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Sodium Hypochlorite Pentahydrate (NaOCl·5H2O) Crystals as an Extra­ordinary Oxidant for Primary and Secondary Alcohols

Tomohide Okada, Tomotake Asawa, Yukihiro Sugiyama, Masayuki Kirihara, Toshiaki Iwai, Yoshikazu Kimura*

*Research and Development Department, Iharanikkei Chemical Industry Co. Ltd., Kambara, Shimizu-ku, Shizuoka 421-3203, Japan, Email:

T. Okada, T. Asawa, Y. Sugiyama, M. Kirihara, T. Iwai, Y. Kimura, Synlett, 2014, 25, 596-598.

DOI: 10.1055/s-0033-1340483 (free Supporting Information)


Sodium hypochlorite pentahydrate crystals with very low NaOH and NaCl contents oxidize primary and secondary alcohols to the corresponding aldehydes and ketones in the presence of TEMPO/Bu4NHSO4 without pH adjustment. This new oxidation method is also applicable to sterically hindered secondary alcohols.

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Key Words

ketones, aldehydes, sodium hypochlorite, TEMPO

ID: J60-Y2014