ベンゾトリクロリド 化学特性,用途語,生産方法
外観
無色～うすい褐色, 澄明の液体
溶解性
水に微溶, 各種有機溶剤に易溶。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。
解説
ベンゾトリクロリド，無色の液体．融点－5.0 ℃，沸点220.8 ℃，89 ℃(1.33 kPa)．d2041.3766．n20D1.5579．有機溶媒に可溶，水に不溶．水と150 ℃ に加熱すると安息香酸を生じる．染料そのほかの合成中間体である．蒸気は皮膚，粘膜を強く刺激する．
森北出版「化学辞典（第2版）
用途
医薬品、紫外線吸収剤、農薬、染料
製造
ベンゾトリクロリド，2％ 三塩化リン存在下，沸騰トルエンを光照射下にラジカル塩素化すると得られる．
説明
Exhaustive chlorination of the side-chain of toluene leads to benzotrichloride (trichloromethyl
benzene, a,a,a-trichlorotoluene, phenyl chloroform) [98-07-7]. The compound was first synthesized in 1858 by L. SCHISCHKOFF and A. ROSING,
using the reaction of PCl5 with benzoyl chloride.
Benzotrichloride is now produced on a large
scale, since it serves as an important intermediate
in the preparation of acid chlorides (benzoyl
chloride), dyes, herbicides, pesticides, and other
products.
物理的性質
Benzotrichloride is a colorless liquid with a
pungent odor and is irritating to the eyes and
mucous membranes. It fumes in moist air.Benzotrichloride is freely soluble in alcohol,
ether, and chloroform. It is only slightly soluble in
water (0.05 g/L at 5 ℃, 0.25 g/L at 39 ℃). The
solubility of chlorinein 100 g of benzotrichloride is 5.1 g at 30 ℃,
3.4 g at 50 ℃,
1.3 g at 100 ℃.
化学的特性
Benzotrichloride is a combustible, colorless to
yellow-brown, oily liquid that fumes on contact with air. It
has a penetrating odor.
使用
α,α,α-Trichlorotoluene was used in determination of chlorinated toluenes in effluents of wastewater treatment plants and textile industries by closed loop stripping analysis.
使用
Benzotrichloride is used mainly to produce benzoyl chloride, for which purpose it is either
partially hydrolyzed with water or else reacted
with benzoic acid. It is also of some significance
in the production of pesticides (through transformation into benzotrifluoride), ultraviolet stabilizers, and dyes.
一般的な説明
Benzotrichloride appears as a clear colorless to yellowish colored liquid with a penetrating odor. Denser than water and vapors are heavier than air. May be toxic by inhalation or ingestion. Burns skin, eyes, and mucous membranes. Insoluble in water. Used to make dyes and other chemicals.
空気と水の反応
Hydrolyzes in the presence of moisture. The reaction is rather slow due to low solubility in water.
反応プロフィール
Benzotrichloride hydrolyzes in the presence of moisture. Benzotrichloride reacts with water, lime, ammonia, strong alkalis, organic amines, chlorates and acids.
危険性
Highly toxic by inhalation, fumes highly
irritant. Eye, skin, and upper respiratory tract irri-
tant. Probable carcinogen.
健康ハザード
Toxic by inhalation; fumes are highly irritating to skin and mucous membranes. May cause death or permanent injury after very short exposure to small quantities. A suspected carcinogen.
火災危険
Benzotrichloride may react violently with water. Fire may produce irritating or poisonous gases. Flammable/poisonous gases may accumulate in tanks and hopper cars. Materials may ignite combustibles (wood, paper, oil, etc.). Produces toxic and corrosive fumes when Benzotrichloride reacts with water or steam. Similar to hydrochloric acid; material will react with water or steam to produce toxic and corrosive fumes. Hydrolyzes in presence of water forming benzoic and hydrochloric acids.
毒性学
The acute oral toxicity of benzotrichloride is
2180 mg/kg in male rats and 1590 mg/kg in
female rats. The inhalative LC50s are higher than
600 mg/m3 in male rats and about 500 mg/m3 in
female rats after a 4-h exposure. Benzotrichloride irritates the skin and eyes. The
compound proved to be mutagenic in bacterial test systems. Dermal application of benzotrichloride resulted in elevated tumor incidence
in mice.
職業ばく露
Benzotrichloride is used as a chemical
and dye intermediate; extensively used in the dye industry
for the production of Malachite green, Rosamine,
Quinoline red, and Alizarin yellow A. It can also be used
to produce ethyl benzoate. Commercial grades may contain
hydrochloric acid, benzylidene chloride, or benzyl chloride.
発がん性
Benzotrichloride is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.
輸送方法
UN2226 Benzotrichloride, Hazard class: 8;
Labels: 8—Corrosive material.
不和合性
Benzotrichloride decomposes on heating,
on contact with acids and/or water, producing toxic and
corrosive hydrogen chloride and benzoic acid. Reacts violently
with strong oxidizers, iron and other metals, alkali
and earth alkali metals; bases and organic substances, and
may cause fire and explosions. On contact with air it emits
toxic and corrosive hydrogen chloride. Attacks many
metals in presence of water. Attacks many plastics.
廃棄物の処理
Incineration with flammable
solvent added in incinerator with afterburner and alkaline
scrubber.
ベンゾトリクロリド 上流と下流の製品情報
原材料
準備製品
α,α,2,4-テトラクロロトルエン
3-ニトロベンゾトリフルオリド
ベンゾトリフルオリド
1-(トリクロロメチル)-3-(トリフルオロメチル)ベンゼン
N,N-ジプロピル-2,6-ジニトロ-4-(トリフルオロメチル)アニリン
4-アミノベンゾトリフルオリド
ベンドロフルメチアジド
2,8-ジフェニルアントラ[2,1-d:6,5-d']ビスチアゾール-6,12-ジオン
3-(2,4-ジクロロフェノキシ)-6-ニトロ安息香酸メチル
3,4-ジクロロベンゾトリフルオリド
2,4-ジヒドロキシベンゾフェノン
4-(トリフルオロメチル)-6-アミノ-1,3-ベンゼンジスルホンアミド
テレフタロイルクロリド
4-フルオロアニリン
ビリルビン
安息香酸
ベンゾイルクロリド
ベンザルクロリド
4-[[4-ヒドロキシ-3-(ソジオオキシカルボニル)-1-ナフタレニル]フェニルメチレン]-1-オキソ-1,4-ジヒドロナフタレン-2-カルボン酸ナトリウム
2,8-ジフェニルアントラ[2,1-d:6,5-d']ビスチアゾール-6,12-ジオン