• Journal of Korea Soil Environment Society
• /
• v.4 no.3
• /
• pp.85-93
• /
• 1999

The destruction of hazardous chemicals such as chlorinated organic compounds(COCs) and nitroaromatic compounds(NACs) by zero-valent iron powder is one of the latest innovative technologies. In this paper. the rapid dechlorination of chlorinated compounds as well as transformation of nitro functional group to amine functional group in the nitroaromatic compounds using synthesized zero-valent iron powder with nanoscale were studied in anaerobic batch system. Nanoscale iron, characterized by high surface area to mass ratios(31.4$\textrm{m}^2$/g) and high reactivity, could quickly reacts with compounds such as TCE, chloroform, nitrobenzene, nitrotoluene, dinitrobenzene and dinitrotoluene, at concentration of 10mg/L in aqueous solution at room temperature and pressure. In this study, the TCE was dechlorinated to ethane and chloroform to methane and nitro groups in NACs were transformed to amino groups in less than 30min. These results indicated that this chemical method using nanoscale iron powder has the high potential for the remediation of soils and groundwater contaminated with hazardous toxic chemicals including chlorinated organic compounds and nitro aromatic compounds.

• Journal of the Korean Chemical Society
• /
• v.18 no.5
• /
• pp.363-367
• /
• 1974

Approximate rate and stoichiometry of the reaction of ten compounds which contain functional group such as nitrile, nitro, halogen and one of these functional group together with a carbonyl group by the two phase reduction were tested at room temperature. Nitrile, nitro and halogen were all inert under these condition. Therefore selective reduction of carbonyl group in the presence of these group were examined. Thus m-nitrobenzaldehyde, m-nitroacetophenone, p-bromoacetophenone and p-cyanobenzaldehyde were reduced to corresponding alcohols in excellent yields, 95∼100 %.

• Journal of the Korean Chemical Society
• /
• v.30 no.1
• /
• pp.105-108
• /
• 1986

Ultrasound(50KHz) accelerated the reduction reaction of aromatic nitro group to aromatic amino group in high yield with mild condition using iron, hydrazine hydrate and activated carbon under room temperature and atmospheric pressure. The activated carbon has been used as a mixing material to highly active metals. However, aromatic nitro group does not reduce at all only with iron-hydrazine witliout adding activated carbon even under ultrasonic irradiation. We also discovered that the conversion yield from nitro group to amino group is directly proportional to the amount of activated carbon.

• Journal of the Korean Chemical Society
• /
• v.45 no.6
• /
• pp.538-545
• /
• 2001

The ratio of regioisomers in nitration of biphenyl derivatives containing electron-with-drawing group was examined. The ratio of isomers was determined efficiently by quantitative analysis of $^1$H NMR spectrum of product mixture based on $^1$H NMR spectrum of each isomer. Some isomers were isolated after chemical transformation, nitro to amine or carboxylic acid to its ethyl ester, because direct separation was very difficult. To improve the regiselectivity, representative several reaction conditions were tried and the NMR method was applied to determine regioselectivity in nitration of biphenyl derivatives. It was observed that the regioselectivity depend on not only reaction conditions but also position and kind of substituents.

• Journal of the Korean Chemical Society
• /
• v.37 no.2
• /
• pp.244-248
• /
• 1993

Nitroalcohols were prepared by a substitution reaction from the corresponding bromoalcohols. The second nitro group was introduced via different methods depending on the carbon chain length. 3,3-Dinitro-1-propanol was obtained by an intramolecular varient of the alkaline nitration method. Whereas 5,5-dinitro-1-pentanol was given by the catalytic oxidative nitration. 3,3-Dinitro-1-propanol and 5,5-dinitro-1-pentanol were converted to 3,3-dinitro-1,6-hexanediol and 4,4-dinitro-1,8-octanediol via Michael reaction with acrolein followed by the reduction of the resulting aldehydes. Acetyl group was a good protecting group for the substitution reaction while THP was for the catalytic oxidative nitration.

• Applied Chemistry for Engineering
• /
• v.5 no.5
• /
• pp.871-877
• /
• 1994

Most of the aromatic nitro compounds were reduced to amines in high yield by transfer of hydrogen from 4-vinyl cyclohexene to the substrate via palladium catalyst. The usefulness of the method is not affected by the presence of a variety of other functional groups such as -OH, $-OCH_3$, $-CH_3$, $-CO_2H$, and -Cl, except for halogen which is removed during hydrogenation. The reduction of ortho-substituted nitrobenzene such as o-nitrotoluene, o-nitrophenol, o-nitroanisole was slower than the para isomer. Typically, the nitro compound is refluxed in ethanol with a large exess of 4-vinylcyclohexene in the presence of Pd-C catalyst. Under the above conditions, p-nitrobenzaldehyde, p-nitrobenzyl alcohol, and p-nitrobenzyl acetate were reduced to p-toluidine.

• Applied Chemistry for Engineering
• /
• v.5 no.1
• /
• pp.37-43
• /
• 1994

Mononitrotoluenes were reduced to aminotoluenes using porphyrin as a catalyst in the presence of several types of reductants including hydrogen sulfide and 1, 4-dithiothreitol(DTT). Intermediates and final products of porphyrin-catalyzed reduction of mononitrotoluenes were identified and a pathway for the reduction of the nitro group to the corresponding amino group was proposed. The optimum pH for the reduction was determined. The catalytic activity of the porphyrin was confirmed by UV/VIS absorption spectra and basic kinetics of porphyrin-catalyzed reduction were studied. Of several types of reductants tested, DTT sodium hydrosulfite, and hydrogen sulfide were seen to give significant reduction of nitrobodies. When hydrogen sulfide was used as a reductant hydrogen sulfide and nitrotoluenes were removed simultaneously.

• Proceedings of the Korean Fiber Society Conference
• /
• 2000.04a
• /
• pp.257-260
• /
• 2000

• Applied Chemistry for Engineering
• /
• v.10 no.1
• /
• pp.124-128
• /
• 1999

The photochemistry of the derivatives of o-nitrobenzylcarboxyl esters or benzylsulfonyl derivatives has been well studied separately. But little attempt has been made to combine the fruits these two studies. Being photochemically active, benzylsulphonyl and intro groups should influence the reactivity of each other's, especially when the excited states are fully mixed due to the proximity of their location. The questions which should be clearly answered are; what kind of effect will be excerted to the other group, and whether these two functional groups are coupled in the course of the reaction. To answer the questions raised above, wer have synthesized two sulfonyl esters and four amides from the newly available starting material, 2-nitro-${\alpha}$-toluenesulfonyl chloride. The products identified from the exploratory solution photochemistry were cyclohexanol, phenol, cyclohexylamine, and sulfur dioxide. The results are not much different from the products originally anticipated. It has been temporarily concluded that there is little interaction between the benzyl sulfonyl group and ortho-nitro chromophore. The fact that a base (an amine) has been photochemically generated in solution photochemistry was further confirmed by and utilized in the solid phase quantitative photochemistry done on the film, so as to carry out the photochemical epoxide cure.

• Journal of the Korean Chemical Society
• /
• v.34 no.2
• /
• pp.130-135
• /
• 1990

The title compound (C13H17NO2S) is monoclinic, space group P21/a, with a = 13.756 (3), b = 9.310(4), c = 21.305(3) $\AA$, $\beta$ = 95.0。, Z = 8, V = 2718.11 $\AA$3, Dc = 1.23$g·{\cdot}cm-3$, (Mo k$\alpha$) = 0.71069$\AA$,$\mu$ = 2.18 cm-1, F(000) = 1071.86, T = 298, R = 0.085 for 2935 unique observed reflections with I >2.0$\sigma$(I). The structure was solved by direct methods. The C-H bond lengths and the methyl groups are fixed and refined as their ideal geometry by allowing to ride on the parent atoms. Both molecules A and B have almost same structures except for two terminal ethyl groups. The ethylene-like skeleton including the nitro group in one molecule is nearly perpendicular to the plane of the methylbenzene group and two ethyl groups form a cis-type structure which has the dfferent orientations between two molecules; in the molecule A, two terminal methyl groups being the opposite directional arrangement against the plane of its skeleton, while in the B, with the same directional structure from its plane. The molecules in the crystal are packed together by non-bonded van der Waals forces.