Oxidation with Oxalyl chloride Practice Problems

Practice Flashcards and Problems

Here you can test your knowledge on product guessing for the Corey Schmidt Oxidation without the usage of water.

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Hi Everyone! This section is currently a work in progress, however, we have some sample questions we would love for you to try.

Concept Testing

Here you can test your knowledge on concept based questions!

Question 1

What kind of Alcohol cannot undergo Swern Oxidation?

Question 2

Draw the Full Pyridinium dichromate structure.

Predict the Product

Here you can see if you can see if you correctly guess what the product is!

Question 1

Predict the Product.

Question 2

Guess the Product.

References

1. Corey, E. J.; Schmidt, G. Useful Procedures for the Oxidation of Alcohols Involving Pyridinium Dichromate in Aprotic Media. Tetrahedron Lett. 1979, 20 (5), 399–402. DOI: 10.1016/S0040-4039(01)86498-0. ↩

2. Wojtkielewicz, A.; Pawelski, D.; Bazydło, P.; Baj, A.; Witkowski, S.; Morzycki, J. W. A Convenient Synthesis of (16S,20S)-3β-hydroxy-5α-pregnane-20,16-carbolactam and its N-alkyl Derivatives. Molecules 2020, 25 (10), 2377. DOI: 10.3390/molecules25102377. ↩

3. Terpstra, J. W.; Van Leusen, A. M. A new synthesis of benzo[b]thiophenes and benzo[c]thiophenes by annulation of disubstituted thiophenes. J. Org. Chem. 1986, 51 (2), 230–238. DOI: 10.1021/jo00352a019. ↩