o-ジクロロベンゼン 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 (＜10mg/L水), エタノール, エーテルに可溶。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
o-ジクロロベンゼン，無色透明の芳香性液体．融点－17.5 ℃，沸点180.5 ℃．1.3048．1.5515．λmax 250，255，263，270，277 nm(log ε 1.98，2.13，2.34，2.44，2.37)．リグロイン，四塩化炭素，アセトンに易溶，エタノール，エーテルに可溶，水に不溶．殺虫剤，消毒剤，伝導用熱媒体，有機溶媒として用いられる．LD50 500 mg/kg(ラット，経口)．
用途
農薬合成原料,溶剤,防虫剤,染料?顔料?医薬合成原料,洗浄剤,反応溶媒,熱媒体 (NITE初期リスク評価書)
用途
ゲルろ過クロマトグラフ用溶離液調製用。
用途
有機合成原料、溶剤、殺虫剤、消毒剤。
用途
有機溶剤等の洗浄剤、殺虫、消毒
製造
ベンゼンを鉄触媒の存在下に塩素化するとモノクロロベンゼンを経て，p-およびo-ジクロロベンゼンが約2：1の比で生成する．両者を分けるには混合物を冷却してp-ジクロロベンゼンを結晶として析出させ，残りの粗o-ジクロロベンゼンは蒸留と結晶化により精製する．o-クロロアニリンのザントマイヤー反応によっても得られるo-ジクロロベンゼン．
使用上の注意
不活性ガス封入
化学的特性
1,2-Dichlorobenzene (DCB, o-Dichlorobenzene, ODB, Orthodichlorobenzene),
C
6H
4Cl
2, is a colorless to pale yellow liquid with a pleasant aromatic odor. It is a
combustible liquid and can form explosive mixtures with air at or above 151°F.
Combustion and thermal decomposition products include hydrogen chloride gas,
phosgene and chloro-carbons. Its flammable (explosive) limits are as follows:
Lower 2.2%, Upper 9.2%.
物理的性質
Clear, colorless to pale yellow liquid with a pleasant, aromatic, grassy or vegetable-type odor. At
40 °C, the lowest concentration at which an odor was detected was 200 μg/L. At 25 °C, the lowest
concentration at which a taste was detected was 200 μg/L (Young et al., 1996). A detection odor
threshold concentration of 4.2 mg/m
3 (699 ppb
v) was reported by Punter (1983).
使用
1,2-Dichlorobenzene is used as a solvent; asa fumigant; as an insecticide for termites;as a degreasing agent for metals, wool, andleather; and as a heat transfer medium.
定義
ChEBI: 1,2-dichlorobenzene is a dichlorobenzene carrying chloro substituents at positions 1 and 2. It has a role as a hepatotoxic agent and a metabolite.
調製方法
1,2-Dichlorobenzene is produced by reacting liquid benzene with gaseous chlorine in the presence of a catalyst at moderate temperature and atmospheric pressure.
Dichlorobenzenes are primarily produced by the chlorination of benzene in the presence of a catalyst (FeCl3 or AlCl3) although there are other possible synthetic routes. The two commercially important isomers are the ortho- and para-dichlorobenzenes.
一般的な説明
A clear colorless liquid with a pleasant odor. Denser than water and insoluble in water. Flash point 150°F. Toxic by inhalation and ingestion. Used to make other chemicals, solvents, fumigants and insecticides and for many other uses.
空気と水の反応
Insoluble in water.
反応プロフィール
1,2-Dichlorobenzene is sensitive to prolonged exposure to light. 1,2-Dichlorobenzene can react vigorously with oxidizers. 1,2-Dichlorobenzene is incompatible with aluminum and aluminum alloys. 1,2-Dichlorobenzene attacks some forms of plastics, rubber and coatings. .
健康ハザード
1,2-Dichlorobenzene exhibits low acute toxi city by inhalation, ingestion, and skin absorp tion. It is more toxic than chlorobenzene.The symptoms are lacrimation, depression ofcentral nervous system, anesthesia, and liverdamage. Lethal concentration in rats for a7-hour exposure period is in the range of800 ppm. The oral LD50 value in rabbits is500 mg/kg. There is no evidence of carcino genicity in animals.
火災危険
Special Hazards of Combustion Products: Poisonous vapors including hydrogen chloride gas, chlorocarbons, chlorine
化学反応性
Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; 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
Poison by ingestion and
intravenous routes. Moderately toxic by
inhalation and intraperitoneal routes. An
experimental teratogen. Other experimental
reproductive effects. An eye, skin, and
mucous membrane irritant. Causes liver and
hdney injury. Questionable carcinogen.
Mutation data reported. A pesticide.
Flammable when exposed to heat or flame.
Can react vigorously with oxidizing
materials. To fight fire, use water, foam,
CO2, or dry chemical. Slow reaction with
aluminum may lead to explosion during
storage in a sealed aluminum container. When heated to decomposition it emits
toxic fumes of Cl-. See also
CHLOROBENZENE and
CHLORINATED HYDROCARBONS,
AROMATIC.
職業ばく露
The major uses of o-DCB are as
a process solvent in the manufacturing of toluene diisocyanate and as an intermediate in the synthesis of dyestuffs,
herbicides, and degreasers. p-Dichlorbenzene is used
primarily as a moth repellant, a mildew control agent;
space deodorant; and in insecticides, which accounts for
90% of the total production of this isomer. Information is
not available concerning the production and use of m-DCB.
However, it may occur as a contaminant of o-or p-DCB
formulations. Both o-and p-isomers are produced almost
entirely as by-products during the production of
monochlorobenzene
純化方法
Contaminants may include the p-isomer and trichlorobenzene [Suslick et al. J Am Chem Soc 106 4522 1984]. It should be shaken with conc or fuming H2SO4, washed with water, dried with CaCl2, and distilled from CaH2 or sodium in a glass-packed column. Low conductivity material (ca 10-10 mhos) has been obtained by refluxing with P2O5, fractionally distilling and passing it through a column packed with silica gel or activated alumina: it is stored in a dry-box under N2 or with activated alumina. [Beilstein 5 IV 654.]
不和合性
1,2-Dichlorobenzene forms hydrogen chloride gas when in the presence of strong oxidizers or chemically active metals like aluminum, or when heated to decomposition (HSDB 2007).
廃棄物の処理
Incineration, preferably
after mixing with another combustible fuel. Care must be
exercised to assure complete combustion to prevent
the formation of phosgene. An acid scrubber is necessary
to remove the halo acids produced. 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
o-ジクロロベンゼン 上流と下流の製品情報
原材料
準備製品
3-(2-ベンゾチアゾリル)-7-(ジエチルアミノ)クマリン
バット ブラック-27
ノルフロキサシン
3,4-ジアミノベンゾフェノン
2,6-ジクロロベンゾニトリル
3-クロロ-4-フルオロアニリン
3,7-ジクロロ-8-(ジクロロメチル)キノリン
2-[4-[[1-[[(2-メトキシフェニル)アミノ]カルボニル]-2-オキソプロピル]アゾ]-3-スルホフェニル]-6-メチル-7-ベンゾチアゾールスルホン酸二ナトリウム
3,4-ジクロロベンゾフェノン
ピロメリット酸 ジイミド
3-アミノ-5-メチルイソオキサゾール
メチルイソシアナート
3,4-ジクロロアニリン
1,3-ジクロロイソキノリン
アセナフテンキノン
4-(3-METHYL-UREIDO)-BENZENESULFONYL CHLORIDE
イソシアン酸1-ナフチル
4,5-ジクロロ-1,2-フェニレンジアミン
C. I. Pigment Yellow 173
N-(2,3-ジヒドロ-2-オキソ-1H-ベンゾイミダゾール-5-イル)-3-ヒドロキシ-4-[[2-メトキシ-5-[(フェニルアミノ)カルボニル]フェニル]アゾ]-2-ナフタレンカルボアミド
8,18-ジクロロ-5,15-ジエチル-5,15-ジヒドロジインドロ[3,2-b:3',2'-m]トリフェノジオキサジン
イソシアン酸 t-ブチル
1,2,4,5-ベンゼンテトラカルボキサミド
3,4-ジクロロベンズアルデヒド
ジクロフェナミド
イソシアン酸 n-ブチル
2-ナフタレニルイソシアナート
3,5-ジブロモ-4-ヒドロキシベンズアルデヒド
1,2,4,5-テトラシアノベンゼン
メベンダゾール
4,5-ジクロロベンゼン-1,3-ジスルホニルジクロリド
2,7-ジブロモ-9H-カルバゾール
Acetofenate
3,4-ジクロロニトロベンゼン
3，7-dichloro-8-chloro methyl quinoline
2,4,6-トリメトキシベンズアルデヒド
1,4-ジクロロベンゼン
ピグメントグリーン7
3,5-ジクロロアニリン
N,N,N',N'-テトラフェニルベンジジン