Abstract
Run-of-the-mill liquid bleach, aqueous NaOCl, is an attractive green option for industrial oxidations. It’s cheap and doesn’t explode, and its waste product is table salt. But it is tough to work with and inefficient at large scale. Now researchers have determined that a crystallized bleach, sodium hypochlorite pentahydrate, oxidizes organic species more efficiently, often with higher yield and selectivity, than dilute household bleach (Org. Process Res. Dev. 2017, DOI: 10.1021/acs.oprd.7b00288). A few years ago, researchers at Nippon Light Metal (NLM) figured out a way to manufacture a stable, crystalline form—NaOCl•5H2O. In new research, Yoshikazu Kimura of Iharanikkei Chemical Industry, Masayuki Kirihara of Shizuoka Institute of Science & Technology, and coworkers, including at NLM, explored using the compound in a variety of industrial oxidations. The crystal is “a superior substitute” to aqueous bleach, Kimura says. The catalyzed oxidation of bulky secondary alcohols to ketones is “an especially remarkable example,” he adds.
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