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Questions tagged [amines]

For questions about amines - organic compounds with a basic nitrogen with a lone pair, also occasionally referred to as derivatives of ammonia. Not to be confused with amides, for which the tag [carbonyl-compounds] is to be used.

8 votes
2 answers
696 views

Why does a larger bond angle correspond to greater s-character?

In trialkylamines $\ce{NR3}$, the $\ce{R}$ alkyl group attached to nitrogen increases the electronegativity of the nitrogen atom. I also found in this question that this happens due to the repulsion ...
Neha's user avatar
  • 452
0 votes
1 answer
159 views

Behavior of amines as acids

I came across this question which asked us to find in which alternative does the amine behave as an acid the most: In which of the following reactions does the amine behave as an acid (a) $\ce{(C2H5)...
Dusty_Wanderer's user avatar
-1 votes
1 answer
704 views

What is the product when cyclohexanone reacts with morpholine?

The question asked to find the final product of the reaction between cylohexanone and morpholine. I attempted the reaction which is shown below: I have understood the heat symbol. It simply ...
Dusty_Wanderer's user avatar
3 votes
2 answers
1k views

Why do we take two moles of amines in the reaction of amine with an acid chloride?

My textbook states that when reacting an acid chloride (for example, acetyl chloride) with an amine, we need to take two moles of amines because when the $ \ce{-NH-R}$ group displaces the $\ce{-Cl}$ ...
CannedOrgi's user avatar
6 votes
1 answer
650 views

Comparing the basicity of heterocyclic amines

Compare the relative basicity of the following amines. I know that the higher the electron density on the nitrogen the higher will be its basicity. So here’s my take on each option. (a)The Nitrogen ...
Natru's user avatar
  • 245
1 vote
0 answers
58 views

Procedure for laboratory synthesis of tertiary amines [closed]

I am having difficulty finding a procedure for making tertiary amines in the lab, any is fine but I am specifically interested in tributylamine.
Jack's user avatar
  • 19
8 votes
1 answer
839 views

Comparing acidic strengths between benzylammonium ion and phenol

Question Compare the acidic stengths between benzylammonium ion and phenol. I first tried to remove the H+ ion from both of them and tried to compare the relative stabilities of resulting conjugate ...
V.G's user avatar
  • 1,261
3 votes
0 answers
92 views

Safety concerns (Cyanide): Dicyandiamide + Polyamine condensation reaction

I am attempting to synthesize a poly-amine polymer by condensation between dicyandiamide (also known as cyanoguanidine and dicyandiamine) and diethyltriamine. The polymer is a kind of dye fixative ...
Juan Perez's user avatar
-1 votes
1 answer
71 views

Which one will be the major product when multiple sites for lone pair attack is available?

I have been asked to find the major product of the following reaction: Clearly, there are two possible sites for the lone pair of $\ce{NH_3}$ to attack, and thus two possible products. The carbon ...
Aniruddha's user avatar
  • 462
1 vote
1 answer
365 views

Can the guanidinium ion give stable N-nitrosamines under mild metalworking conditions?

Can the guanidinium ion react with inorganic nitrite under mild basic metalworking conditions ($\mathrm{pH\ 8 - 10}$ and temperature $\lt \pu{70^\circ C}$) to give stable N-nitrosamines? Usually, the ...
IV_'s user avatar
  • 271
2 votes
1 answer
617 views

Is there a way to convert aniline to phenol without diazotizing it?

I am a high school student and while reading about reactions on amines, I was trying to figure out a way to convert aniline $(\ce{C6H5NH2})$ to phenol $(\ce{C6H5OH})$ without diazotizing it with ...
rev0's user avatar
  • 121
7 votes
1 answer
3k views

Why is para-aminobenzoic acid more acidic than ortho-aminobenzoic acid?

Compare the acidic strength of o-, m-, p-aminobenzoic acids. I got that meta will be the most acidic as it won't be able to show R+ effect of $\ce{NH2}.$ But among the other two, i.e. ortho and para, ...
WHOOP's user avatar
  • 97
0 votes
2 answers
2k views

Why IUPAC name this amine is written as 2-methylpropan-2-amine and not as 2,2-dimethylethanamine? [closed]

Why IUPAC Nomenclature of following amine is written as 2-methylpropan-2-amine and not as as 2,2-dimethylethanamine?
CrownedEagle's user avatar
5 votes
1 answer
113 views

Is tautomerism in ketimines possible?

In a reaction between an aliphatic primary amine and a ketone, I could expect a ketimine as a product or intermediate. My question regards tautomerization of this intermediate: has tautomerization ...
Anger Density's user avatar
1 vote
0 answers
1k views

While treating 4-aminophenol with acetic anhydride why does the reaction stop at Paracetamol and does not undergo esterification with acetic acid?

This needs a little background so I will be showing you a question from one of my Organic Chemistry problem books:- Now, the book shows the answer as Option (c) which is Paracetamol. I tried to work ...
Harsh Mishra's user avatar

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