• Economic and Environmental Geology
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• v.34 no.3
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• pp.301-306
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• 2001

Column tests were conducted to investigate the optimal condition of surfactant solution pH that can affect the removal efficiency in surfactant-assisted remediation. Toluene and 1,2,4-trichlorobenzene were chosen as the model hydrophobic substances. Two Iowa soils, Fruitfield sand and Webster clay loam, were leached with solutions of 4%(v/v) sodium diphenyl oxide disulfonate (DOSL, trade name Dowfax 8390), or 4%(v/v) trideceth-19-carboxylic acid (TDCA, trade name Sandopan JA36), or 4% (v/v) octylphenoxypoly ethoxyethanol (OPEE, trade name Triton X100). The test results revealed that a maximum removal of toluene and 1,2,4-trichlorobenzene was obtained at pH 10 of surfactant solution, and maximum recoveries of added toluene (94%) or 1 ,2,4- trichlorobenzene (97 %) were obtained for DOSL surfactant solution in Fruitfield sandy soil column. Increased removal efficiency by pH control of both toluene and 1,2,4trichlorobenzene was 16% and 20% for DOSL with Fruitfild sandy soil, respectively. In addition, the maximum recoveries of added toluene or I ,2,4-trichlorobenzene were 89% and 93% for DOSL surfactant solution in Webster clay loam soil column. The maximum increase of toluene and 1,2,4-trichlorobenzene removal was 26% and 19% for DOSL with Webster clay loam soil, respectively. These experimental results indicate that maintaining a high pH surfactant solution in surfactant-assisted remediation is desirable for efficient removal of NAPLs from contminated soils.

• Journal of the Korean Chemical Society
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• v.6 no.1
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• pp.77-83
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• 1962

The solubilities of hydrogen bromide and methyl bromide in nitrobenzene and in 1,2,4-trichlorobenzene have been measured in the presence and absence of gallium bromide. When gallium bromide does not exist in the system, the solubilities of HBr and MeBr in nitrobenzene are greater than in 1,2,4-trichlorobenzene, indicating the greater basicity of nitrobenzene than 1,2,4-trichlorobenzene. When there exists gallium bromide in the system, the addition compounds, GaBr3·HBr and GaBr3·CH3Br, have been found to exist in solution. The addition compound of GaBr3·HBr is stable in nitrobenzene but unstable in 1,2,4-trichlorobenzene. On the other hand the addition compound of $GaBr_3{\cdot}CH_3Br$ is unstable in both solvents. All of these unstable addition compounds dissociate into components to large extents according to one of the following equilibria or both: $$GaBr_3{\cdot}RBr{\leftrightarrows}GaBr_3+RBr\;GaBr_3{\cdot}RBr{\leftrightarrows}1}2\;Ga_2Br_6+RBr$.$ where R denotes either hydrogen atom or methyl group.

• Toxicological Research
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• v.12 no.1
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• pp.29-34
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• 1996

1,2,4-trichlorobenzene (1,2,4-TCB) is used as a dye carrier, an intermediate in the syn[hesis of herbicides, aflame retardant, and for other purpose. After a single oral administration of 1,2,4-TCB (200 mg/kg, 400 mg/kg) in rats, toxic effects were studied by means of serum biochemical and hematological analysis, and liver calcium concentration. Administration of 1,2,4-TCB resulted in dose-dependent manner liver and kidney damage being suggested by increased serum alanine aminbtransferase (ALT) activities, liver calcium concentration and blood urea nitrogen (BUN). Pretreatment with DL-buthionine sulfoximine (BSO, 2 mmol/kg, i.p.) considerably decreased liver glatathione concentration, which was accompanied by markedly elevated serum ALT activites. It is well-known that toxicity of halogenated benzene such as bromobenzene, 1,4-dichlorobenzene is increased by pretreatment of phenobarbital, and protected by pretreatment of cytochrorn P450 inhibitor including metyrapone. However, there were no obvious alterations in toxicity of 1,2,4-TCB by pretreatment of phenobarbital or metyrapone. In comparison with control group, treatment groups exhibited significant changes in some parameters of hematological analysis but all hematological values remained within normal ranges.

• Journal of the Korean Chemical Society
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• v.7 no.1
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• pp.65-68
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• 1963

The solubility of ethyl bromide in nitrobenzene and in 1,2,4-trichlorobenzene has been measured at $19^{\circ}$ in the presence and absence of gallium bromide. When gallium bromide does not exist in the system, the solubility of ethyl bromide in nitrobenzene is greater than in 1,2,4-trichlorobenzene, indicating the stronger interaction of ethyl bromide with nitrobenzene than with 1,2,4-trichlorobenzene. When there exists gallium bromide in the system, an unstable 1: 1 complex, C2H5Br·GaBr3, of gallium bromide with ethyl bromide is formed in the solution. The 1: 1 complex in solution dissociates into the components to a large extent according to one of the following equilibria or both: $C_2H_5Br{\cdot}GaBr_3{\rightleftarrows}C_2H_5Br+GaBr_3$C_2H_5Br{\cdot}GaBr_3{\rightleftarrows}C_2H_5Br+1}2GaBr_3$$ The stability of the 1: 1 complex of ethyl bromide with gallium bromide is compared with that of the corresponding complex of methyl bromide.

• Applied Biological Chemistry
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• v.22 no.2
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• pp.109-122
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• 1979

Present study was carried out to reduce residual toxicity of BHC insecticides inherent in the organochlorine pesticides. For This end, r-isomer, the most potent insecticidal component among the BHC stereoisomers, was isolated and thus fortified by means of solvent precipitation. In parallel, 3-(2,4,5-trichlorophenyl)-1-methyl urea was prepared in good yield from technical BHC via 1,2,4-trichlorobenzene, 1,2,4,-trichloronitrobenzene, and 2,4,5-trichloroaniline. In addition, certain merit of the compound which make it possible to use as a herbicide is discussed. The results are summarized as follows; 1. Recrystallizing technical BHC from methanol-water binary solvent system, r-isomer was enriched to 49.7% at 95% recovery of r-isomer. 2. By partitioning technical BHC in 85% of methanolic solution into chloroform, r-isomer was fortified to 89.6% at 90.5% recovery of r-isomer. 3. Yield of 1,2,4-trichlorobenzene from technical BHC was greatly dependent upon concentration of alkalies and to less degree on the alkalies. 4. Surfactants, in particular cationic a quartenary ammonium salt, increased yield of 1,2,4-trichlorobenzene from technical BHC by alkaline hydrolysis. 5. Conversion of 1,2,4-trichlorobenzene to 2,4,5-trichloronitrobenzene was effected almost quantitatively utilizing $HNO_3-H_2SO_4$ nitrating agent at low temperature. 6. Yield of 91.4% was observed for the synthesis of 2,4,5-trichloroaniline by reducing 2,4,5-trichloronitrobenzene in the presence of iron turning and hydrochloric acid. 7. Overall yield based on BHC of 3-(2,4,5-trichlorophenyl)-1- methyl urea was 60.8%. 8. Inhibition effects, both germination and growth, 3-(2,4,5-trichlorophenyl)-1-methyl urea on several crops were found comparable to or more potent than those of $linuron{\circledR}\;and\;diuron{\circledR}$. In addition, it was also noted that susceptibility to the prepared compound depended upon the crops as well as specific part (shoots, roots) of the plant exposed to the chemicals.

• Bulletin of the Korean Chemical Society
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• v.2 no.4
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• pp.138-141
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• 1981

The rate of the bromine-exchange reaction between gallium bromide and i-butyl bromide in 1,2,4-trichlorobenzene or nitrobenzene was measured at 19, 25 and $40^{\circ}C$, using i-butyl bromide labelled with Br-82. The results indicated that the exchange reaction was second order with respect to gallium bromide and first order with respect to i-butyl bromide. The third-order rate constant determined at $19{\circ}C$ was $3.28{\times}10^{-2}l^2{\cdot}mole^{-2}{\cdot}sec^{-1}$ in 1,2,4-trichlorobenzene and $9.25{\times}10^{-3}l^2{\cdot}mole^{-2}{\cdot}sec^{-1}$ in nitrobenzene. The activation energy, the enthalpy of activation and the entropy of activation for the exchange reaction were also determined.

• Bulletin of the Korean Chemical Society
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• v.2 no.3
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• pp.86-89
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• 1981

The rate of the bromine-exchange reaction between gallium bromide and n-propyl bromide in 1,2,4-trichlorobenzene and in nitrobenzene was measured at 19, 25 and $40^{\circ}C$, using n-propyl bromide labelled with Br-82. The results indicated that the exchange reaction was second order with respect to gallium bromide and first order with respect to n-propyl bromide. The third-order rate constant determined at $19^{\circ}C$ is $2.9{\times} 10^{-2}l^2{\cdot}mole^{-2}{\cdot}sec^{-1}$ in 1,2,4-trichlorobenzene and $4.5{\times}10^{-3}l^2{\cdot}mole^{-2}{\cdot}sec^{-1}$. in nitrobenzene. The activation energy, the enthalpy of activation and the entropy of activation for the exchange reaction were also determined. Reaction mechanism for the bromine exchange of n-propyl bromide seemed to be similar to those observed in earlier studies with other alkyl bromides.

• Journal of the Korean Chemical Society
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• v.15 no.5
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• pp.228-235
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• 1971

The solubilities of n-butyl bromide in nitrobenzene and in 1,2,4-trichlorobenzene have been measured at $19^{\circ},\;25^{\circ},\;and\;40^{\circ}C$ in the presence and absence of gallium bromide. When gallium bromide does not exist in the system, the solubility of n-butyl bromide in nitrobenzene is greater than in 1,2,4-trichlorobenzene, indicating a stronger interaction of n-butyl bromide with nitrobenzene than with 1,2,4-trichlorobenzene. In the presence of gallium bromide, complex of n-butyl bromide with gallium bromide, 1:1 complex, $n-C_4H_9Br{\cdot}GaBr_3$, is formed in the solution. The instability constant K of the complex was evaluated. $n-C_4H_9Br{\cdot}GaBr_3{\rightleftharpoons}n-C_4H_9Br+\frac{1}{2}Ga_2Br_6$ The changes of enthalpy, free energy and entropy for the dissociation of the complex were also calculated.

• Journal of the Korean Chemical Society
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• v.24 no.4
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• pp.302-309
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• 1980

The solubilities of n-propyl bromide in nitrobenzene and in 1,2,4-trichlorobenzene have been measured at 19, 25 and $40^{\circ}C$ in the presence and absence of gallium bromide. When gallium bromide does not exist in the system, the solubility of n-propyl bromide in nitrobenzene is greater than in 1,2,4-trichlorobenzene, indicating a stronger interaction of n-propyl bromide with nitrobenzene than with 1,2,4-trichlorobenzene. In the presence of gallium bromide, 1: 1 complex $n-C_3H_7Br\cdotGaBr_3$ is formed in the solution. The instability constant K of the complex was evaluated. $$n-C_3H_7Br\cdotGaBr_3 \rightleftarrows n-C_3H_7Br ＋ \frac{1}{2Ga_2Br_6 }$$The change of enthalpy, free energy and entropy for the dissociation of the complex were also calculated. It seems that the stabilities of the complex, gallium bromide with alkyl bromide, are relatively concerned with the stabilities of the alkyl ion.

• Environmental Analysis Health and Toxicology
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• v.11 no.1_2
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• pp.41-47
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• 1996

1, 2, 4-Trichlorobenzene (1, 2, 4-TCB) is used as a dye carrier, as an intermediate in the synthesis of herbicides, as a flame retardant, and for other purpose. After a single oral administration of 1, 2, 4-TCB (200 mg/kg, 400 mg/kg) in rats, toxic effects were studied by means of serum biochemical and heatological analysis, and liver calcium concentration. Administration of 1, 2, 4-TCB resulted in dose-dependent liver and kidney damage as estimated by increased serum alanine aminotransferase (ALT) activities, liver calcium concentration and blood urea nitrogen (BUN). Pretreatment with DL-buthionine sulfoximine (BSO, 2 mmol/kg, i.p. ) considerably decreased liver glutathione concentration, which was accompanied by markedly elevated serum ALT activites. It is well-known that toxicity of halogenated benzene such as bromobenzene, 1, 4-dichlorobenzene is increased by pretreatment of henobarbital (PB), and protected by pretreatment of cytochrome P450 inhibitor including metyrapone (MP). However, there was no obvious alterations in toxicity of 1, 2, 4-TCB by pretreatment of phenobarbital or metyrapone. In comparison with control group, treatment groups exhibited significant changes in some parameters of hematological analysis but all hematological values remined within normal ranges.