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Author: Subject: Dithionite Reductions
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[*] posted on 25-8-2015 at 02:33
Dithionite Reductions


I see a lot of talk in various places online of using sodium dithionite for reducing nitro compounds, but a lack of details; especially in the solvents used.

If I were to reduce nitrobenzene to aniline with dithionite, how would I do it? I remember seeing ~3-5 eq. dithionite being needed, while browsing google images for dithionite reactions.

Say I had 10g nitrobenzene and used 31g sodium dithionite (3x molar eq.), How much solvent (MeOH:H2O) would be needed for the reflux?
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[*] posted on 25-8-2015 at 04:31


http://www.orgsyn.org/demo.aspx?prep=cv3p0069
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[*] posted on 26-8-2015 at 03:41


The reductions to luminol have been the most helpful I've found for giving me a general idea.

What determines why they used 200ml water? Is it just whatever is necessary to boil smoothly?

In the case of a nitroaromatic, is the MeOH:H20 miscible with it in the proper ratio, and the amount of solvent determines how much dithionite is dissolved, affecting the rate of reduction?
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