• Title/Summary/Keyword: nitrobenzene

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Synthesis of N-p-Nitrophenyl Poly(m-Phenylene Isophthalamide (N-p-Nitrophenyl Poly(m-Phenylene Isophthalamide)의 합성)

  • Hongbum Kim;Donghyun Kim;Jaewung Lee;Sangyeop Song;Nakjoong Kim
    • Journal of the Korean Chemical Society
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    • v.37 no.2
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    • pp.249-254
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    • 1993
  • N-p-nitrophenyl poly(m-phenylene isophthalamide) was obtained from treatment of poly(m-phenylene isophthalamide) with sodium hydride in dimethyl sulfoxide followed by the addition of 1-fluoro-4-nitrobenzene in 43 wt% yield. Its inherent viscosity was 0.606 g/cm${\cdot}$sec determined from a solution of 0.125 g of the above polymer dissolved in 25 ml of 98% sulfuric acid at $30^{\circ}C.$ In order to synthesize poly(m-phenylene isophthalamide), 1,3-phenylenediamine is allowed to react with isophthaloyl chloride in chloroform in the presence of triethylamine and added triethylamine hydrochloride. The value of inherent viscosity is 0.560 g/cm${\cdot}$sec measured at the same condition. The substitution ratio of N-p-nitrophenyl poly(m-phenylene isophthalamide) was to be 16.7∼47.0% by using the $^1H-NMR$ integration. When the higher inherent viscosity of poly(m-phenylene isophthalamide) was used, lower substitution ratio would be calculated.

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Functional analysis of Tyr7 residue in human glutathione S-transferase P1-1 (Human glutathione S-transferase 중 tyrosine 7 잔기의 기능 분석)

  • Kong, Kwang-Hoon;Park, Hee-Joong;Yoon, Suck-Young;Cho, Sung-Hee
    • Analytical Science and Technology
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    • v.10 no.5
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    • pp.378-385
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    • 1997
  • In order to clarify the functional role of Tyr7 in human glutathione S-transferase P1-1, we extensively investigated the effect of mutation of Tyr7 on the substrate specificity and inhibition characteristics. The mutational replacement of Tyr7 with phenylalanine lowered the specific activities with 1,2-dichloro-4-nitrobenzene and 1,2-epoxy-3-(p-nitrophenoxy) propane for GSH-conjugation reaction to 3~5% of the values for the wild-type enzyme. The pKa of the thiol group of GSH bound in Y7F was about 2.4 pK units higher than that in the wild-type enzyme. The $I_{50}$ of hematin for Y7F was similar to that for the wild-type enzyme and those of benastatin A and S-(2,4-dinitrophenyl)glutathione were only moderately decreased. These results suggest that Tyr7 is considered to be important the catalytic activities not only for GSH-chloronitrobenzene derivatives but also for GSH-epoxide conjugation reaction, rather than to binding of the substrates.

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Identification of the impurities in the technical product of Atonic (Atonic 원제의 부성분 구조 확인)

  • Kyung, Kee-Sung;Chung, Chang-Kook;Lee, Jae-Koo
    • The Korean Journal of Pesticide Science
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    • v.8 no.2
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    • pp.129-136
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    • 2004
  • In order to determine the amounts of impurities and to identify the chemical structures of the impurities in the technical product of the plant growth regulator Atonic, the extracts of diethyl ether and dichloromethane were analyzed with GC-FID and GC-MSD. resulting in detection of five impurities and identification of their chemical structures. The amount of the active ingredient atonic in the technical product was about 84% and those of the impurities ranged from 0.24 to 10.74%. The identified impurities in this technical product are 2-methoxyphenol (guaiacol, m/z 124), 2-chloro-6-methoxyphenol and/or 4-chloro-6-methoxyphenol (m/z 158), 1,2-dimethoxy-4-nitrobenzene (m/z 183), and 2,6-bis(1,1-dimethylethyl)-4-methylphenol (m/z 220), suggesting that they are not hazardous impurities.

Phase Transfer Polymerization. Two Phase Polycondensation of Diphenoxides and 1,6-Dibromohexane in the Presence of Tetrabutylammonium Bromide (狀移動重合. Tetrabutylammonium Bromide 존재하에서 Diphenoxides와 1,6-Dibromohexane의 二狀重縮合反應)

  • Jung-Il Jin;Yong-Woon Jung;Kwang-Sup Lee;Keun-Woo Chung
    • Journal of the Korean Chemical Society
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    • v.23 no.4
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    • pp.259-266
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    • 1979
  • Linear polyethers were prepared by the reaction of diphenoxide anions from 2,2-bis (4-hydroxyphenyl) propane, bis (4-hydroxylphenyl) sulfide, and bis (khydroxyphenyl) sulfone with 1,6-dibromohexane in aqueous/nitrobenzene heterogeneous phases. Tetrabutylammonium bromide was employed as a phase transfer catalyst. The polymerizations were dependent both on stirring speed and catalyst level, but only up to certain maximum values. Distribution studies demonstrated transference of diphenoxide anions from aqueous phase into nitrobenzene in the presence of the catalyst. Some of polymers were characterized with respect to their intrinsic viscosities (0.09-O.16), number average molecular weight (2400-4800)) and thermal properties. The use of a new terminology, 'phase transfer polymerization?, is proposed to differentiate this type of polymerizations from interfacial polycondensations.

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Preparation of Methylenediphenyldiurethanes by the Acid Rearrangement of [(Ethoxycarbonyl)phenylaminomethyl] phenylcarbamic Acid Ethyl Esters ([(에톡시카르보닐)페닐아미노메틸]페닐카르바민산 에틸에스테르의 산 재배열에 의한 메틸렌 디페닐디우레탄의 제조)

  • Park, Nae-Joung
    • Applied Chemistry for Engineering
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    • v.7 no.1
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    • pp.51-58
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    • 1996
  • The rearrangement of [(ethoxycarbonyl)phenylaminomethyl]phenylcarbamic acid ethyl esters(N-benzyl compounds) to methylenediphenyldiurethanes(MDU) in sulfuric acid, sulfuric acid-absolute ethanol solvent system, and sulfuric acid-nitrobenzene solvent system, and boron trifluoride at $90^{\circ}C$ was studied. The production of MDU was the highest in sulfuric acid-nitrobenzene system giving 64% MDU yield, of which 58% was 4,4'-MDU. The simultaneous condensation of EPC and formaldehyde and rearrangement to MDU were studied in the presence of different amounts of sulfuric acid, trifluoroacetic acid, and boron trifluoride at $70^{\circ}C$. Though 17mmol of sulfuric acid with 30mmol of EPC produced the highest MDU, the MDU yield was much lower than that from separate condensation and rearrangement reaction.

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Synthesis of Aniline from Nitrobenzene and Fe(CO)5 with PEG/γ-Al2O3 as Phase Transfer Catalyst (PEG/γ-Al2O3 상이동 촉매상에서 니트로벤젠과 Fe(CO)5로부터의 아닐린 합성)

  • Oh, So-Young;Lee, Hwa-Su;Park, Dae-Won;Park, Sang-Wook;Shin, Jung-Ho
    • Applied Chemistry for Engineering
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    • v.4 no.1
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    • pp.144-152
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    • 1993
  • Immobilized polyethylene glycols onto metal oxides such as ${\gamma}-Al_2O_3$, ${\alpha}-Al_2O_3$, $SiO_2$ and $TiO_2$ were used as phase transfer catalysts for the room temperature synthesis of aniline from nitrobenzene and ironpentacarbonyl. The amount of attached PEG molecules increased with specific surface area of metal oxides. Among the immobilized catalysts tested PEG/${\gamma}-Al_2O_3$ showed the highest activity. The reaction rate increased with the chain length of PEG mole-cules and the aqueous NaOH concentration. Mechanistic study carried out using infrared spectrometer revealed that the role of PEG was to increase the formation of $HFe(CO)_4{^-}$ ion, which is known as active species, and its movement from aqueous to organic phase.

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Solvation in Mixed Solvents (VII). Solvolysis of t-Butyl Halide in Isodielectric Solvents (혼합용매에서의 용매화 (제 7 보). 등유전상수 용매에서 t-Butyl Halide 의 가용매분해반응)

  • Lee, Ick-Choon;Lee, Hai-Whang;Uhm, Tae-Seop;Sung, Dae-Dong;Ryu, Zoon-Ha
    • Journal of the Korean Chemical Society
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    • v.32 no.2
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    • pp.85-93
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    • 1988
  • Solvolyses of t-butylhalides (X = Cl, Br, I) in quasi isodielectric solvent system, MeOH-nitromethane, MeOH-nitrobenzene and MeOH-ethyleneglycol have been studied kinetically. Methanolyses for t-butylhalides in MeOH-NM and MeOH-NB show rate maxima at 40~100 % (v/v) MeOH. The rate maxima observed have been interpreted as a result of cooperative enhancement of polarity-polarizability and hydrogen bonddonor ability of solvents. The influences of polarity-polarizability and hydrogen bonddonor ability on reactivities of substrates have been discussed in terms of Y value changes. The solvolysis rates for t-butylhalides in E.G. are more than 20 fold faster than those in MeOH and this was attributed to the solvent structure of E.G.

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The Complex Formation of Gallium Bromide with i-Propyl Bromide in Nitrobenzene (니트로벤젠용액내에서의 브롬화갈륨과 i-브롬화프로필과의 착물형성에 관한 연구)

  • Oh Cheun Kwun;Dong Sup Lee;Young Hoon Lee
    • Journal of the Korean Chemical Society
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    • v.29 no.1
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    • pp.9-14
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    • 1985
  • The solubilities of i-propyl bromide in nitrobenzene have been measured at 10$^{\circ}$, 19$^{\circ}$ and 25$^{\circ}C$ in the presence and absence of gallium bromide. In the presence of gallium bromide, 1 : 1 complex, i-C$_3$H$_7Br{\cdot}GaBr_3$ is formed in the solution. The instability constant K of the complex formation was evaluated from the following equilibrium equation: i-C$_3$H$_7Br{\cdot}GaBr_3$ ${\rightleftharpoons}$ i-C$_3$H$_7$Br + $\frac{1}{2}$$Ga_2Br_6$. The change of enthalpy, free energy and entropy for the dissociation of the complex were also calculated. From these result, it seems that the stabilities of the complex formation, gallium bromide with alkyl bromide, are directly related with those of the carbonium ions of alkyl bromide.

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