Can the trend of basicity be followed in amines in general cases?

In summary, amines are organic compounds with a nitrogen atom bonded to alkyl or aryl groups. Their basic character is due to the lone pair of electrons on the nitrogen atom, making it easy for them to accept protons and form ammonium ions. Compared to ammonia, amines have a stronger basic character due to the presence of alkyl or aryl groups. The basicity of amines is affected by the size and number of these groups, as well as their electron donating or withdrawing effects. Amines are classified into primary, secondary, and tertiary based on their basicity, with primary amines being the most basic. The basic character of amines also impacts their reactivity, allowing them to
  • #1
SpectraPhy09
25
3
Homework Statement
The most reactive amine toward hydrochloric acid is
a) Ch3-Nh-Ch3
b) Ch3-N-(Ch3)2
c) Ch3-Nh2
Relevant Equations
Pka = -Log[H+]
My ans is coming b) because it has 9 hyper conjugative structures so it would be more basic
But given ans is a)
I think they only considered the basic strength in the aqueous medium ...But I wanted to ask can we follow that trend in the general case also?
 
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  • #2
Yes, the trend can be followed in the general case as well. This is because the more hyperconjugative structures a compound has, the more stable it is and thus the more basic it is.
 

1. What is the basic character of amines?

The basic character of amines refers to their ability to accept a proton (H+) and form a positively charged ion, known as an ammonium ion. This is due to the presence of a lone pair of electrons on the nitrogen atom, which can bond with a proton to form a stable bond.

2. How does the basic character of amines compare to other functional groups?

Amines have a stronger basic character compared to other functional groups, such as alcohols and ethers. This is because the lone pair of electrons on the nitrogen atom is more available for bonding compared to the oxygen atom in alcohols and ethers.

3. What factors influence the basic character of amines?

The basic character of amines is influenced by the number of alkyl groups attached to the nitrogen atom. The more alkyl groups, the less basic the amine becomes. Additionally, the electronegativity of the attached alkyl groups also affects the basicity, with more electronegative groups decreasing the basic character.

4. How does the basic character of amines affect their reactivity?

The basic character of amines plays a crucial role in their reactivity. Amines can act as nucleophiles, attacking electrophilic species due to their lone pair of electrons. This makes them useful in many organic reactions, such as nucleophilic substitution and addition reactions.

5. Can the basic character of amines be modified?

Yes, the basic character of amines can be modified by altering the structure of the amine. This can be achieved by changing the number and type of alkyl groups attached to the nitrogen atom, or by introducing electron-withdrawing or electron-donating groups. These modifications can have a significant impact on the basicity and reactivity of amines.

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