クロロメチルエチルエーテル

Chloromethyl ethyl ether

HCID 18523CAS 3188-13-4

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

CHLOROMETHYL ETHYL ETHER3188-13-4Chloromethoxyethane(chloromethoxy)ethaneEthane, (chloromethoxy)-Ethoxymethyl chlorideEthyl chloromethyl etherEthoxychloromethaneEther, chloromethyl ethyl08T7N64Z04DTXSID7062902RefChem:125441
名称をさらに表示
クロロメチルエチルエーテルエチル(クロロメチル)エーテルクロロエトキシメタン(クロロメチル)(エチル)エーテル(クロロメトキシ)エタン1-(クロロメトキシ)エタンエチルクロロメチルエーテル(クロロメチル)エチルエーテルクロロメチル エチル エ-テルchloromethoxy-ethaneClCH2OC2H5ethoxymethylchlorideChloromethyl ethyl e(chloromethoxy)-ethan
DTXCID3038436221-687-5chloromethylethyl ether(Chloromethyl)ethyl etherChloromethyl Ethyl Ether 90%MFCD00000887ChloromethylethyletherEthoxy methyl chloride

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

実験および物理化学的性質

Chemical Classes · 2 件

Other Classes -> Halogenated Ethers

Flammable agents - 3rd degree

SpringerMaterials PropertiesSchoenflies notation
Density1.0188 at 15 °C/4 °C
Boiling Point83 °C
Vapor Pressure59.1 [mmHg]
Refractive IndexIndex of Refraction: 1.4040 @ 20 °C/D

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

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 · 4 件

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

Regulatory InformationThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
DOT LabelFlammable Liquid Poison
Fire Hazards · 2 件

Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Fire PotentialA very dangerous fire and explosion hazard when exposed to heat or flame.
Health Hazards · 2 件

Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]:

· TOXIC; may be fatal if inhaled, ingested or absorbed through skin.

Hazards SummaryInhalation of high concentrations can cause CNS depression; [HSDB] A severe skin, eye, and mucous membrane irritant; [CAMEO] An eye irritant that causes lacrimation; Targets the CNS and liver; [MSDSonline]

安全と保護具

Fire FightingExcerpt from ERG Guide 131 [Flammable Liquids - Toxic]:
Accidental Release Measures · 2 件

· 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 · 2 件

Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill ResponseExcerpt from ERG Guide 131 [Flammable Liquids - Toxic]:
Disposal Methods · 2 件

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/

毒性情報

Environmental Fate · 3 件

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).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Natural Pollution SourcesThere are no known natural sources of chloromethyl ethyl ether(1).
Human Toxicity Excerpts... /CNS effect/ causes loss of consciousness on appreciable exposure and, as good fat solvents, they cause dermatitis on repeated or prolonged skin contact. ... Enclosure and ventilation are to be employed /Chloromethyl ethers/
Artificial Pollution SourcesChloromethyl ethyl ether has been listed as a compound with no specific industrial manufacture or use(1). The compound has been listed as a possible byproduct of water chlorination; a probable precursor is methyl ethyl ether(1).
Environmental Biodegradation · 1 件

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).

法規制情報

Clean Water Act RequirementsToxic pollutant designated pursuant to section 307(a)(1) of the Clean Water Act and is subject to effluent limitations. /Chloroalkyl ethers/

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

化学と産業

用途と製造

Uses · 2 件

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 · 2 件

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 · 3 件

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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