Question
Asked 10th Mar, 2017

What are the other solvents suitable for Wohl-Ziegler Reaction (or other free radical reactions) beside toxic CCl4?

Usually CCl4 is considered as best solvent for Wohl-Ziegler Reaction or other free radical reactions (bromomethylation etc). However, several labs/institutes restricted its widespread use due to its toxic nature. What are the other possible solvents that can be used as its alternative without affecting the reaction rate?

All Answers (3)

12th Mar, 2017
Łukasz Banach
University of Birmingham
On Organic Chemistry Portal you can find that acetonitrile can be a good substitute of CCl4 in Wohl-Ziegler reaction (http://www.organic-chemistry.org/namedreactions/wohl-ziegler-reaction.shtm).
From my own experience I can say that I did reaction of vitamin B12 with NBS in 2M acetic acid solution in water and it worked well. It was an oxidation in position 8 of corrinoid system.
Maybe this review will be interesting for You:
2 Recommendations
15th Mar, 2017
Patrick Killoran
University of Oxford
Ethanol, DEG
16th Mar, 2017
Veerender Sharma
Indian Institute of Technology Delhi
DCM and chloroform can also be used.

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