malvaxman
(Hive Bee) 11-14-01 12:09 No 236612 |
Nice nitroethane synth by WizardX | Bookmark | ||||||
Nitroethane synth by WizardX (Post No 206924) A variant synthesis of nitroethane is: 1) CH3CH2COOH + Cl2 ==>> CH3CH(-Cl)COOH + HCl 2) CH3CH(-Cl)COONa + NaNO2 ==>> CH3CH(-NO2)-COONa + NaCl 3) CH3CH(-NO2)-COONa + H2O ==Heat==>> NO2CH2CH3 + NaHCO3 Some questions: What yeld could be expected? It should in step 1 even form some di-chloro and maybee some trichloro compounds, right? So how do one know when to stop gassing? ..does anyone have the URL to WizardX´s homepage? thank you for your help/ |
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Rhodium (Chief Bee) 11-14-01 12:16 No 236615 |
Re: Nice nitroethane synth by WizardX | Bookmark | ||||||
His homepage is linked from my site (as anything else of use). |
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uemura (Hive Bee) 11-14-01 12:59 No 236627 |
Re: Nice nitroethane synth by WizardX | Bookmark | ||||||
malvaxman, This is known as the Kolbe Nitroalkene synthesis. The shorter the alkene, the better the yield. Uemura thinks Gattermann-Wieland gives yields for CH3NO2 around 40%, for nitroethane is definitly less (perhaps only 20%). Carpe Diem |
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joyman (Newbee) 11-14-01 20:30 No 236713 |
Re: Nice nitroethane synth by WizardX | Bookmark | ||||||
The first step is the Hell-Volhard-Zelinskii reaction alpha-halogenation ... reaction requires Phosphorus (hard to get otc!!) trihalide (generated in situ?) and an excess of halide gas/liquid. The halide first substitutes the carboxyl carbon then gets shifted to the other alkyl carbon. |
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