All Questions
Tagged with nucleophilicity acid-base
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Secondary alkyl halides and strong base: Sn2 vs E2
I got this question from the PYQs of a college entrance exam. According to the answer key, 4-chloro-3-methylpent-1-ene reacts with NaOH in water to give 4-hydroxy-3-methylpent-1-ene via the SN2 ...
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Why do grignard reagents add to carbonyls at the carbonyl carbon, and not deprotonate at the alpha carbon to form an enol? [duplicate]
I thought that since grignards are such strong bases that they would be immediately protonated by the alpha hydrogen since it is an acidic hydrogen. However, I keep seeing answers that are saying that ...
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What determines strength of nucleophile--Polarisability or Electron density
My understanding is that nucleophiles are lewis bases. Apparently nucleophile and base strength are not the same though. I thought Nu strength/Base strength is determined by how well it can donate an ...
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Reactivity of unsaturated organolithium compounds
I'm particularly looking in the context of alkyl lithiums compared to vinyl-lithiums and alkynyl-lithiums.
Why is it that shifting from sp3 to sp2, and even further to sp carbanions, reduces the ...
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Why basicity decreases for leaving groups, but nucleophicity increases for an overall compound, going down the periodic table?
Basically, I read that nucleophilicity increases going down the periodic table within a particular group, due to polarizability, but basicity decreases down a group (or family) in the periodic table, ...