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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
2 answers
123 views

How to identify an organic base?

According to the answer key, trimethylamine (iii) and ethanolamine (iv) are considered organic bases, whereas ammonium (i) and acrylamide (ii) are not: From my understanding, an organic base has an ...
Nora's user avatar
  • 133
3 votes
0 answers
45 views

Compound's reactivity in Hoffman Bromamide Reaction

I already know that the presence of electron donating groups in the soon-to-be migrating group in the Hoffman Bromamide reaction makes the molecule more reactive, but I encountered a question which ...
Dhruv Kaushik's user avatar
3 votes
1 answer
1k views

Amine vs Amide Solubility

I had a question regarding the solubility of amines and amides. I was looking into the solubility of butanamide and n-Butylamine, and it turns out that whilst butylamine is miscible in water, the ...
Frank's user avatar
  • 71
-1 votes
1 answer
305 views

How to evaluate the basicity of molecules? (Ethanamide and Ethanamine, Example) [closed]

Hi there i recently came in a position where was asked to evaluate the basicity of molecules, and managed to understand the heirachy of most molecules, however i couldn't figure out who was more basic ...
RockishWood's user avatar
2 votes
0 answers
615 views

Reaction of diamines with carboxylic acids to form imidazole

I've recently came across this reaction and my guess is that firstly an amide forms that later reacts with the second amine group. Is this a general reaction? Does it matter if the compounds used are ...
jureczeq's user avatar
8 votes
2 answers
1k views

Can a cyclic amine form an amide?

This is a question from the Cambridge International Examinations October/November 2017 (pdf from papers.gceguide.com, pdf via the Wayback Machine). I need to understand why the secondary amine in the ...
Amar30657's user avatar
  • 311
0 votes
2 answers
506 views

Mechanism for formation of amides from ammonium carboxylate salts

One of the reactions that you can do with a carboxylic acid is to react it with ammonia or an amine, which produces the corresponding ammonium carboxylate salt. When this salt is heated, amide is ...
S R Maiti's user avatar
  • 5,685
1 vote
1 answer
102 views

Gabriel Phthalamide Reaction

Can we use acid chloride in place of alkyl chloride in Gabriel Phthalamide Reaction? Maybe it can be used as process to synthesize amides.
aniketsharma00411's user avatar
0 votes
1 answer
4k views

What is the balanced equation of BH3/THF with an amide to form an amine? [closed]

I am doing a green chemistry project as an undergraduate and need the balanced equation to complete the calculations. I cannot find the right information online so any help would be greatly ...
mmmmm's user avatar
  • 3
1 vote
1 answer
7k views

Reaction between carboxylic acids and amines

Would some be able to explain why when I mix a carboxylic acid, like ethanoic acid, and an amine, say ethylamine, I get ethylammonium ethanoate. But when I mix a bi-functional group carboxylic acid (...
H.Linkhorn'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
  • 7,402