クロロ酢酸エチル 化学特性,用途語,生産方法
外観
無色澄明の液体
溶解性
水に不溶。水に触れると, 分解する。有機溶媒に易溶。エタノール及びアセトンに極めて溶けやすく、水にほとんど溶けない。
用途
溶剤、有機合成原料、ブロムおよびヨード酢酸エチルの原料として重要である。
用途
医薬、香料、農薬、接着剤、界面活性剤原料
化学的特性
Ethyl chloroacetate is a colourless liquid with a pungent, fruity odor.Ethyl chloroacetate has a vapor pressure of 10mmHg at 38 °C (Lewis, 1997). It is insoluble in water, but miscible with alcohol, ether, and acetone (Lide, 1998); it is soluble in benzene (Lewis, 1997). Ethyl chloroacetate readily decomposes in hot water and alkalis (Lewis, 1997).
使用
Ethyl chloroacetate is a reagent used in the preparation of 5 member heterocycles. It is used as pharmaceutical and organic intermediate. It is used as a solvent for organic synthesis and the production of pesticides (such as sodium fluoroacetate).
製造方法
Ethyl chloroacetate is synthesized by esterification of chloroacetic acid and ethanol under the catalysis of sulfuric acid. The reaction equation is as follows:
ClCH2COOH+C2H5OH[H2SO4]→ClCH2COOC2H5+H2O
Reaction: Add chloroacetic acid, ethanol and benzene into the esterification pot, turn on the stirrer, slowly add sulfuric acid, heat to reflux, continuously steam out the benzene-water azeotrope, and de-esterify the water generated by condensation and separator layering, Benzene is refluxed into the esterification pot, cooled and discharged when there is no more water to steam out, the crude ester is washed with saturated sodium bicarbonate solution and water to neutrality, dried with anhydrous calcium chloride, distilled, and collected The fraction at 144-146°C is the finished product of ethyl chloroacetate, the content is ≥99.0%, and the yield is 85%.
一般的な説明
A clear colorless liquid with a pungent odor. Flash point 100°F. Denser than water and insoluble in water. Vapors heavier than air.
空気と水の反応
Highly flammable. Slow hydrolysis to acidic products will cause slow corrosion of common metals. No hazard involved. [USCG, 1999].
反応プロフィール
Ethyl chloroacetate is a chlorinated ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
危険性
Strong irritant to eyes.
健康ハザード
Inhalation causes irritation of mucous membrane, headache, and nausea. Contact with liquid causes extreme eye irritation and conjunctivitis; irritates skin if not removed at once. Ingestion causes irritation of mouth and stomach.
火災危険
Special Hazards of Combustion Products: Irritating, toxic hydrogen chloride and phosgene may be generated in fires.
化学反応性
Reactivity with Water Very slow, not hazardous; Reactivity with Common Materials: Slow hydrolysis to acidic products; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
安全性プロファイル
oison by skin contact
and subcutaneous routes. A severe eye
irritant. Questionable carcinogen with
experimental neoplastigenic data.Flammable liquid; a dangerous fire hazard
when exposed to heat or flame; can react
vigorously with oxidizing materials. Will
react with water or steam to produce toxic
and corrosive fumes. Vigorous reaction with
sodium cyanide. To fight fire, use water,
foam, CO2, dry chemical. When heated to
decomposition it emits highly toxic fumes of
cl-.
職業ばく露
Used to make rodenticides, dyes, and
other chemicals. Also used as a military poison
輸送方法
UN1181 Ethylchloroacetate, Hazard class: 6.1;
Labels: 6.1-Poisonous materials, 3-Flammable liquid.
純化方法
Shake the ester with satutated aqueous Na2CO3 (three times), aqueous 50% CaCl2 (three times) and saturated aqueous NaCl (twice). Dry it with Na2SO4 or MgSO4 and distil it. [Beilstein 2 IV 481.] LACHRYMATORY.
不和合性
May form explosive mixture with air.
Incompatible with strong bases; strong acids; reducing
agents. Moisture, water, and steam contact forms toxic and
corrosive fumes. Violent reaction with oxidizers, alkaline
earth metals (barium, calcium, magnesium, strontium, etc.),
alkaline metals, sodium cyanide. Attacks metals in the presence of moisture.
廃棄物の処理
Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal,
state, and local environmental regulations must be
observed. Consult with environmental regulatory agencies
for guidance on acceptable disposal practices. Generators
of waste containing this contaminant (≥100 kg/mo) must
conform with EPA regulations governing storage, transportation, treatment, and waste disposal.
クロロ酢酸エチル 上流と下流の製品情報
原材料
準備製品
2-フェニルプロピオンアルデヒド
クロモナル塩酸塩
N-ethyl perfluorooctylsulfonylaminoacetate
3-(1，1-dimethylethyl)-5-(ethoxycarboxy)-methylthio-1，2，4-triazole
(4-OXO-6,7-DIHYDRO-4H,5H-CYCLOPENTA[4,5]THIENO-[2,3-D]PYRIMIDIN-3-YL)-ACETIC ACID
ピロキシカム
2-(4-イソブチルフェニル)プロパナール
ジラール試薬P
7-メトキシベンゾフラン-2-カルボン酸
2-オキソピロリジン-1-アセトアミド
4-(ACETYLAMINO)PHENOXYACETIC ACID ETHYL ESTER
2-メチルウンデカナール
ETHYL 3-(4-ISOBUTYLPHENYL)-3-METHYL GLYCIDATE
ジチオりん酸S-(4,6-ジアミノ-1,3,5-トリアジン-2-イル)メチルO,O-ジメチル
6-ブロモインドール-2-カルボン酸 臭化物
フルオロ酢酸エチル
3-オキソピペラジン-1-カルボン酸 tert-ブチル
2-ピペラジノン
エトミダート
ETHYL 5-BROMOTHIOPHENE-2-CARBOXYLATE
2-イミノチアゾリジン-4-オン
α-メチル-4-イソブチルベンゼンアセトアルデヒドオキシム
SODIUM 3-4-ISOBUTYLPHENYL)-2,3-EPOXYBUTYURATE
6-ブロモ-1H-インドール-2-カルボン酸エチルエステル
3β-フェニル-2β-オキシランカルボン酸エチル
2-クロロアセトアミド
5-Bromothiophene-2-carbohydrazide
クロリクロメン
(6-ETHYL-4-OXO-4H-THIENO[2,3-D]PYRIMIDIN-3-YL)-ACETIC ACID
6-AMINO-CHROMEN-2-ONE
7-PROPOXY-CHROMEN-2-ONE
ニトロフラントイン
A-METHYL-3-PHENOXYBENZENEACETALDEHYDE
ビタミンA
1,1,2-エタントリカルボン酸トリエチル
2-アミノチアゾール-5-カルボン酸エチル
3-メチルクロトン酸メチル
3-メチル-3-フェニルオキシラン-2-カルボン酸エチル
2-(2-thienyl)propionic acid
ジラール試薬T