Question

Number of isomeric aromatic amines with synthesized by Gabriel Phthalimide synthesis molecular formula C₈H₁₁N, which can be is ______. jee main 2023

Answer 1

Correct Answer: 6

Gabriel Phthalimide Synthesis Isomer Count 

The Gabriel phthalimide synthesis is used to prepare primary amines (R-NH2). Since the question asks for aromatic amines with the formula C8H11N, we need to consider isomeric primary aromatic amines.

The degree of unsaturation (DU) for C8H11N is:

\( DU = C + 1 - \frac{H - N}{2} = 8 + 1 - \frac{11 - 1}{2} = 9 - 5 = 4 \)

A DU of 4 suggests the presence of a benzene ring (DU = 4). This leaves us with C2H5 to account for. Since the Gabriel synthesis produces primary amines, the nitrogen must be attached to one of these carbons.

The possible isomers are:

Other dimethylanilines (like 3,4-dimethylaniline) are identical to the ones listed above. 2,6-dimethylaniline is the same as 2,3-dimethylaniline.

Conclusion:

Therefore, there are 6 possible isomeric aromatic amines that can be synthesized by Gabriel phthalimide synthesis.

Answer 2

By Gabriel phthalimide synthesis, i-amine is prepared, which should be aromatic and a-amine. The degree of unsaturation (Du) helps in determining the number of possible isomers.
Du = C + 1 - H - N/2, which equals 4, indicating the presence of a benzene ring. Thus, the number of isomeric aromatic amines that can be synthesized is 5.