3-ブロモフェノール

外観

うすい黄色〜黒褐色, 澄明の液体

溶解性

水に不溶。エタノール, エーテル, クロロホルムおよびアルカリ水溶液に可溶。

用途

有機合成原料。

化学的特性

Low-Melting Pale Yellow Semi-Solid. soluble in ether, ethanol and chloroform.

使用

3-Bromophenol acts as an enzyme inhibitor. It is used in the preparation of 3-bromophenyl ester by reaction with benzoyl chloride in presence of triethylamine as a catalyst. It plays an important role as an intermediate in the manufacture of pharmaceuticals, agrochemicals and dyestuff and in organic synthesis.

主な応用

3-Bromophenol is an intermediate of organic synthesis and can be used to synthesize 3-bromoanisole; it is also the raw material for the synthesis of anticancer analgesic tramadol, triarylmethane thiophene anti-tuberculosis drugs and 4-aryl piperidine antipruritic drugs.

製造方法

3-bromophenol is synthesized by diazotization and bromination of 3-aminophenol. Dissolve 3-aminophenol in sulfuric acid, cool to below 10°C, and add aqueous sodium nitrite dropwise. After the diazotization reaction, the filtrate is filtered and hydrolyzed with cuprous bromide. Then distillation, collect the evaporated liquid with table salt and filter, the filtrate is extracted with ether, the extract is dried, distilled to recover the ether, and then distilled 3-bromophenol.