About Us

The oxidation of alcohols with Trichloroisocyanuric Acid (TCCA): pyridine from base to organocatalyst

An alcohol oxidation method based on the use of pyridine or 3-cyanopyridine as an organocatalyst in combination with Trichloroisocyanuric Acid (TCCA) as the terminal oxidant is reported. It is demonstrated that secondary aliphatic alcohols can be selectively oxidized to the corresponding ketones in the presence of primary aliphatic alcohols. The method is also suitable for the oxidation of primary and secondary benzylic alcohols. N-Chloropyridinium cyanurates are proposed as the active alcohol-oxidizing species.
Direct conversion of primary and secondary alcohols into the corresponding α-chloro aldehydes and α-chloro ketones usingTrichloroisocyanuric Acid (TCCA), serving both as stoichiometric oxidant and α-halogenating reagent, is reported. For primary alcohols, TEMPO has to be added as an oxidation catalyst, and for the transformation of secondary alcohols (TEMPO-free protocol), MeOH as an additive is essential to promote chlorination of the intermediary ketones.
Trichloroisocyanuric Acid (TCCA) than other inorganic chlorine bleach and strong bactericidal agents, TCCA active chlorine in the form of an aqueous solution of hypochlorous acid molecule exists; available chlorine bleach in water is released in the form of hypochlorite ions seq exist. According to the determination, bactericidal hypochlorous acid molecule is about 100 times the hypochlorite ions. TCCA is an organic chlorine disinfection of drinking water preparation, high chlorine content, with less good effect, low odor, can remove color, storage stability, no sediment is soluble in water, less disinfection factors for a variety of water sources. Laboratory and field experiments many times: the concentration of 1.4 ~ 3.4mg / L; temperature 5 ~ 30 ℃; PH5 ~ 9; time 10 to 30 minutes; in addition to the four factors orthogonal test temperature 5 ℃; pH9 two combinations sterilization rate of only 99.94%, the sterilization rate can reach 99.99%. TCCA low toxicity, mutagenicity. TCCA combined with SM-92 No. coagulant purification water and disinfection better.