Chlorhydrin route

Propene oxide is also manufactured by the chlorhydrin route (186) ... 

The chlorhydrin route is also used in the manufacture of epichlorohydrin from allyl chloride (187) ... 

Finally, titanium silicates have also been extensively investigated for the epoxida-tion of olefins. The reaction of ethylene over a silver-supported catalyst to ethylene oxide is one of the few large-scale industrial oxidation reactions with molecular oxygen as the oxidant. Numerous studies have shown TS-1 to be effective at selectively forming propylene oxide (PO) from propylene using hydrogen peroxide as the oxidant. This is a more environmentally friendly route to PO than the currently used chlorhydrin route, and it is likely that this process will see commercialization in the near future. 

Despite the above drawbacks, metal-peroxo chemistry will have an increasing contribution to clean industrial epoxidations. One of the current technologies used for propylene oxide and epichlorhydrin is the chlorhydrin route, where olefin is reacted with hypochlorous acid (from chlorine) followed by ring-closure of the chlorhydrin with lime ... 

Compared to direct oxidation, the chlorhydrin route gives higher yields of ethylene oxide (75-80%) however, the additional cost of the chlorine makes the route uneconomical. 

In contrast to ethylene oxide, the bulk of propylene oxide is produced by the chlorhydrin route as follows ... 

One other major by-product is that arising from the manufacture of propylene oxide, using the old chlorhydrin route hydrolysis of the latter yields a mixture consisting of propylene dichloride (about 75%), dichlorodi-isopropylether (20%),... 

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