Question

Which TLC plate can you anticipate for the imine formation step? (V Vanillin, T = Toluidine, CS Co-Spot, Rx =Reaction mixture

Please explain why.

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Answer #1

1. Vaniline is 3-methoxy-4-hydroxy benzaldehyde (1) and toluidine (2) may taken p-methyl aniline and imine (3) is the formation product from both.

2. Polarity of 1 is highest and 2 will be lowest and 3 in between, therefore retained in mobile phase 1 will be lowest migration, and 2 will go up highest.

therefore order will be

Polarity:

Vaniline > imine > Toluidine

and

visualised spot:

(Lowest) Vaniline > (middle) imine > (Highest) Toluidine

Therefore correct answer will be D

Reacrion mix will be in middle and vaniline spot lowest and toluidine will go highest.

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