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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


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