IIT JAM

follow

Top Resources

S

Shweta Thakur posted an Question

December 22, 2020 • 20:32 pm

30 points

IIT JAM
Chemistry (CY)

How basicity of amines depend upon ring size

how basicity of amines depenlkfkhxkhd upon ring size

1 Answer(s)

0 Likes
3 Comments
0 Shares

A
Amol ashok pawar

As ring size increases basicity of amines increases. The basicity of an amine is increased by electron-donating groups and decreased by electron-withdrawing groups. So number of carbon (referred to ring size) increases so basicity of amines increases
- Likes(0)
- Reply(0)

>
Priyanshu kumar

check this explanation
- Likes(0)
- Reply(5)
got this shweta?
- Like(0)
wait sir
- Like(0)
sir only strain is the reason n
- Like(0)
yes due to strain only.....also basicity inversely proportional to EN..and more the strain more EN
- Like(0)
shweta any doubt in this?
- Like(0)

>
Dinesh khalmaniya 1

generally ring size increases, basicity increase because due to less strain, lone pair can be easily donate. Explanation- Inductive effect in this sequence in the reason of the increased basicity only in the case of N-methyl piperidine compared to piperidine. Increased basicity in the sequence of azetidine < pyrrolidine < piperidine is connected with the ring strain. Upon the decrease in the C-N-C angle, sp3-hybridized N atom "rehybridize" to increase p-character of orbitals involved in the C-N bonds formation, leading to the increased s-character of orbital involved in the N-H bond and the lone pair of electrons. Since s-electrons are closer to nucleus, this rehybridization leads to the increased stability of the N-H forming orbital and the lone pair in more strained cyclic amines making the lone pair being 'less exposed' to protonation (less basic).
- Likes(0)
- Reply(3)
sir
- Like(0)
azetidine ,pyrrolidine these are which compounds
- Like(0)
check this
- Like(0)

T