2-クロロナフタレン 化学特性,用途語,生産方法
外観
白色～ほとんど白色粉末～結晶
化学的特性
2-Chloronaphthalene is a white to almost white crystalline powder and is practically insoluble in water. The chlorinated naphthalenes, which are derived from naphthalene through the replacement of one or more hydrogen atoms by chlorine, result in the formation of wax-like substances. This process starts with monochloronaphthalene and continues to the octachlor derivatives. The physical state of these substances can vary from mobile liquids to waxy solids, depending on the degree of chlorination. The freezing/melting points of the pure compounds range from 17°C for 1-chloronaphthalene to 198°C for 1,2,3,4-tetrachloronaphthalene.
使用
2-Chloronaphthalene was used as a reagent in the enantioselective synthesis of heterocyclic ketones with α-chiral quaternary stereocentres. When used as a processing additive in bulk heterojunction solar cells, it doubles its power conversion efficiency.
主な応用
2-Chloronaphthalene can be used to:
As an inducer, it was shown that 2-chloronaphthalene is a potent inducer of cytochrome p450 activity.
As a synthetic raw material, 2-chloronaphthalene is used as an intermediate in organic synthesis and as a precursor for other compounds in the synthesis of malonic acid.
As a biological research reagent, 2-chloronaphthalene is used in experimental studies of biodegradation and metabolism in Pseudomonas aeruginosa
[1-2].
一般的な説明
Monoclinic plates or off-white crystalline powder. Melting point 59.5°C. Chlorinated naphthalenes were formerly used in the production of electric condensers, insulating electric condensers, electric cables, and wires; additive for high pressure lubricants.
空気と水の反応
Insoluble in water.
反応プロフィール
2-Chloronaphthalene may react with strong oxidizing agents .
健康ハザード
2-Chloronaphthalene is a strong irritant. It may be absorbed through the skin. When heated to decomposition, toxic fumes of chlorides are released. Prolonged exposure to such compounds may cause symptoms such as chloracne, cysts, headaches, fatigue, dizziness, anorexia and jaundice.
火災危険
Flash point data for 2-Chloronaphthalene are not available. 2-Chloronaphthalene is probably combustible.
職業ばく露
Industrial exposure from individual
chlorinated naphthalenes is rarely encountered; rather it
usually occurs from mixtures of two or more Chlorinated
naphthalenes. Due to their stability, thermoplasticity, and
nonflammability, these compounds enjoy wide industrial
application. These compounds are used in the production of
electric condensers; in the insulation of electric cables and
wires; as additives to extreme pressure lubricants; as supports for storage batteries; and as a coating in foundry use.
octachloro-: Used as a fireproof and waterproof additive
and lubricant additive. Pentachloro-: Used in electric wire
insulation and in additives to special lubricants. tetrachloro-: Used in electrical insulating materials and as an
additive in cutting oils. trichloro-: Used in lubricants and
in the manufacture of insulation for electrical wire.
Because of the possible potentiation of the toxicity of higher Chlorinated naphthalenes by ethanol and carbon tetrachloride, individuals who ingest enough alcohol to result in
liver dysfunction would be a special group at risk.
Individuals, e.g., analytical and synthetic chemists, mechanics and cleaners, who are routinely exposed to carbon tetrachloride or other hepatotoxic chemicals would also be at a
greater risk than a population without such exposure.
Individuals involved in the manufacture, utilization, or disposal of polychlorinated naphthalenes would be expected to
have higher levels of exposure than the general population.
環境運命予測
Biological. Reported biodegradation products include 8-chloro-1,2-dihydro-1,2-
dihydroxynaphthalene and 3-chlorosalicylic acid (Callahan et al., 1979). When 2-chloronaphthalene
was statically incubated in the dark at 25 °C with yeast extract and settled domestic
wastewater inoculum, complete biodegradation was observed after 7 d (Tabak et al., 1981).
Chemical/Physical. The hydrolysis rate constant for 2-chloronaphthalene at pH 7 and 25 °C was
determined to be 9.5 x 10
-6/h, resulting in a half-life of 8.3 yr (Ellington et al., 1988). At 85.5 °C,
hydrolysis half-lives of 255, 156, and 244 d were reported at pH values of 2.93, 7.10, and 9.58,
respectively (Ellington et al., 1977).
At influent concentrations of 1.0, 0.1, 0.01, and 0.001 mg/L, the GAC adsorption capacities
were 280, 96, 33, and 11 mg/g, respectively (Dobbs and Cohen, 1980).
輸送方法
UN3082 Environmentally hazardous substances,
liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.
純化方法
Distil 2-chloronaphthalene in a vacuum, then crystallise it from 25% EtOH/water, then dry it under vacuum (see also the 1-isomer above). [Beilstein 5 H 541, 5 I 262, 5 II 445, 5 III 1573, 5 IV 1660.]
不和合性
All are incompatible with oxidizers
(chlorates, nitrates, peroxides, permanganates, perchlorates,
chlorine, bromine, fluorine, etc.); contact may cause fires
or explosions. Keep away from alkaline materials, strong
bases, strong acids, oxoacids, epoxides. Keep away from
heat. Penta- is also incompatible with acids, alkalis.
廃棄物の処理
High-temperature incineration
with flue gas scrubbing. 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.
2-クロロナフタレン 上流と下流の製品情報
原材料
2-ナフチルトリエチルシラン
Cycloprop[a]indene, 1,1-dichloro-1,1a,6,6a-tetrahydro-
1,3,4,7-テトラクロロナフタレン
1,2,4,7-テトラクロロナフタレン
1,2,7-トリクロロナフタレン
1,2,3,4,6-ペンタクロロナフタレン
2,4-ジクロロナフタレン
1,2,4-トリクロロナフタレン
2,3-dimethyl-1H-indene
1,2,3,4-テトラクロロナフタレン
準備製品