In the reaction of t butyl bromide with Ba(NCS) 2 , the product is 91 per cent S bound tBuSCN However, if Ba(NCS) 2 is impregnated into solid CaF 2 , the yield is higher and the product is 99 per cent t BuNCS Discuss the effect of alkaline earth metal salt support on the hardness of the ambident nu...

The reaction of tbutyl bromide tBuBr with BaNCS2 barium thiocyanate yields two different products depending on the reaction conditions When the reacti ...

In the reaction of t-butyl bromide with Ba(NCS) 2 , the product is 91 per cent S-bound

Question:

In the reaction of t-butyl bromide with Ba(NCS)₂, the product is 91 per cent S-bound tBu–SCN. However, if Ba(NCS)₂ is impregnated into solid CaF₂, the yield is higher and the product is 99 per cent t-Bu–NCS. Discuss the effect of alkaline earth metal salt support on the hardness of the ambident nucleophile SCN⁻. (See T. Kimura, M. Fujita, and T. Ando, J. Chem Soc., Chem. Commun., 1990, 1213.)

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