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When 1-[14 C]-1-chlorobenzene was subjected to aqueous NaOH at 395 °C, ipso substitution product 1-[14 C]-phenol was formed in 54% yield, while cine substitution product 2-[14 C]-phenol was formed in 43% yield, indicating that an elimination-addition (benzyne) mechanism is predominant, with perhaps a small amount of product from addition ...
Dow process (phenol), a method of phenol production through the hydrolysis of chlorobenzene This page was last edited on 10 April 2024, at 10:03 (UTC). Text is ...
At one time, chlorobenzene was the main precursor for the manufacture of phenol: [10] C 6 H 5 Cl + NaOH → C 6 H 5 OH + NaCl. The reaction is known as the Dow process, with the reaction carried out at 350 °C using fused sodium hydroxide without solvent.
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).
Most of the worldwide production of phenol and acetone is now based on this method. In 2022, nearly 10.8 million tonnes of phenol was produced by the cumene process. [4] In order for this process to be economical, there must also be demand for the acetone by-product as well as the phenol. [5]
Phenol is readily alkylated at the ortho positions using alkenes in the presence of a Lewis acid such as aluminium phenoxide: [citation needed] CH 2 =CR 2 + C 6 H 5 OH → R 2 CHCH 2 -2-C 6 H 4 OH More than 100,000 tons of tert-butyl phenols are produced annually (year: 2000) in this way, using isobutylene (CH 2 =CMe 2 ) as the alkylating agent.
2,4,6-Trichlorophenol, also known as TCP, phenaclor, Dowicide 2S, Dowcide 2S, omal, is a chlorinated phenol that has been used as a fungicide, herbicide, insecticide, antiseptic, [3] defoliant, and glue preservative. [4] It is a clear to yellowish crystalline solid with a strong, phenolic odor.
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 ...