27852-91-1

Upstream product

• 79-24-3 Nitroethane 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 117-27-1 (+/-)-1,1-bis-(4-chloro-phenyl)-2-nitro-propane 
• 158584-54-4 Acetic acid 1-(4-chloro-phenyl)-2-nitro-propyl ester 
• 857236-76-1 1,1-bis-(4-chloro-phenyl)-2-aci-nitro-propane 
• 859051-13-1 (+/-)-1-(4-bromo-phenyl)-1-(4-chloro-phenyl)-2-aci-nitro-propane 
• 23933-83-7 2-amino-1-(4-chlorophenyl)propan-1-ol 
• 6285-05-8 4'-chloropropiophenone 
• 1163136-86-4 1-chloro-4-(2-nitro-1(Z)-propenyl)benzene 
• 74261-45-3 1-(4-chlorophenyl)-2-nitro-1-propanone 
• 37629-52-0 (E)-1-(4-chlorophenyl)-2-nitropropene 
• 64777-59-9 optically inactive 1-(4-bromo-phenyl)-1-(4-chloro-phenyl)-2-nitro-propane 
• 3859-51-6 1-(4-chloro-phenyl)-1-(4-fluoro-phenyl)-2-nitro-propane 

Relevant academic research and scientific papers

Copper complexes of 1,4-diazabutadiene ligands: Tuning of metal oxidation state and, application in catalytic C-C and C-N bond formation

Reaction of 1,4-diazabutadiene (p-RC6H4N = C(H)(H)C = NC6H4R-p; R = OCH3, CH3, H and Cl; abbreviated as L-R) with CuCl2·2H2O in methanol at ambient temperature (25 °C) affords a group of doubly chloro-bridged dicopper complexes of type [{CuI(L-R)Cl}2], designated as 1-R. Similar reaction carried out in acetonitrile furnishes a family of doubly chloro-bridged dicopper complexes of type [{CuII(L-R)Cl2}2], designated as 2-R. Molecular structures of 1-OCH3 and 2-OCH3 have been determined by X-ray crystallography. While copper(I) is having a nearly tetrahedral N2Cl2 coordination sphere in 1-OCH3, the N2Cl3 coordination sphere around copper(II) is distorted square pyramidal in nature in 2-OCH3. Isolated 2-R complexes, on dissolution in methanol, are found to undergo facile reduction of the metal center to generate the corresponding 1-R complexes. The 1-R and 2-R complexes show intense absorptions in the visible and ultraviolet regions. Cyclic voltammetry on the 1-R and 2-R complexes shows both metal-centered and ligand centered redox responses. The 1-R complexes are found to efficiently catalyze C-N cross-coupling reactions between arylboronic acids and aryl amines; while the 2-R complexes display notable catalytic efficiency for nitroaldol reactions.

Waste-to-useful: A biowaste-derived heterogeneous catalyst for a green and sustainable Henry reaction

Owing to the depletion of resources coupled with increasing waste generation, the conversion of waste biomass to value-added materials has gained interest. Here, we report for the first time the application of Musa acuminata (banana) peel ash (MAPA) as a heterogeneous catalyst for C-C bond formation via a Henry reaction under solvent-free conditions at ambient temperature. The catalyst was well characterized using different analytical techniques like FT-IR, SEM, TEM-EDS, XRD, XRF, XPS, BET and TGA, along with basicity determination by a Hammett indicator test and titration method. An excellent yield of nitroalcohol was obtained within 15-30 minutes. No dehydrated product was observed. The catalyst used in these studies has the advantage of being a waste material and is hence low-cost, easily prepared, recyclable and environmentally friendly. In addition, the use of a biogenic renewable catalyst, its atom economy, and room temperature and solvent-free reaction conditions and the avoidance of column chromatography make the protocol highly significant from green and sustainable chemistry perspectives.

Synthesis, Characterization and Catalytic Activity of Magnetic KI@Fe3O4 Nanoparticles for Henry Reaction Under Solvent Free Conditions

Abstract: In this paper, we, for the first time reported the synthesis of KI loaded Fe3O4 nanoparticles (KI@Fe3O4 NPs) and investigated its applications in the synthesis of β-nitroalcohol via Henry reaction at room temperature under solvent-free conditions. The synthesized KI@Fe3O4 nanoparticle was characterized by SEM, HRTEM, XRD, XPS, EDX, VSM and FT-IR spectroscopy techniques. The XRD peaks at 2θ = 21.9, 25.65, 33.54, 36.35, 40.97, 42.81, 44.79, 54.43, 57.37, 58.83 and 63.13° corresponds to the formation of crystalline KI@Fe3O4 NPs. The activity of the catalyst by varying the amount of KI loading on Fe3O4 NPs was also investigated. Mild reaction conditions, good yield, short reaction time, solvent-free conditions, easy recoverability and recyclability of the nanocatalysts are the major advantages of our method. Graphical Abstract: [Figure not available: see fulltext.].

Ultrasound-assisted synthesis of two new fluorinated metal-organic frameworks (F-MOFs) with the high surface area to improve the catalytic activity

Micro- and nano-structures of two zinc(II) based fluorinated metal-organic frameworks (F-MOFs) [Zn2(hfipbb)2(4-bpdh)].(DMF)0.5 (TMU-55) and [Zn2(hfipbb)2(4-bpdb)].(DMF)2 (HTMU-55) with micr

Microwave-assisted synthesis of urea-containing zirconium metal-organic frameworks for heterogeneous catalysis of Henry reactions

Here we report the facile preparation of a urea-containing UiO-68 isoreticular zirconium metal-organic framework (MOF) with mixed dicarboxylate struts by utilizing a microwave-assisted heating method. It can work as an efficient hydrogen-bond-donating heterogeneous catalyst for Henry reactions of benzaldehydes and nitroalkanes. This mixed strut MOF exhibits improved catalytic activity compared to the pure urea-functionalized linker based analogue.

Henry reaction catalyzed by recyclable [C4dabco]OH ionic liquid

DABCO-based ionic liquid, 1-butyl-4-aza-1-azaniabicyclo[2.2.2]octane hydroxide, has been used as an efficient catalyst for Henry reaction of various carbonyl compounds with nitroalkanes affording very high yields within a short duration. This method is very simple, clean and avoids hazardous organic solvents. The catalyst can be easily recovered and recycled several times.

Henry reaction catalyzed by recyclable [C4dabco]OH ionic liquid

DABCO-based ionic liquid, 1-butyl-4-aza-1-azaniabicyclo[2.2.2]octane hydroxide, has been used as an efficient catalyst for Henry reaction of various carbonyl compounds with nitroalkanes affording very high yields within a short duration. This method is very simple, clean and avoids hazardous organic solvents. The catalyst can be easily recovered and recycled several times.

Polymer supported DMAP: An easily recyclable organocatalyst for highly atom-economical Henry reaction under solvent-free conditions

Polymer supported catalysts are regarded as a borderline class of catalysts, which retains the advantages of homogeneous catalysts while securing the ease of recovery by simple filtration and workup of heterogeneous systems. Additionally, such catalysts are less hygroscopic due to the long polymer backbone. Here we have demonstrated that a catalytic amount of polymer supported DMAP (10 mol%) can lead to excellent conversion of an equimolar mixture of aldehyde and nitroalkane exclusively into β-nitroalcohols via the Henry reaction. Unlike most of the commonly used catalysts, polymer supported DMAP can be recovered by simple filtration and reused several times, thereby reducing the operational cost. High synthetic efficiency, total atom economy, near quantitative yields, mild reaction conditions, operational simplicity, easy recovery and reusability of the catalyst, solvent-free reaction conditions and avoidance of traditional reaction workup make the protocol highly significant from Green and Sustainable Chemistry perspectives.

Nanoporous lanthanide metal-organic frameworks as efficient heterogeneous catalysts for the Henry reaction

A series of self-assembled lanthanide coordination polymers formulated as [La(L1)2]n·1n(DMF)H·3n(DMF) (1), [Ce(L1)2]n·1n(DMF)H·2n(DMF) (2), [Sm(L1)2]n·1n(HCONH2)H·2n(HCONH2) (3), [La(L2)(HL2)(H2O)(DMF)2]n (4) and [Ce(L2)(HL2)(H2O)(DMF)2]n (5) [H2L1: 2-acetamidoterephthalic acid and H2L2: 2-benzamidoterephthalic acid] has been synthesized from the reactions of H2L1 or H2L2 with different lanthanide salts under hydrothermal conditions and characterized by elemental analysis, IR spectroscopy, X-ray single-crystal diffraction, powder X-ray diffraction, thermogravimetry and photoluminescence spectroscopy. X-ray diffraction analyses reveal that frameworks 1-3 have similar types of three-dimensional structures, composed of L12- ligands and trinuclear lanthanide nodes, in which two crystallographically independent lanthanide atoms are present. Frameworks 4 and 5 are isostructural, featuring a double chain-type one-dimensional coordination polymer which expands to 3D by means of H-bond interactions. These frameworks act as heterogeneous polymeric solid catalysts for the nitroaldol (Henry) reaction of different aldehydes with nitroalkanes, in water, and can be recycled without losing appreciable activity.

Ethyl acrylate conjugated polystyryl-diphenylphosphine - An extremely efficient catalyst for Henry reaction under solvent-free conditions (SolFC)

Over the last few decades, the fast-growing development of polymer supported reagents has led to the synthesis of a variety of reagents on solid support. Some of the major advantages of using such reagents are that they are less hygroscopic, easy to recover, and can be recycled. Here, we have demonstrated that in situ generated ethyl acrylate conjugated polystyryl-diphenylphosphine (PDPP-EA) derived from the reaction of a mixture of polystyryl-diphenylphosphine and ethyl acrylate in a stoichiometric ratio can efficiently catalyze the synthesis of β-nitroalcohols from the reaction of aldehydes and nitroalkanes under solvent-free conditions (SolFC).