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外観
うすい黄色～くすんだ黄色～暗い緑色粉末～結晶
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解説
4,4’‐ビス(ジメチルアミノ)ベンゾフェノンの別名。融点179℃，沸点360℃以上(わずかに分解)，板状結晶。芳香族ケトンの一つ。染料を合成する際の中間体として重要な化合物。ドイツのミヒラーWilhelm Traugott Michler（1846―1889）が発見したのでこの名がある。ジメチルアニリンとホスゲンを塩化亜鉛の存在で反応させ合成する。(化学式) クリスタルバイオレット，オーラミンなどの染料合成に用いられる。ビス(ジメチルアミノ)ベンゾフェノンは，トリフェニルメタン系染料の合成中間体としてしばしば用いられ、マラカイトグリーン、メチルバイオレットなどの染料や感熱紙用色素のクリスタルバイオレットラクトンはいずれもミヒラーケトンから合成されている（図）。またグリニャール試薬，アルキルリチウムなどの有機金属試薬の定性分析に使われる(ギルマンテスト)。ベンゾフェノンと同様，アルカリ金属の作用により暗青色のラジカルを生成する。
株式会社平凡社 世界大百科事典 第２版について 情報
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用途
染料、顔料
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用途
染料、顔料の添加物、究用途
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化学的特性
white to light greenish crystals
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使用
In manufacture of dyes and pigments.
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一般的な説明
White to greenish crystalline leaflets or blue powder.
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空気と水の反応
Insoluble in water.
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反応プロフィール
4,4'-Bis(dimethylamino)benzophenone is incompatible with strong oxidizing agents and strong reducing agents .
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危険性
Possible carcinogen.
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火災危険
Literature sources indicate that 4,4'-Bis(dimethylamino)benzophenone is combustible.
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安全性プロファイル
Confirmed human
carcinogen with experimental carcinogenic
and neoplastigenic data. A poison by
ingestion. Mutation data reported. A
flammable liquid. When heated to
decomposition it emits toxic fumes of NOx.
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職業ばく露
Mutagen. Animal Carcinogen.
Michler’s ketone is a dye intermediate and derivative of
dimethylaniline. It is also used in antifreeze formulations,
cosmetics, cleaning compounds; heat transfer fluids;
as a chemical intermediate in the synthesis of at least 13
dyes and pigments, especially auramine derivatives.
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発がん性
Michler’s ketone is reasonably anticipated to be a human cagen based on sufficient evidence of carcinogenicity from stud
rcinoies in experimental animals.
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輸送方法
UN3143 Dyes, solid, toxic, n.o.s. or Dye intermediates,
solid, toxic, n.o.s., Hazard Class: 6.1; Labels:
6.1-Poison Inhalation Hazard. UN2811 Toxic solids,
organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous
materials, Technical Name Required. UN1602 Dyes, liquid,
toxic, n.o.s or Dye intermediates, liquid, toxic, n.o.s.,
Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
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純化方法
Dissolve the ketone in dilute HCl, filter and precipitate it by adding ammonia (to remove water-insoluble impurities such as benzophenone). Then crystallise it from EtOH or pet ether. [Suppan J Chem Soc, Faraday Trans1 71 539 1975.] It is also purified by dissolving in *benzene, then washing with water until the aqueous phase is colourless. The *benzene is evaporated off, and the residue is recrystallised three times from *benzene and EtOH [Hoshino & Kogure J Phys Chem 72 417 1988]. [Beilstein 14 IV 255.]
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不和合性
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates,
chlorine, bromine, fluorine, etc.); contact may cause fires
or explosions. Keep away from aldehydes, alkaline
materials, strong acids, strong bases, strong reducing
agents such as hydrideds and active metals. Contact
with hydrogen peroxide may form heat- and shock- sensitive
explosives.
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廃棄物の処理
Do not discharge into drains
or sewers. Consult with environmental regulatory agencies
for guidance on acceptable disposal practices. If allowed,
Incineration with effluent gas scrubbing is recommended.
Containers must be disposed of properly by following
package label directions or by contacting your local or
federal environmental control agency, or by contacting
your regional EPA office.
