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Benzene can be easily converted to chlorobenzene by nucleophilic aromatic substitution via a benzyne intermediate. [1] It is treated with aqueous sodium hydroxide at 350 °C and 300 bar or molten sodium hydroxide at 350 °C to convert it to sodium phenoxide , which yields phenol upon acidification. [ 2 ]
The cumene process (cumene-phenol process, Hock process) is an industrial process for synthesizing phenol and acetone from benzene and propylene. The term stems from cumene (isopropyl benzene), the intermediate material during the process. It was invented by R. Ūdris and P. Sergeyev in 1942 (USSR), [1] and independently by Heinrich Hock in ...
The Raschig–Hooker process's ability to make phenol makes it comparable to other methods, such as the Dow and Bayer process, which also converts benzene into phenol. In fact, the ability to recycle the hydrogen chloride made the Raschig–Hooker process preferable to the Dow and Bayer process, which requires its sodium chloride product to be ...
More so than thiophenol, benzeneselenol is easily oxidized by air. The facility of this reaction reflects the weakness of the Se-H bond, bond dissociation energy of which is estimated to be between 67 and 74 kcal/mol. [1] In contrast, the S-H BDE for thiophenol is near 80 kcal/mol. [3] The product is diphenyl diselenide as shown in this idealized equation:
In female elephants, the two compounds 3-ethyl phenol and 2-ethyl 4,5 dimethylphenol have been detected in urine samples. [70] Temporal glands secretion examination showed the presence of phenol, m-cresol and p-cresol (4-methyl phenol) during musth in male elephants. [71] [72] [73] p-Cresol and o-cresol are also components of the human sweat.
Phenol is an organic compound appreciably soluble in water, with about 84.2 g dissolving in 1000 ml (0.895 M). Homogeneous mixtures of phenol and water at phenol to water mass ratios of ~2.6 and higher are possible. The sodium salt of phenol, sodium phenoxide, is far more water-soluble. It is a combustible solid (NFPA rating = 2).
The phenol can be liberated from the chromium complex by a mild oxidation, such as ceric ammonium nitrate or air oxidation. Since this reaction can quickly generate complex phenolic compounds, the Wulff–Dötz reaction has been used most often in the synthesis of natural products , especially Vitamins E and K .
To a stirred solution of p-(3-hydroxypropyl)phenol (152 mg, 1 mmol) and pyridine (0.3 mL) in acetonitrile (10 mL) at 0° was added a solution of IBTA (430 mg, 1 mmol) in acetonitrile (2 mL). The mixture was stirred at room temperature for 10 minutes, diluted with water, and extracted with diethyl ether (3 × 10 mL).