3. (3.5 pts) TLC analysis.

(a) Using proper Lewis structures, draw benzoic acid and benzanilide in the space provided.

Structures must be represented as line drawings with all lone pairs and formal charges shown.

(b) Make a fully labelled drawing of the visualized TLC plate. In lab, you spotted the original

mixture, the neutral compound in the organic layer, and the dried organic acid crystal.

Calculate the Rf value for each component.

Drawing:

(c) Which is more polar? Circle your answer: benzoic acid benzanilide

119/nMOITA. UJITZIG GMA

(d) According to your TLC analysis in question 2, explain if your extraction successfully separated

the components of the original mixture?