基本情報
- 標準SMILES
CCOCCl- InChIKey
FCYRSDMGOLYDHL-UHFFFAOYSA-N- 分子式
- C3H7ClO
- 平均分子量
- 94.54 g/mol
- 単同位体質量
- 94.01854252
概要
Chloromethyl ethyl ether appears as a colorless liquid. Slightly denser than water and insoluble in water. May be moderately toxic by ingestion, inhalation or skin absorption. Severely irritates skin, eyes and mucous membranes.
名称と識別子
- 優先名称
- Chloromethyl ethyl ether
- IUPAC
- chloromethoxyethane
- 現地名
- クロロメチルエチルエーテル
- 英語名
- Chloromethyl ethyl ether
- 分子式
- C3H7ClO
- 分子量
- 94.54
名称と別名
名称をさらに表示
データベース識別子
- CAS
3188-13-4- PubChem CID
- 18523
- DTXSID
DTXSID7062902- UNII
- 08T7N64Z04
- EC Number
- 221-687-5
- Nikkaji
- J75.045J
物性
構造計算による物性
- XLogP
- 1.1
- 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
- 2
- 重原子数
- 5
- 形式電荷
- 0
- 複雑度
- 16.4
実験および物理化学的性質
Chemical Classes
Other Classes -> Halogenated Ethers
Flammable agents - 3rd degree
Physical Description
Chloromethyl ethyl ether appears as a colorless liquid. Slightly denser than water and insoluble in water. May be moderately toxic by ingestion, inhalation or skin absorption. Severely irritates skin, eyes and mucous membranes.
Colorless liquid; [CAMEO]
物理化学的性質
- 融点
- -104 °C · -104°C
- 沸点
- 82 °C · 82 °C(lit.)
- 比重(密度)
- 1.019 g/mL · 1.019 g/mL at 25 °C(lit.)
- 屈折率
- 20 · n20/D 1.404(lit.)
- 闪点
- 67 °F · 67 °F
- 貯蔵温度
- 0 · 0-6°C
- 溶解性
- Chloroform (Soluble), Ethyl Acetate (Slightly)
- 外見
- 液体
- 比重
- 1.019 · 1.019
- 色
- 無色透明~淡黄色
- InChI
- InChI=1S/C3H7ClO/c1-2-5-3-4/h2-3H2,1H3
- InChIKey
- FCYRSDMGOLYDHL-UHFFFAOYSA-N
- SMILES
- CCOCCl
- CAS データベース
- 3188 · 3188-13-4(CAS DataBase Reference)
- NISTの化学物質情報
- Ethane, (chloromethoxy)-(3188-13-4)
- EPAの化学物質情報
- Ethane, (chloromethoxy)- (3188-13-4)
化学的性質
化学的特性clear colorless to pale yellow liquid
安全と法規制
GHS分類
GHS Classification
Danger
H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P318, P321, P330, P337+P317, P362+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Fire Hazards
Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]:
· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
Health Hazards
Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]:
· TOXIC; may be fatal if inhaled, ingested or absorbed through skin.
Reactivity Profile
CHLOROMETHYL ETHYL ETHER tends to form unstable peroxides when exposed to oxygen or air. These products can sometimes be observed as clear crystals deposited on containers or along the surface of the liquid. Forms salts with strong acids and addition complexes with Lewis acids. May react violently with strong oxidizing agents.
DOT Emergency Guidelines
/GUIDE 131: FLAMMABLE LIQUIDS - TOXIC/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. 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 ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion and poison 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 are lighter than water.
/GUIDE 131: FLAMMABLE LIQUIDS - TOXIC/ Health: TOXIC; may be fatal if inhaled, ingested or absorbed through skin. Inhalation or contact with some of these materials will irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
/GUIDE 131: FLAMMABLE LIQUIDS - TOXIC/ 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 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering.
/GUIDE 131: FLAMMABLE LIQUIDS - TOXIC/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.
For more DOT Emergency Guidelines (Complete) data for CHLOROMETHYL ETHYL ETHER (8 total), please visit the HSDB record page.
DOT Hazard Classification
Chloromethyl ethyl ether
UN2354
Class 3 Flammable and combustible liquid (49 eCFR § 173.120)
Class 3 Flammable and combustible liquid (49 eCFR § 173.120)
PG II: the degree of danger presented by the material is medium
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.
First Aid
Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]:
General First Aid:
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 131 [Flammable Liquids - Toxic]:
Immediate precautionary measure
毒性情報
Environmental Fate
TERRESTRIAL FATE: The fate of chloromethyl ethyl ether in soil is unknown. However, due to its expected rapid hydrolysis rate in water, which is based upon measured hydrolysis rates for the structurally related chloromethyl methyl ether(1), chloromethyl ethyl ether would be expected to disappear rapidly from moist soil. Significant adsorption to soil, therefore, is not expected to occur.
AQUATIC FATE: If released to water, chloromethyl ethyl ether will hydrolyze rapidly based upon the hydrolysis half-life of <1 sec for the structurally related chloromethyl methyl ether in pure water at 20 °C(1). It will not, therefore, be expected to adsorb to sediment or suspended particulates, bioconcentrate in aquatic organisms, biodegrade, or significantly volatilize from water(SRC).
ATMOSPHERIC FATE: If released to the atmosphere, chloromethyl ethyl ether will be subject reaction with photochemically produced hydroxyl radicals with a half-life of 53 hours estimated for this process(1,SRC). It may be susceptible to surface catalyzed(2) hydrolysis in humid air, based upon observed hydrolysis of the structurally related chloromethyl methyl ether in humid air(3).
Environmental Biodegradation
The hydrolysis half-life in water is expected to be sufficiently fast, based upon the hydrolysis half-life of <1 sec for the structurally related chloromethyl methyl ether in pure water at 20 °C(1), to preclude the possibility of biodegradation in the environment(SRC).
Volatilization from Water/Soil
Based upon the hydrolysis half-life of 18 sec for the structurally related chloromethyl methyl ether in pure water at 20 °C(1), significant volatilization from water is unlikely to occur(SRC). Based upon an estimated vapor pressure of 59 mm Hg(2), evaporation from surfaces and dry near-surface soil may be an important process(SRC).
Environmental Abiotic Degradation
Hydrolysis of chloromethyl ethyl ether is expected to be very rapid(SRC), based upon the hydrolysis half-life of <1 sec for the structurally related chloromethyl methyl ether in pure water at 20 °C(1). It may be susceptible to surface catalyzed(2) hydrolysis in humid air, based upon observed hydrolysis of the structurally related chloromethyl methyl ether in humid air(1). The rate constant for the vapor phase reaction of chloromethyl ethyl ether with photochemically produced hydroxyl radicals has been estimated to be 7.2X10-12 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of 53 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(3,SRC).
Environmental Water Concentrations
DRINKING WATER: Chloromethyl ethyl ether has been listed in a literature review as a compound which has been found, but not quantified, in drinking water from unidentified sources(1), in the US(2) and in New Orleans(3); no dates were reported. Detection of considerable amounts of the compound in water is unlikely based upon the expected rapid hydrolysis in water based upon the hydrolysis half-life of 18 sec for the structurally related chloromethyl methyl ether in pure water at 20 °C(4).
Environmental Fate/Exposure Summary
Chloromethyl ethyl ether has been listed as a compound with no specific industrial manufacture or use. Small amounts of it may be formed as a byproduct of water chlorination. The fate of chloromethyl ethyl ether in soil is unknown. However, due to its expected rapid hydrolysis rate in water, which is based upon measured hydrolysis rates for the structurally related chloromethyl methyl ether, it would be expected to disappear rapidly from moist soil. Significant adsorption to soil, therefore, is not expected to occur. If released to water, chloromethyl ethyl ether will hydrolyze rapidly based upon the hydrolysis half-life of <1 sec for the structurally related chloromethyl methyl ether in pure water at 20 °C. Adsorption to sediment or suspended particulates, bioconcentration in aquatic organisms, biodegradation, and volatilization from water are not expected to be important processes in natural waters compared to hydrolysis. If released to the atmosphere, chloromethyl ethyl ether will be subject to reaction with photochemically produced hydroxyl radicals with an estimated half-life of 53 hours. It may be susceptible to surfaces catalyzed hydrolysis in humid air, based upon observed hydrolysis of the structurally related chloromethyl methyl ether in humid air. Due to its expected rapid hydrolysis in water and its susceptibility to hydrolysis in humid air, exposure to significant amounts of chloromethyl ethyl ether is not expected to occur. (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/
法規制情報
安全データ
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 2354
- hs_code
- 29091990
- risk_code
- 11-20/21/22-36-40
- 化審法
- (2)-3725
- 安衛法
- 変異原性物質
- 消防法
- 危-4-1-II
- hazard_code
- F,Xn
- safety_code
- 16-36/37-9-45-29
- hazard_class
- 3
- packing_group
- II
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralCarc. 2Eye Irrit. 2Flam. Liq. 2
- ストレージクラス
- 3 - Flammable liquids
- 有毒物質データの
- 3188-13-4(Hazardous Substances Data)
化学と産業
用途と製造
Uses
No known commercial use or production; Possibly a byproduct of water chlorination; [HSDB]
Chloromethyl ethyl ether has been listed as a compound with no specific industrial manufacture or use.
General Manufacturing Information
Ethane, (chloromethoxy)-: ACTIVE
The compound has been listed as a possible byproduct of water chlorination; a probable precursor is methyl ethyl ether.
応用分野
用途有機合成原料。
使用Chloromethyl ethyl ether can be used to prepare:6-Benzyl-1-(ethoxymethyl)-5-iodopyrimidine-2,4(1H,3H)-dione, a key intermediate in the preparation of MKC-442 analog.Acylation catalyst for alcohols named 1,3-bis-[(R)-1-(2-naphthyl)ethyl]imidazoliumchloride by reacting with glyoxal-bis-[(R)-1-(2-naphthyl)ethyl]imine.
一般的な説明A colorless liquid. Slightly denser than water and insoluble in water. Flash point below 73°F. May be moderately toxic by ingestion, inhalation or skin absorption. Severely irritates skin, eyes and mucous membranes.
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