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# can nabh4 reduce nitro groups

Primary amines contain the -NH2 group. Why does CDCl3 give a triplet in an NMR spectrum and why does it have equal intensity? I've only found very few mentions of actual successful reports and only one paper that describes it, dating back from the 70's.I've looked at NaBH4 and some experimental reports say IPA/NaBH4 can reduce the double bond to form the nitroalkane : ( https://www.thevespiary.org/rhodium/Rhodium/chemistry/nitrostyrene.nabh4.html / https://chemistry.mdma.ch/hiveboard/novel/000426052.html ). Most useful is the reduction of aryl nitro compounds. I've not seen nitro groups reduced by the acid-triethylsilane or tetramethyldisiloxane treatment. Quote, March 5th ed. Soc. Limitations of Monte Carlo simulations in finance. Procedure? Answer to What of the following functional groups can be reduced with NaBH4? Use MathJax to format equations. How can I deal with claims of technical difficulties for an online exam? I have typically used Palladium or Platinum on carbon or alumina supports. There has to be something as additional reagent altering the reducing properties of NaBH4 to enable it to reduce the nitro group to the amine, it can't do this by itself. May I know the most suitable molar ratio of the SnCl2 with the -nitro group/HCl? How do you do reduction of aromatic nitro or nitroimidazole ? I started on a mechanism before remembering about, you know, books. The best method to reduce NO2 group is to use H2/Pt in AcOH. Satoh, T., Mitsuo, N., Nishiki, M., Inoue, Y., and Ooi, Y. Good luck. How to calculate 1 mole percentage catalyst ? Were any IBM mainframes ever run multiuser? Chem. It made me realize I need to clarify one thing: The reaction does happen when using catalyst, usually a metal. © 2008-2020 ResearchGate GmbH. Why doesn't NaBH4 reduce the Nitro group? No idea if that was correct (or rather, March informs me I'm wrong), but given that some sources claim the reaction goes forward, that is a pathway I would put forward. Despite its name, the structure of the reducing agent is very simple. (Tokyo). I have NaBH4 on hand and will try soon with some 4-bromo-2,5-dimethoxynitrostyrene and will report back. For the Sn, the most suitable ratio is 3Sn and 18HCl. What are the possible reagents to reduce 2,5-dimethoxynitrostyrene to 2C-H. Please ,give me the formula of 1 mole% catalyst . Using these method you can reduce the aryl nitro group. How does the UK manage to transition leadership so quickly compared to the USA? Bellamy, F. D., and Ou, K. (1984). A previous study (Bull. Why does CDCl3 give a triplet in NMR spectrum and why does it have equal intensity? I'll see if I can try this route as well. The "(III)" shows the oxidation state of the aluminium, and is often left out because aluminium only ever shows the +3 oxidation state in its compounds. A discussion about alternative reduction methods was here Clemmensen reduction vs. Wolff-Kishner reduction. One of the first systems reported for catalyzed NaBH4 reduction of nitro groups was the now familiar NaBH4-Pd/C system in protic solvents [10]. I'm not sure why but the borohydride doesn't seem to work all the way to the alkane, it stops at the double bond for which it has an affinity (refer my comment). We do not condone breaking any laws in your area, but are more than happy for you to share your dreams with us. Commonly quoted catalysts are palladium, platinum or nickel. Non-catalyzed reductions are generally limited to carbonyl, imino and hydroperoxide moieties. You reduce the nitroalkene to nitroalkane which then can be reduced by a zinc / formate solution or some other method. However, NaBH 4 isn't a strong enough reducing agent to reduce nitriles. Molar ratios used were 1 nitro cpd/1 COC12" 6H20/3NaBH4. I have NaBH4 and Zinc dust and I was going to follow a synthesis (synthesis of 2CB from anethole, for whoever knows the reference) that requires a reduction with the borohydride followed by another reduction with Zn. New comments cannot be posted and votes cannot be cast. Dissolve first Ar-Nitro in HCl and at 0 degree celsius portion-wise addition of Zn powder. However, considering the high toxicity and the price for this reagent, you might want to run a small scale reduction of your tosylhydrazone with the much cheaper $\ce{NaBH4}$ first. Reaction was not moving forward. Since my latest post was nicely received, I guess I should ask this too. The orange color of the nitrostyrene persists and I couldn't isolate much of anything except excess salt from the A/B extract. Normally 6 equiv. Is it too late for me to get into competitive chess? Is whatever I see on the internet temporarily present in the RAM? With 5 to 10 bar hydrogen pressure. The reaction is then done in 4 ml of solvent, which is 1:1 ethanol/water mixture (v/v). There has to be something as additional reagent altering the reducing properties of NaBH4 to enable it to reduce the nitro group to the amine, it can't do this by itself. The protocol states that they use 2 mmol of reactant 1, and 0.5 mmol of reactant 2 and then 20 mol% of catalyst. Tetrahedron Lett. Another consideration is if you can get a solvent with partial solubility for the nitro aromatic and full solubility for the product amine then you can start the run heterogeneous. Sorry, this post was deleted by the person who originally posted it. Can anyone please help and attempt to decipher this? NaBH4 without any copper salt?