Regioselective Double Kyodai Nitration of Toluene and Chlorobenzene over Zeolites. High Preference for the 2,4-Dinitro Isomer at the Second Nitration Stage

Peng, Xinhua; Suzuki, Hitomi

doi:10.1021/ol016283x

Cited by 40 publications

(23 citation statements)

References 12 publications

(13 reference statements)

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“…1,2 The use of less hazardous chemicals, safer solvents and auxiliaries are very important topics in the chemical industry with the aim of introducing environmentally benign chemical processes. 10 Unfortunately, the process of dinitration of toluene with nitric and sulfuric acids (mixed acid) produces 2,4-, and 2,6-dinitrotoluenes (2,6-DNT) in a ratio of only four to one (4 : 1). 2,4-Dinitrotoluene (2,4-DNT) is a signicant product and a crucial intermediate for the production of many industrially important materials including explosives, and propellants, 3 dyes, 4 polyurethanes, 5,6 pharmaceuticals, 7 agrochemicals, 8 and fragrances.…”

Section: Introductionmentioning

confidence: 99%

Copper–cobalt synergy in Cu_1−xCo_xFe₂O₄spinel ferrite as a highly efficient and regioselective nanocatalyst for the synthesis of 2,4-dinitrotoluene

2015

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Highly regioselective dinitration of toluene with nitric acid as nitrating agent in the presence of Cu 1Àx Co x Fe 2 O 4 (0 # x # 1) as nanocatalysts is described. The results of this protocol show that this nitration system can significantly improve the selectivity and the yield of 2,4-dinitrotoluene. The prepared spinel ferrites were characterized by scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDX), X-ray diffraction (XRD), and Fourier transform infrared spectroscopy (FT-IR).Copper and cobalt synergy (50% : 50%) in spinel ferrite also shows the best catalytic activity in the selectivity of dinitrotoluene under solvent-free conditions.

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Section: Introductionmentioning

confidence: 99%

Copper–cobalt synergy in Cu_1−xCo_xFe₂O₄spinel ferrite as a highly efficient and regioselective nanocatalyst for the synthesis of 2,4-dinitrotoluene

2015

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“…In pursuit of our former efforts on nitration of toluene, chlorobenzene, naphthalene and biphenyl [18][19][20][21] using zeolite catalysts, we hope to improve the selectivity and yield in the di-nitration of biphenyl by the use of zeolite.…”

Section: -17mentioning

confidence: 99%

Improved Regioselective Di-nitration of Biphenyl over Reusable HBEA-500 Zeolite

Tai¹,

Ji²,

Shi³

et al. 2014

Bulletin of the Korean Chemical Society

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“…In our previous work, [8][9][10][11] a series of aromatic compounds were nitrated with good regioselectivity catalyzed by zeolites and hydroxyl-aluminium cross-linked bentonites. To further improve the conversion of m-xylene and the ratio of 2,4dimethylnitrobenzene to 2,6-dimethylnitrobenzene, the nitration of m-xylene was investigated and excellent conversion and yield were obtained.…”

Section: Introductionmentioning

confidence: 99%

Regioselective Nitration of m-Xylene Catalyzed by Zeolite Catalyst

Dong

Peng

2015

Aust. J. Chem.

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Nitration with nitric acid and acetic anhydride via acetyl nitrate as nitrating species is efficient with the substrate m-xylene as solvent. Zeolite Hb with an SiO 2 /Al 2 O 3 ratio of 500 was found to be the most active of the catalysts tried both in yield and regioselectivity in the nitration of m-xylene. The molecular volume of the reactants was calculated with the Gaussian 09 program at the B3LYP/6-311þG(2d, p) level and compared with the size of the zeolite Hb channels. A range of other substrates were subjected to the nitrating system under the same conditions as those optimized for m-xylene and excellent selectivity was obtained.

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Regioselective Double Kyodai Nitration of Toluene and Chlorobenzene over Zeolites. High Preference for the 2,4-Dinitro Isomer at the Second Nitration Stage

Cited by 40 publications

References 12 publications

Copper–cobalt synergy in Cu_1−xCo_xFe₂O₄spinel ferrite as a highly efficient and regioselective nanocatalyst for the synthesis of 2,4-dinitrotoluene

Copper–cobalt synergy in Cu_1−xCo_xFe₂O₄spinel ferrite as a highly efficient and regioselective nanocatalyst for the synthesis of 2,4-dinitrotoluene

Improved Regioselective Di-nitration of Biphenyl over Reusable HBEA-500 Zeolite

Regioselective Nitration of m-Xylene Catalyzed by Zeolite Catalyst

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Regioselective Double Kyodai Nitration of Toluene and Chlorobenzene over Zeolites. High Preference for the 2,4-Dinitro Isomer at the Second Nitration Stage

Cited by 40 publications

References 12 publications

Copper–cobalt synergy in Cu1−xCoxFe2O4spinel ferrite as a highly efficient and regioselective nanocatalyst for the synthesis of 2,4-dinitrotoluene

Copper–cobalt synergy in Cu1−xCoxFe2O4spinel ferrite as a highly efficient and regioselective nanocatalyst for the synthesis of 2,4-dinitrotoluene

Improved Regioselective Di-nitration of Biphenyl over Reusable HBEA-500 Zeolite

Regioselective Nitration of m-Xylene Catalyzed by Zeolite Catalyst

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Copper–cobalt synergy in Cu_1−xCo_xFe₂O₄spinel ferrite as a highly efficient and regioselective nanocatalyst for the synthesis of 2,4-dinitrotoluene

Copper–cobalt synergy in Cu_1−xCo_xFe₂O₄spinel ferrite as a highly efficient and regioselective nanocatalyst for the synthesis of 2,4-dinitrotoluene