Number of isomeric aromatic amines with molecular formula C$$_8$$H$$_{11}$$N, which can be synthesized by Gabriel Phthalimide synthesis is ______.

Gabriel phthalimide synthesis can only be used to prepare primary amines. It involves treating potassium phthalimide with an alkyl halide, followed by hydrolysis.

Molecular formula: C₈H₁₁N. Degrees of unsaturation = $$\frac{2(8)+2-11+1}{2} = 4$$ (indicating a benzene ring).

The aromatic primary amines with this formula that can be made by Gabriel synthesis (excluding arylamines where NH₂ is directly on the ring, as those cannot be made by Gabriel synthesis) are:

These are the methylbenzylamine isomers (where -CH₂NH₂ is the reactive part):

1. 2-Methylbenzylamine (o-CH₃C₆H₄CH₂NH₂)

2. 3-Methylbenzylamine (m-CH₃C₆H₄CH₂NH₂)

3. 4-Methylbenzylamine (p-CH₃C₆H₄CH₂NH₂)

The number of isomeric aromatic amines is 3.