クロロアセチルクロリド 化学特性,用途語,生産方法
外観
無色～わずかにうすい黄色, 澄明の液体
溶解性
水, アルコールに分解。エーテルに易溶。水及びエタノールで分解する。
用途
医薬?染料中間体、クロロアセチル化剤
用途
有機合成原料(クロロアセチル化剤)。
化学的特性
Chloroacetyl chloride is a colorless to yellowish
liquid with a very pungent, extremely irritating, odor.
使用
Chloroacetyl chloride is an intermediate in the production of alachlor and butachlor. It is used to prepare phenacyl chloride through Friedel-Crafts acylation of benzene.
主な応用
Chloroacetyl chloride can be used for chloroacetylation and chemical modification of poly(glycidyl methacrylate).
Chloroacetyl chloride was used to study the in vitro metabolism of chloroacetamide herbicides by rat and human liver microsomes. Chloroacetyl chloride was used in the synthesis of some novel quinoline derivatives having antileishmanial activity.
製造方法
Chloroacetyl chloride is usually manufactured from chloroacetic acid by reaction with phosphorus trichloride, thionyl chloride, sulfuryl chloride, or phosgene. It is also obtained by chlorination of acetyl chloride in the presence of stronger aliphatic acids, preferably chloroacetic acids, or from sodium chloroacetate and the usual chlorinating agents.
Koenig G et al; Chloroacetic Acids. Ullmann's Encyclopedia of Industrial Chemistry 7th ed. (1999-2018). NY, NY: John Wiley & Sons. Online Posting Date: October 15, 2012
定義
Chloroacetyl chloride is classified as an acyl halide. It is a colorless to light yellow liquid with a strong, pungent odor. This compound is highly toxic when inhaled and can corrode both metal surfaces and tissues.
一般的な説明
A colorless to light yellow liquid with a very pungent odor. Very toxic by inhalation. Corrosive to metals and tissue.
反応プロフィール
Chloroacetyl chloride reacts rapidly with water. Incompatible with strong oxidizing agents, alcohols, bases (including amines). May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].
危険性
Irritant to eyes, corrosive to skin. Upper
respiratory tract irritant.
健康ハザード
Inhalation causes severe irritation of upper respiratory system. External contact causes severe irritation of eyes and skin. Ingestion causes severe irritation of mouth and stomach.
安全性プロファイル
Poison by ingestion and
intravenous routes. Mildly toxic by
inhalation. Corrosive. A lachrymator. When
heated to decomposition it emits toxic
fumes of Cl-.
職業ばく露
Highly toxic by inhalation.
Chloroacetyl chloride is used in the manufacture of acetophenone. It is used in the manufacture of a number of pesticides including: alachlor, allidochlor, butachlor,
dimethachlor, formothion, mecarbam, metolachlor, propachlor. It is also used in the manufacture of pharmaceuticals,
such as chlordiazepoxide hydrochloride, diazepam, lidocaine, mianserin.
発がん性
Chloroacetyl chloride was not genotoxic in
a number of assays.
輸送方法
UN1752 Chloroacetyl chloride, Hazard class:
6.1; Labels: 6.1-Poison Inhalation Hazard, 8-Corrosive
material, Inhalation Hazard Zone B.
不和合性
Reacts violently with water, steamforming chloroacetic acid and hydrogen chloride gas.
Reacts with alcohols, powdered metals; sodium amide;
combustibles; and many organics, causing toxic fumes, fire,
and explosion hazard. On contact with air it emits corrosive
gas. Decomposes when heated forming phosgene gas.
Corrosive to metals.
廃棄物の処理
It may be discharged into
sodium bicarbonate solution, then flushed to the sewer with
water.
クロロアセチルクロリド 上流と下流の製品情報
原材料
準備製品
4-(Acetylamino)phenyl chloroacetate
2-クロロ-2',6'-ジメチルアセトアニリド
D-セリン
5-メチルベンゾ[b]チオフェン
ETHYL 1-(2-CHLOROACETYL)-4-PIPERIDINECARBOXYLATE
N,N-ジメチル-2-クロロアセトアミド
プロパセタモール
3-アセトキシ-7-クロロ-1,3-ジヒドロ-5-フェニル-2H-1,4-ベンゾジアゼピン-2-オン
クロロ酢酸ベンジル
2-アミノ-4-クロロ-5-ホルミル-3-チオフェンカルボニトリル
D-(+)-トレオニン
リドカイン注射液
CHLOROMETHYLACETAMIDE
2-クロロ-2',6'-ジエチル-N-(2-プロポキシエチル)アセトアニリド
デモキセパム
2-アミノ-1-モルホリノ-1-エタノン塩酸塩
ジクロフェナクナトリウム
N-(2-ピペラジノ-アセチル)-N-メチルアニリン
フルラゼパム
2-クロロ-2'-エチル-N-(2-メトキシ-1-メチルエチル)-6'-メチルアセトアニリド
ホスホロジチオ酸O,O-ジメチルS-[2-[(4-クロロフェニル)イソプロピルアミノ]-2-オキソエチル]
アザセトロン
D-チロシン
[[5-[(ジメチルアミノ)アセチル]-10,11-ジヒドロ-5H-ジベンゾ[b,f]アゼピン]-3-イル]カルバミド酸エチル·塩酸塩
クロロ酢酸 tert-ブチル
2-(クロロメチル)-4-フェニル-6-クロロキナゾリン3-オキシド
N-(2-ベンゾイル-4-ニトロフェニル)-2-クロロアセトアミド
プラジカンテル
ニトラゼパム
ピレンゼピン二塩酸塩一水和物
ジチオりん酸O,O-ジメチルS-[(モルホリノカルボニル)メチル]
リドカイン
エスタゾラム
ジアゼパム
クロロトリアニセン
フェナシルクロリド
ロラゼパム
6-ニトロ-2H-1,4-ベンゾオキサジン-3(4H)-オン
2,2',4'-トリクロロアセトフェノン
N-フェニル-N-イソプロピル-2-クロロアセトアミド