For questions 1 and 2, consider that you have a mixture of the following compoun

Question

For questions 1 and 2, consider that you have a mixture of the following compounds dissolved in 60 mL t-butyl methyl ether. o; OH 4-isopropylbenzoic acid 1,2-dibromobenzene 1. You analyze your mixture by TLC in 1:1 cyclohexane:dichloromethane on silica-backed plates. Which compound will have the lower Rrand why? (1 pt) a) 4-isopropylbenzoic acid because it is less polar and will stick to the silica more strongly b) 4-isopropylbenzoic acid because it is more polar and will stick to the silica more strongly c) 1,2-dibromobenzene because it is more polar and will stick to the silica more strongly d) 1,2-dibromobenzene because it is less polar and will travel further up the plate with the solvent 2. You extract the ether layer with 2 x 30 mL of 10% aqueous NaOH and set these aqueous layers in Beaker A. Then you extract the remaining ether layer with 2 x 30 mL of 3 M HCI and set these aqueous layers in Beaker B. You drain the ether layer into Beaker C. Where is the acid compound? (1 pt) a) Beaker A b) Beaker B c) Beaker C You have an unknown mixture of two compounds of a possible acidic, basic, and neutral set of unknowns. Upon dissolving the mixture in t-butyl methyl ether, TLC shows two spots. Extracting the solution with a basic aqueous solution still leaves two spots in the organic layer. However, washing with an acidic solution leaves one spot in the organic layer and the other is now in the acidic aqueous layer. Which two components are in yo mixture? (1 pt) 3. a) a basic organic compound and a neutral compound b) an acidic organic compound and a neutral compound c) an acidic organic compound and a basic organic compound d) two neutral compounds

Explanation / Answer

1. Option B is correct.

Explanation: Carboxylic acid is more polar, silica is also polar. So, they interact with each other, as a result, 4-isopropylbenzoic acid will have the lower Rf.

2. Beaker A.

Explanation: The acid reacts with the base (NaOH) and forms a salt and dissolves in water, which is collected in beaker A.

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