2,4,5-トリクロロフェノール 化学特性,用途語,生産方法
外観
白色～うすい灰色, 結晶～結晶性粉末又は塊
溶解性
エタノール(99.5)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
有機合成用。
用途
農薬中間体
化学的特性
White to pale brown solid in appearance; 2,4,5-Trichlorophenol also looks like small needles. It has a really strong odor that smells like phenol (a poisonous crystal-looking compound). This man-made substance is not found naturally in the environment.
物理的性質
Colorless crystals or yellow to gray flakes with a strong, disinfectant or phenolic odor. At 40 °C,
the average odor threshold concentration and the lowest concentration at which an odor were
detected were 350 and 63 μg/L, respectively. At 25 °C, the lowest concentration at which a taste
was detected was 100 μg/L (Young et al., 1996).
使用
2,4,5-Trichlorophenol is used as a broad range pesticide against insects, fungi, vegetation and bacteria. It has become a common environmental contaminant and probable human carcinogen.
定義
ChEBI: 2,4,5-trichlorophenol is a trichlorophenol carrying chloro groups at positions 2, 4 and 5.
製造方法
2,4,5-Trichlorophenol is prepared indirectly, by the alkaline hydrolysis of 1,2,4,5-tetrachlorobenzene,because the direct chlorination of 2,5-dichlorophenol, difficult to achieve, proceeds with poor yield.
一般的な説明
Colorless needles, gray flakes or off-white lumpy solid. Phenolic odor. Formerly used as a fungicide and bactericide.
空気と水の反応
Insoluble in water.
反応プロフィール
2,4,5-Trichlorophenol is a weak monobasic acid. Incompatible with acid chlorides, acid anhydrides and oxidizing agents. Produces dioxin in alkaline medium at high temperatures
火災危険
Literature sources indicate that 2,4,5-Trichlorophenol is nonflammable.
安全性プロファイル
Suspected carcinogen
with experimental neoplastigenic data.
Poison by intraperitoneal and intravenous
routes. Moderately toxic by ingestion and
subcutaneous routes. Experimental
reproductive effects. Mutation data
reported. When heated to decomposition it
emits toxic fumes of Cland explodes. See
also CHLOROPHENOLS.
環境運命予測
Biological. Chloroperoxidase, a fungal enzyme isolated from Caldariomyces fumago,
chlorinated 2,4,5-trichlorophenol to give 2,3,4,6-tetrachlorophenol (Wannstedt et al., 1990).
Photolytic. When 2,4,5-trichlorophenol (100 μM) in an oxygenated, titanium dioxide (2 g/L)
suspension was irradiated by sunlight (λ ≥340 nm), complete mineralization to carbon dioxide and
water and chloride ions was observed (Barbeni et al., 1987a).
The following phototransformation half-lives were reported for 2,4,5-trichlorophenol in
estuarine water exposed to sunlight and microbes: 1 h during winter; in distilled water: 0.6 and 1 h
during summer and winter, respectively; in poisoned estuarine water: 14 and 24 h during summer
and winter, respectively (Hwang et al., 1986).
A photooxidation rate constant of <3,000/M·sec was reported for the reaction of 2,4,5-
trichlorophenol and ozone in water at a pH range of 1.2 to 1.5 (Hoigné and Bader, 1983).
Chemical/Physical. 2,4,5-Trichlorophenol will not hydrolyze because it does not contain a
hydrolyzable functional group (Kollig, 1993).
During the manufacture/synthesis of 2,4,5-T using alkalies at high temperatures, some TCDD
may form (Worthing and Hance, 1991).
純化方法
Crystallise the phenol from EtOH or pet ether. [Beilstein 6 IV 962.]
2,4,5-トリクロロフェノール 上流と下流の製品情報
原材料
ハイドロサルファイトナトリウム
1,2,3,5-テトラクロロベンゼン
トルエン
四ホウ酸ナトリウム（無水物）
1,2,4,5-テトラクロロベンゼン
水酸化ナトリウム
2,3-プロパンジオール
硫酸水素
炭酸 tert-ブチル 2,4,5-トリクロロフェニル
2,3,4,6-テトラクロロフェノール (約10%ペンタクロロフェノール含む)
準備製品
フェンクロルホス
ハロプロジン
3-(2,4,5-トリクロロフェノキシ)-1-プロピン
ヘキサクロロフェン
Butanoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-(ethoxymethylphosphinyl)-, (2S)- (9CI)
りん酸ジメチル2,4,5-トリクロロフェニル
2,5-ジクロロ-1,4-ベンゼンジオール
りん酸トリメチル
2-(2,4,5-トリクロロフェノキシ)酢酸
2,3,6-トリクロロフェノール