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0 votes
0 answers
42 views

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 ...
AADETYA JAISWAL's user avatar
0 votes
0 answers
24 views

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 ...
Carly's user avatar
  • 1
-1 votes
2 answers
113 views

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 ...
TheRavenSpectre's user avatar
3 votes
0 answers
53 views

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 ...
FriendlyGlove's user avatar
2 votes
0 answers
475 views

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, ...
Jay Dee's user avatar
  • 21