How might you separate benzoic acid from triphenylmethanol? Dissolve them in an

Question

How might you separate benzoic acid from triphenylmethanol? Dissolve them in an ether and extract with sodium bicarbonate. This converts benzoic add to its water-soluble sodium salt. Oxidize the mixture with chromic add. Since triphenylmethanol is a tertiary alcohol, it cannot oxidize further. Place both compounds in a separatory funnel. Since triphenytmethanol has three aromatic rings, it will separate as the bottom layer. Treat the mixture with lithium aluminum hydride. Benzoic acid will reduce to benzyl alcohol which will separate as a lower layer

Explanation / Answer

The right answer is letter D... treating them with lithium aluminium hydride so that benzoic acid is reduced to benzyl alcohol, and then separating them by liquid liquid extraction where benzyl alcohol will occupy the bottom layer

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