All Questions
Tagged with amines nucleophilic-substitution
8
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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 ...
2
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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?
- 183
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Reaction of primary amine with mixed acid anhydride
Is this reaction $\ce{S_N2}$ (because attack of nucleophile and removal of leaving group are not taking place in a single step)?
Which part of anhydride should form the substituted amide? If it is an ...
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Does ammonolysis of primary and secondary alkyl halides proceed through SN2 mechanism?
We know that the first the ammonia acting as nucleophile attack the alkyl halide forming the substituted ammonium salt, but my question is why cannot it proceed through a typical $S_\text N2$ type, ...
- 268
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Alternate pathway of Gabriel synthesis to prepare secondary amine
Can modifying the Gabriel synthesis, which is generally restricted to synthesis of primary amines, be used to synthesise secondary amines?
I have attached my idea regarding the synthesis (the final ...
- 795
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Benzylation and acetylation of amines and alcohols
Question
Attempt
Since the nitrogen site is more nucleophilic it should react first. But still Oxygen can react and hence I believe A should be right. But the book says C. Where did I go wrong? ...
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Why ammonium salts can not undergo substitution
Why is ammonium salt, such as RNH3+, can not react with nucleophiles like HI to give RI and NH4+? The reaction is pretty much like the substitution of alcohol in acid condition.
In my opinion, NH3 (...
- 119
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Do alkyl halides with an alpha nitrogen atom undergo SN1 reaction?
Today, in my organic chemistry class, I learnt about the nucleophilic substitution reaction. The notes have stated that:
Alkyl halides with $\alpha$ oxygen atom can also undergo SN1 reaction ...
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