The following two compounds each exhibit two heteroatoms (one nitrogen atom and

Question

The following two compounds each exhibit two heteroatoms (one nitrogen atom and one oxygen atom). In compound A, the lone pair on the nitrogen atom is more likely to function as a base. However, in compound B, the lone pair on the oxygen atom is more likely to function as a base. Explain this difference by selecting the correct reason(s).

Select all that apply. The lone pair on the nitrogen atom in compound A is delocalized and is participating in resonance. The lone pair on the nitrogen atom in compound A is localized and is not participating in resonance. The lone pair on the nitrogen atom in compound B is delocalized which participates in establishing aromaticity. The lone pair on the nitrogen atom in compound B is localized which do not participate in establishing aromaticity. The lone pair on the nitrogen atom in compound B is not available to function as a base. The lone pair on the nitrogen atom in compound A is not available to function as a base.

Explanation / Answer

Since you have not uploaded the pic of the two compounds it is hard to tell. I am answering based on the options.

1. The lone pair on the nitrogen atom in compound A is delocalized and is participating in resonance.=> This in incorrect because if lone pair is delocalized it means it is more stable and hence less basic.

2. The lone pair on the nitrogen atom in compound A is localized and is not participating in resonance.=> This is possible because if the lone pair in not localized it is unstable and hence more basic.

For other options you need to kindly upload a pic.

Hope this helps!

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