cas 61323-24-8, 2-Isobutyl-4-methylthiazole

1-(Alkylthio)cyclopropyl azides - readily accessible from the corresponding chlorides and bromides - are smoothly decomposed at 70 deg C with nitrogen evolution.The main process is a ring enlargement to 2-(alkylthio)azetines 2, accompanied by cleavage to thiocyanate and alkene.Reaction parameters for the thioazetine formation suggest a two-step mechanism involving an intermediate cyclopropylnitrene.Ring enlargement can be averted if the alkylthio group contains a double bond.Thus, the allylthiocyclopropyl azide 8 gives a nitrene that can interact not only with the three-membered ring but also with the double bond, leading to spirocyclic products (15 and 16 in Scheme 1).The photolysis (300 nm) of these azides gives exclusively the fragmentation products thiocyanate and olefin.

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Chemical Properties

Boiling Point: 189 °C

Flash Point:74.5oC

Density: 0.979

Refractive Index: 1.4930-1.4950

PKA: 3.55±0.10(Predicted)

PSA: 41.13000

LogP: 2.65000

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