29865-60-9

Upstream product

• 79-24-3 Nitroethane 
• 141-52-6 sodium ethanolate 
• 100-14-1 4-nitrobenzyl chloride 
• 52287-53-3 1-nitro-4-[(1E)-2-nitro-1-propenyl]benzene 
• 64-17-5 ethanol 
• 4231-16-7 1-(p-nitrophenyl)-2-nitro-1-propene 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 62044-15-9 1-(4-amino-phenyl)propan-2-one 
• 25798-60-1 (1-nitro-4-(prop-1-en-1-yl)benzene) 
• 94814-67-2 4-(2-Nitro-propyl)-phenylamine 
• 619-72-7 4-nitrobenzonitrile 

Relevant academic research and scientific papers

Iridium-catalyzed highly chemoselective and efficient reduction of nitroalkenes to nitroalkanes in water

An iridium-catalyzed highly chemoselective and efficient transfer hydrogenation reduction of structurally diverse nitroalkenes was realized at very low catalyst loading (S/C = up to 10000 or 20?000), using formic acid or sodium formate as a traceless hydride donor in water. Excellent functionality tolerance is also observed. The turnover number and turnover frequency of the catalyst reach as high as 18?600 and 19?200 h-1, respectively. An inert atmosphere protection is not required. The reactivities of nitroalkenes are dependent on their substitution pattern, and the pH value is a key factor to accomplish the complete conversion and excellent chemoselectivity. Purification of products is achieved by simple extraction without column chromatography. The reduction procedure is facilely amplified to 10 g scale at 10?000 S/C ratio. The potential of this green reduction in enantioselective hydrogenation has been demonstrated.

Sequential Acylation/Silylation/Hetero-Claisen Rearrangement of Nitroalkanes for the Synthesis of Protected Hydroxyoxime Derivatives

Sequential acylation-silylation of nitroalkanes leads to O-silylated α-acyloxyoximes in high yields. The first step of the reaction involves deprotonation of nitro compound with sodium hydride promoted by DBU or alcohol/15-crown-5 system followed by treat

Enantioselective hydrogenation of α,β-disubstituted nitroalkenes

The first highly chemo- and enantioselective hydrogenation of α,β-disubstituted nitroalkenes was accomplished with rhodium/JosiPhos-J2 as a catalyst, with the yield and enantioselectivity of up to 95% and 94%, respectively. The α-chiral nitroalkanes will provide an entry to valuable chiral amphetamines which are otherwise not so easily accessed. This journal is the Partner Organisations 2014.

Catalyst-free chemoselective reduction of the carbon-carbon double bond in conjugated alkenes with Hantzsch esters in water

A simple, efficient and green protocol for chemoselective reduction of carbon-carbon double bond in conjugated alkenes with Hantzsch esters is described. Without any additional catalysts, a series of conjugated alkenes with strong electron-withdrawing groups were reduced in water with excellent yield. Functional groups such as nitrile, ester, nitro, fluoro, chloro, bromo, furanyl and benzyl are all tolerated by the reaction conditions employed. The Royal Society of Chemistry.

2-Benzyl-2-methyl-2H-benzimidazole 1,3-dioxide derivatives: Spectroscopic and theoretical study

The spectroscopic behavior of 2-benzyl-2-methyl-2H-benzimidazole 1,3-dioxide derivatives in solution was studied in terms of electronic and nuclear magnetic resonance (1H and 13C NMR) techniques. The experimental spectra were compared to the theoretical ones, obtained at DFT level, proving that the compounds adopt in solution a bird-like conformational distribution. Also, theoretically this conformational distribution resulted the most stable in gas phase. Infrared spectroscopy was used to study solid state behavior identifying experimentally the N-O stretching near to 1380, 1365 and 1225 cm-1 and the vibrational benzimidazole skeleton near to 1610 and 1590 cm-1. The vibrational spectrum was satisfactorily described by DFT calculations funding the N-O stretching as a coupled vibration near to 1470, 1350 and 1285 cm-1. The fragmentation that takes place in mass spectrometry was assigned for all of the new derivatives.

The yeast-mediated reduction of nitrostyrenes in organic solvent systems

A range of nitrostyrenes have been reduced with dried baker's yeast in an organic solvent system. It was found that the reduction proceeded smoothly to give the corresponding nitroalkanes in good yield and with higher efficiency than the corresponding aqueous reaction system. No evidence for reduction of the nitro group was observed. In the case of β-methyl nitrostyrenes, racemic mixtures were formed, and it was shown that this is not due to racemization of the product.

REDUCTION OF AROMATIC NITROALKENES WITH BAKER'S YEAST

Aromatic nitroalkenes were reduced chemoselectively with baker's yeast to give the corresponding nitroalkanes.

SELECTIVE REDUCTION OF AROMATIC / ALIPHATIC NITRO GROUPS BY SODIUM SULFIDE.

Sodium sulfide can be used to reduce selectively aromatic / aliphatic nitro groups.In the absence of water, the aromatic nitro group can be reduced selectively in the presence of a secondary aliphatic one.However, in the presence of a tertiary aliphatic n