Hi!
Nice writeup,Bandil - but what's new, simplified? I read that you toss in water, SnCl
2, HCl, nitrostyrene and toluene, reflux for 2,5 hours and then steam distill - which is exactly what Barium already did, just read his SnCl
2-thread (the first xperiments are using EtoAc, but later Ba successfully uses toluene as solvent, he too skips the separation step and steam distills the rxn mixture directly)..
Post 322410
(Barium: "Now it´s even easier", Novel Discourse)Post 323065
(Barium: "Update", Novel Discourse)So I wonder what your simplification might bee?
If you want to save time (and/or have not enough SnCl
2) you can put in some tin(2)chloride, together with a correct amount of elemental Sn and HCl (let's say, ~25g SnCl
2, ~13.2 grams tin and additional ~30 ml HCl 31% - instead of 50g tinchloride). The tin will form SnCl
2 WAY faster than if you just reflux it in dil. HCl, you can save a lot of time this way - if you normally prepare your tin(2)chloride by yourself (it can be very annoying to watch a metal not fully dissolve in acid for hours..).
I think the two posssible explanations for this fast dissolution are:
1. the equation is shifted to the right as SnCl
2 gets oxidized - SnCl
4 is soluble in both polar and nonpolar solvents, so it is being removed from the water phase (maybe not)
2. (my favourite exp.) the elemental tin reduces the tin(4) to tin(2) - et voilà, two Sn(2+) ions - which reduce something, get oxidized to Sn(4), react with Sn(0) each, et voilà: four tin(2) ions...
I don't know if these are correct explanations - but I know for sure that 8 grams of tin in a SnCl
2 reduction dissolved in a matter of minutes (half an hour maybe), and it saves a lot of time/effort/SnCl
2!
This reminds me of iron/HCl reductions - just a little bit of the appropriate chloride salt to start the rxn..
(BTW I got the same good yields with SnCl
2 without reading your writeup, but with using some elemental tin/tin(2)chloride together
)
Greetz A