Troubleshooting an Organic Reaction Post-Lab Questions Name: HW1. Using the same

Question

Troubleshooting an Organic Reaction Post-Lab Questions Name: HW1. Using the same P2 reagent table data and the P3-PS prompts from the REActivity assess Student B's data on scratch paper and write a "conclusions" turn in. paragraph for your analysis to CH2Clz rt, 30 min Student B: Crude data Crude Crude mp: 60-62°C Silica Gel Column (8:1 Hexanes: Ethyl acctate) Pure mass: 0.1g white solicd Pure mp: 47-48°C Crude yield: Pure yield TLC: 4:1 hexanes: ethyl acetate (visualized by UV) m-starting material co copot Rx = reaction sm co @10 minutes @30 minutes FT-IR: 183

Explanation / Answer

Organic chemistry

Shown above is the oxidation of a secondary alcohol to ketone using PCC as the oxidizing agent.

The melting point of the crude material is far off from the melting point of the pure product.

In conclusion we can say that the conversion of secondary alcohol to the product was partial and major amount of starting material remained as such, which is evident from the tlc. The pure product obtained after recrystallization matched with the literature value for its melting point and for its IR structure (showed a peak for O-H stretch at 3300 cm-1). We have succesfully done the oxidation reaction.

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