respiratory arrest. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with D5W TKO /SRP: To keep open, "minimal flow rate"/. Use lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors for hypotension with a normal fluid volume. Watch for signs of fluid overload ... . Treat seizures with diazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Ethers and related compounds/
安全データ
- rtecs
- KO0260000
- ridadr
- UN 1039
- risk_code
- 12
- hazard_code
- F+
- safety_code
- 16-29-33-9
- hazard_class
- 2.1
- 有毒物質データの
- 540-67-0(Hazardous Substances Data)
化学と産業
用途と製造
応用分野
説明Ethyl methyl ether (methoxyethane, IUPAC) is a colorless liquid that is soluble in water. Specific gravity is 0.70, which is lighter than water. It is highly flammable, with a flammable range of 2%–10.1% in air. Boiling point is 51°F (10°C), flash point is 35°F (37°C), and ignition temperature is 374°F (190°C). Vapor density is 2.07, which is heavier than air. In addition to flammability, ethyl methyl ether is an anesthetic and can form explosive peroxides as it ages. The four-digit UN identification number is 1039. The NFPA 704 designation is health 1, flammability 4, and reactivity 1. The primary use is in medicine as an anesthetic.
使用Medicine (anesthetic).
一般的な説明A clear colorless gas with a medicine-like odor. Flash point -35°F. Boiling point 52°F. Less dense than water. Vapors are heavier than air. Under prolonged exposure to fire or heat the containers may rupture violently and rocket.
使用用途1. 現在の主な用途 メチルエチルエーテルは、医薬品原薬や化学素材の合成原料、中間体などに使用されています。常温で気体になる性質を利用して、エアロゾル噴射式のスプレーに用いられることもあります。 メチルエチルエーテルを冷却して液体とすることで、固液抽出の溶媒に使うことも可能です。常温に戻すと揮発するため、素早く固形分が得られる利点があります。ただし、の方が安価であり、常温で液体のため扱いやすいことから、メチルエチルエーテルよりも一般的に用いられます。 2. 将来の用途拡大 将来的に検討が進む可能性のある用途は、液化石油ガス (英: LNG) の代替品です。常温で気体となるエーテルは、可燃性であり冷却すれば液体として運搬・貯蔵できるため、 LNG の代わりに民生ガスとして用いる研究が行われています。 が有力とされていますが、類似した性質を持つメチルエチルエーテルも LNG代替品の候補となる可能性もあります。
調製方法
純化方法Dry the ether with CaSO4, pass it through an alumina column (to remove peroxides), then fractionally distil it. [Beilstein 1 H 314, 1 I 158, 1 II 311, 1 III 1288, 1 IV 1314.]
上流・下流製品情報
上流原料
下流製品
サプライヤー8 社
補足説明
定義ChEBI: An ether that is the methyl ether derivative of ethanol.
関連反応
関連ノート
読み込み中…