The reaction is acetone and benzaldehyde react to make dibezalacetone, and the question is what would...

The reaction is acetone and benzaldehyde react to make dibezalacetone, and the question is what would you do to choose a good developing solvent for TLC?

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Expert Solution

The reaction between acetone and benzaldehyde results in the formation of dibenzalacetone.

To run the TLC, generally 'normal phase' is preferred. In the normal phase silica gel is used as a stationary phase. The network of Si-O bond and O-H functional group on the surface make the stationary phase more polar. The mobile phase in this case is non-polar.

In above reaction, benzaldehyde is polar starting material whereas acetone is non-polar starting material. Diabenzylacetone is non-polar due to its symmetry. However, presence of C=O exhibits little polarity. Thus non-polar solvent like n-hexane can be used as a solvent for the TLC. Here, diabezylacetone is non-polar thus required some polar solvent to get Rf value for the same. In only n-hexane, TLC won't developed. Thus it is necessary to add little polar solvent like ethyl acetate in the n-hexane. Thus 10% ethyl acetate and 90% n-hexane could be a good developing solvent for TLC of above reaction.

queen_honey_blossom answered 1 year ago

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