Phillips, B. A.; Fodor, G.; Gal, J.; Letourneau, F.; Ryan, J. J. published the artcile< Mechanism of the von Braun amide degradations with carbonyl bromide or phosphorus pentabromide>, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is amide Von Braun degradation; mechanism Von Braun degradation; Von Braun degradation mechanism; iminium bromide.
The first intermediates in the title degradations were iminium tribromides, which reacted with cyclohexene to give the corresponding monobromides (I), quant. I at 120° gave α,ω-dihalo alkanes and PhCN; I at 100° in PhBr gave ω-bromoalkylbenzimidoyl bromides (II). II were also prepared independently. The equilibrium of imidoyl bromides with N-alkylnitrilium bromides were shifted towards the latter by addition of SO2 or MeOSO2F. II at 120° fragmented via the nitrilium ion to α,ω-dibromo alkanes and PhCN. Crystalline N-alkylene-α-bromoiminium bromides were isolated; their smooth thermal decomposition made the von Pechmann-von Braun degradation competitive with the Hofmann methylation. Ammonium trihalides were prepared using COBr2. Thermolyses of imidoyl bromides were studied.
Tetrahedron published new progress about 112-63-0. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate.
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