Science of Synthesis

Kubik, S., Science of Synthesis, (2010) 41, 507.

The chemistry of alkanediazonium ions has been reviewed.[‌3‌–‌7‌] Once formed in solution, alkanediazonium compounds normally decompose rapidly because the considerable thermodynamic advantage of nitrogen release is not compensated for by stabilizing effects such as conjugation. Alkanediazonium compounds therefore constitute short-lived intermediates in, for example, deamination reactions, but cannot be isolated as pure salts. Only a small number of alkanediazonium compounds possess a sufficient lifetime to allow spectroscopic characterization or conversion into stable derivatives.

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‌Meeeee 8‌ Meeeeeeeeeeeeee Meee eeee Meeeeeee-Meeeeeeeeee Meeeeeeeeeee[‌8‌–‌88‌]

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‌Meeeee 8‌ Mee-Meeeeeee Meeeeeeee ee Meeeeeeeee Meeeeeeee Meee[‌88‌,‌88‌]

Meeeeee, eee eeeeeeeeeeeeeeee eee eee eeee eeeeeeeeeeeee ee eee eee eeeee eee ee eeeeeeeeeee eeeee ee eee eeeeeeeeeeee.[‌88‌–‌88‌]

Meeeeeeeeeeeeee eeee eee eeeee eeee eeeeeeeeeeee eeeeeeeee ee MM8 ee MM8 eeeeeeee. Meeeeeeeeeeeeeee eeee[‌88‌–‌88‌] eee eeeeeee eeeeeeeeeeeeeee eeee[‌88‌] eeeeee eee MM8 eeeeeeeee, ee eeeee ee eee eeeeee eeeeeeee eeeeeeeee ee eeeeeeeeeeeee ee eeeeeeeee eeeeee [8-8M]eeeeee-8-eeeeeeeee eee eee [8-8M]8-eeeeeeeeeeeeeeeeeeeeee eee eeee eeeeeeee eeee eeeee ee eeeeee eeee.[‌88‌] Meeeeeee, eeeeee-8-eeeeeeeee eee eeeeee-8-eeeeeeeee eeee eeeee eeee eeeeee eeeee eeeeeeeeeeeee eeeeee eeee eeee eeee eeeeeeeeeeee eeeeeeee eeeeeeeeee eee eeeeeeeeeeeee ee eee eeeeeeeeeee ee eeeeeeee ee eee M—M eeee.[‌88‌] Me eeeeeeee, eeeeeeeee eeeeeeeee eeee eeee eeeeeeee eeee eeeeeee eee eeeeeee eeeeeeeee eeee eeeeeeeeeeee eee MM8 eeeeeeeeee.[‌88‌] Mee eeeee eeeeeeee eee eeeeeee eeee eee eeeeeeeeee eeeeeeeee ee eee eeeeeeeee eee eeee eeeeee (e.e., eeeeeeeeeee ee e eeeeee, ee eeeeeeee ee e eeeeeeeeeee eeee eeee ee eeeeeee eeeeeeeeeeeee).

Meeee eeee eeee eeeeeee eeeeeeeeee eeeeeeeeeee ee eeeeeeeeeee ee eeeeeee eeeeeeee eeeeeeeee ee eeeeeee eeeeeeeee eee eeeeeeeee eeeeeee eeee eeeeeeeeeeeee ee ee eeeeeeeeeeeeeee eee ee, eee eeeeeee, eeee eeeeeeeeee ee ee eeeee eeeeee ee eeeeeeeeeeeeeeee.[‌8‌] Meee eee eeee eeeeeeeeeeee ee eeeeee eeeeeeeeee eeeeeeeeeee ee eee eeeeeeeeee eeeeee ee eeeeeeee eeeeeeeeeeeee ee eeee eeeeeeeee.[‌88‌] Meeeeeeeeee ee eee eeeeee ee eeeeeeeee, eeeeeeeee eeeeeeee eeeeeeee eee eeeeeeeee eeee eee eeeeeeeee eeeeeee, eeeee eeeee eeeeeeeeeeeeeee eeeeeeeee eeeeeeeee eeee ee eeeeeeeeeeeee eeeeee eeeeeeeeeeeee eeeeee. Mee eeeeeeeee eeeeeeeee eee eeeeeeeee ee eeeeeeeeeeeeeee eeee eee eee eeeeeee eeeeeee Meeeeeee eeeeeeeeeeeee eee eee Meeeeeeee–Meeeeeee eeeeeeee.[‌88‌,‌88‌]

References