ヒドラゾベンゼン 化学特性,用途語,生産方法
外観
ごくうすい黄色〜うすい黄赤色, 結晶〜結晶性粉末
溶解性
エタノールに溶け、水にほとんど溶けない。
解説
ヒドラゾベンゼン，無色の結晶．融点126～127 ℃．d164 1.158．エタノールに可溶，ベンゼンに微溶，水に不溶．酸化すればアゾベンゼンを生じ，また酸とともに加熱すれば転位を起こし，発がん性のベンジジンとなる．
森北出版「化学辞典（第2版）
用途
有機合成原料。
製法
ニトロベンゼンをアルカリ水溶液中，亜鉛末で還元すると得られるヒドラゾベンゼン．
説明
Diphenylhydrazine is a man-made chemical that occurs in two
isomeric forms: 1,1-diphenylhydrazine and 1,2-diphenylhdrazine.
Diphenylhydrazine is produced by the reduction of
nitrobenzene. Little or no information is available for
1,1-diphenylhydrazine. Most toxicological and use data pertain
to 1,2-diphenylhydrazine.
化学的特性
yellow crystalline powder
使用
Previously, 1,2-diphenylhydrazine was used for producing
benzidine that was used in the synthesis of benzidine-based
dyes. However, these dyes are no longer produced in the United
States. The primary use of 1,2-diphenylhydrazine is in the
production of the anti-inflammatory agent phenylbutazone
and sulfinpyrazone, a uricosuric agent.
一般的な説明
Orange powder or a bright orange crystalline solid.
空気と水の反応
1,2-Diphenylhydrazine oxidizes in air. 1,2-Diphenylhydrazine decomposes in acid solutions. Insoluble in water.
反応プロフィール
1,2-Diphenylhydrazine is a mild reducing agent. Incompatible with strong oxidizing agents, strong acids, acid chlorides and acid anhydrides. Interaction with perchloryl fluoride in the presence of a dilutent below 32°F has caused separation of explosive solids. Is readily oxidized by nitric acid, silver nitrate or permanganate. Is reduced under alkaline conditions .
健康ハザード
1,2-Diphenylhydrazine is a liver
toxin in rodents and appears to be carcinogenic
in experimental animals.
火災危険
Flash point data for 1,2-Diphenylhydrazine are not available; however, 1,2-Diphenylhydrazine is probably combustible.
発がん性
Hydrazobenzene is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.
環境運命予測
Biological. When 5 and 10 mg/L of diphenylhydrazine was statically incubated in the dark at 25
°C with yeast extract and settled domestic wastewater inoculum, 80 and 72% biodegradation,
respectively, were observed after 7 d (Tabak et al., 1981).
Chemical/Physical. Wet oxidation of 1,2-diphenylhydrazine at 320 °C yielded formic and acetic
acids (Randall and Knopp, 1980). 1,2-Diphenylhydrazine will not hydrolyze (Kollig, 1993).
At influent concentrations of 1.0, 0.1, 0.01, and 0.001 mg/L, the GAC adsorption capacities
were 16,000, 160, 1.5, and 0.015 mg/g, respectively (Dobbs and Cohen, 1980).
純化方法
Crystallise hydrazobenzene from hot EtOH containing a little ammonium sulfide or H2SO3 (to prevent atmospheric oxidation), preferably under N2. Dry it in a vacuum desiccator, and store it in the dark or under N2. Alternatively, crystallise it from pet ether (b 60-100o) to constant absorption spectrum. It is almost colourless but in air it turns yellow, then red with the formation of azobenzene. The hydrochloride crystallises from EtOH and has m 163-164o(dec); however, hydrazobenzene readily rearranges to benzidine in the presence of acid. The picrate crystallises from *C6H6 and has m 123o(dec). [Beilstein 15 H 123.]
ヒドラゾベンゼン 上流と下流の製品情報
原材料
準備製品