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Which is more nucleophilic: acetamide or aniline?

Which compound will be more nucleophilic, knowing that the electron pair will be more delocalized in the ring for aniline? On the contrary, for the acetamide the electron pair will only be delocalized ...
Zakaria SLITINE ALAOUI's user avatar
2 votes
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Can alkyl halides react with guanidine/guanidino groups?

I wonder how the π delocalization of guanidino groups affects the reactivity of the terminal nitrogens with respect to alkyl halides compared to, say, primary amines?
Mowgli's user avatar
  • 183
1 vote
0 answers
842 views

Order of nucleophilicity of Nitrogen atoms in adenine

I recently stumbled upon a question that got me thinking. It goes something like this: Find the major product of the following reaction: There were 3 options given: So it basically aims at finding ...
Sir Arthur7's user avatar
  • 1,169
3 votes
0 answers
371 views

Nucleophilicity and basicity of compounds with or without nitrogen inversion

In nitrogen inversion, the lone pair changes its direction continuously. Does this in any way delocalize the charge density on the nitrogen making it less nucleophilic and less basic than, say, a ...
user226375's user avatar
2 votes
1 answer
284 views

Effects of Groups on the Nucleophilcity of Nitrogen

The reactivity of nitrogen mustards increases with increasing nucleophilicity of the central nitrogen atom. Select the most and least reactive from each of the following groups of nitrogen mustards. ...
Nanoputian's user avatar
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