Laser-Induced Photochemical Reaction of Maleic Acid Solutions in the Presence of Hydrogen Peroxide

Yuichi Shimizu,Shun'Ichi Sugimoto,Nobutake Suzuki,Shunichi Kawanishi

doi:10.1155/1997/92317

Yuichi Shimizu, Shun'Ichi Sugimoto + Show 2 more

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https://doi.org/10.1155/1997/92317

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Abstract

Targeting the selective and direct synthesis of tartaric acid (TA), the photochemical reactions of maleic acid (MA) solutions containing H2O2. in various solvents have been investigated using four wavelengths in the UV region between 193 and 351 nm, with high intensity from an excimer laser. All the laser irradiations in H2O resulted in the direct synthesis of TA with lower selectivity and it was found that, with XeF-laser (351 nm) irradiation in 1,4-dioxane, TA is selectively and directly synthesized from MA containing H2O2 of lower concentration at room temperature. On the other hand, none of the irradiations in methanol, N,N-dimethylformamide, acetonitrile, and tetrahydrofuran gave the selective formation of TA. On the basis of these results, the reaction scheme for the selective formation of TA is discussed.

Highlights

Since the beams of the UV region emitted from an excimer laser are monochromatic and of high intensity and, their photon1present address: Kansai Research Establishment, Japan Atomic Energy Research Institute, Mii-Minami 25-1, Neyagawa, Osaka 572, Japan.Kamigori, Hyogo 678-12, Japan.energies are nearly comparable to the bond energy of some organic compounds [1], they enable efficient formation of a desired active species with high density for organic chemical reactions
As reported previously, we found that diols are directly and selectively synthesized by the laser irradiation of N2-saturated alcohols containing H202 [4], and demonstrated that more reactive hydroxyl radicals are and purely formed with high density by excimerlaser irradiation of H202 because of the high intensity compared with the case of UV lamp irradiation [4, 5]
In XeF-laser irradiation, the formation of Tartaric acid (TA) including GA is suppressed by the addition of the thiocyanate ion which is an efficient scavenger of oOH [13]

Summary

INTRODUCTION

Since the beams of the UV region emitted from an excimer laser are monochromatic and of high intensity and, their photon. The application of the laser in organic chemical reactions is a promising methodology for the direct and selective synthesis of valuable compounds [2]. From such viewpoints, many studies on the laserinduced organic chemical reactions have been carried out [3]. TA is industrially manufactured by a very complex synthetic method from tartar [6] In laboratories, it is mainly prepared by oxidizing maleic acid (MA) using osmium tetraoxide [7, 8].

EXPERIMENTAL

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DISCUSSION