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We know that some compounds can donate $\ce{H-}$ anion to attain stability. What are the conditions under which it occurs and what should be the extent of stability of the product for this pathway to be viable?

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    $\begingroup$ Only some anionic intermediates do that AFAIK. $\endgroup$ – Mithoron Aug 3 '17 at 21:45
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Many compounds are good hydride donors, if it results in carbonyl bond formation or extended conjugation. Sometimes, a compound can donate H- ion if it results in stable pi bond formation.
(e.g. Tertiary butyl carbanion)

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  • $\begingroup$ t-butyl carbocation won't release $\ce{H-}$. $\endgroup$ – orthocresol Aug 19 '17 at 10:43
  • $\begingroup$ @orthocresol. I meant Carbonion $\endgroup$ – user50956 Aug 19 '17 at 10:46
  • $\begingroup$ Ok. I guess you mean something like tBuLi? Never seen that acting as a hydride donor... but I might learn something new here... $\endgroup$ – orthocresol Aug 19 '17 at 10:48

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