• Title/Summary/Keyword: Benzyl

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Reactions of Two Isomeric Thiols with Thianthrene Cation Radical

  • Park, Hyun-Ju;Lee, Wang-Keun
    • Bulletin of the Korean Chemical Society
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    • v.26 no.9
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    • pp.1335-1338
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    • 2005
  • Thianthrene cation radical perchlorate ($Th^{+{{\cdot}}}{ClO_4}^-$) reacted readily with two isomeric thiols, benzylthiol (1) and 4-methylbenzenethiol (7) in an acetonitrile solution at room temperature. From the reaction of 1, the major products, N-benzylacetamide (4) and benzyl sulfide (5), are characteristic of benzyl carbocations while the minor one, benzyl disulfide (6) implies free radical component of the reaction. It is unprecedented that the formation of a benzyl carbocation was caused by the extrusion of sulfur atoms from benzyl sulfur cations (3). In contrast, from the reaction of 7, only p-tolyl disulfide (10) was obtained from both sulfur radicals and cations. In the reaction of 7 the thio-extrusion was not observed from the p-tolyl sulfur cation (9). A thianthrene cation radical ($Th^{+{{\cdot}}}$) was reduced quantitatively to thianthrene (Th) in both reactions.

Vibronic Spectroscopy of Jet-Cooled Benzyl-type Radicals Produced from 2-Fluoro-4-Chlorotoluene by Corona Discharge

  • Chae, Sang Youl;Yoon, Young Wook;Lee, Sang Kuk
    • Bulletin of the Korean Chemical Society
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    • v.34 no.12
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    • pp.3565-3569
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    • 2013
  • A home-made pinhole-type glass nozzle was employed to generate vibronically excited but jet-cooled benzyl-type radicals from precursor 2-fluoro-4-chlorotoluene with a large amount of carrier gas He, from which the visible vibronic emission spectrum was recorded with a long-path monochromator. From an analysis of the spectrum observed, it was found that two benzyl-type radicals, 2-fluorobenzyl and 2-fluoro-4-chlorobenzyl radicals, were formed from the precursor in corona discharge. The possible pathway for the production of benzyl-type radicals that can explain the spectroscopic observation is herein proposed. In addition, the electronic energy of the $D_1{\rightarrow}D_0$ transition and the vibrational mode frequencies in the $D_0$ state of the 2-fluoro-4-chlorobenzyl radical were determined for the first time.

Cylization Reaction of 2 (2', 2'-diethoxy ethyl) Aminobenzamide derivatives (II) (2(2',2'-디에톡시 에틸)아미노벤즈아미드 유도체의 고리화반응(II))

  • Yoo, Hee-Weon;Lee, Jin-Wha;Suh, Myung-Eun
    • YAKHAK HOEJI
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    • v.33 no.4
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    • pp.246-252
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    • 1989
  • 2-Amino-1-N-methyl benzamide, 2-N-benzyl amino benzamide, 2-N-phenyl amino benzamide of 2-amino benzamide derivatives were reacted with ${\alpha}-bromo$ acetaldehyde diethyl acetal in basic condition. 2-N-alkylated products were prepared from 2-amino-1-N-methyl benzamide and 2-N-phenyl amino benzamide. 1-N-benzyl-1.4-benzodiazepin-5-one was prerpared from 2-N-benzyl aminobenzamide via intramolecular cyclization. However, 2-amino-1-N-methyl benzamide with sodium amide did not react to 1.4-benzodiazepin-5-one derivative but 3-methyl-quinazoline-2.4-dione was obtained.

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Biodegradability of $Poly({\gamma}-benzyl{\;}L-Glutamate)/Poly(Ethylene Oxide)/poly({\gamma}-benzyl{\;}L-Glutamate)$ Block Copolymer in Mice

  • Oh, In-joon;Oh, Jhin-Yee;Cho, Chong-Su;Lee, Kang-Choon
    • Archives of Pharmacal Research
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    • v.18 no.1
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    • pp.8-11
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    • 1995
  • Biodegradability of poly $Poly({\gamma}-benzyl L-Glutamate)/poly(ethylene oxide)/Poly({\gamma}-benzyl L-Glutamate)$ block copolymer (GEG) having different content of poly(ethylene oxide) (PEO) were examined using magnetite as a tracer in mice. GEG microspheres containing magnetite were injected into mice through tail vein. Biodegradability and tissue distribution of microspheres were examined by analyzing the amount of magnetite in the microspheres recollected from mice organs after specific time interval. The results showed that GEG microsphere of high content of PEO was degraded more rapidly than those of low content of PEO in the mice organs.

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Preparation of Branched Polystyrene Using Atom Transfer Radical Polymerization Techniques and Protection-Deprotection Chemistry

  • Kwark, Young-Je
    • Macromolecular Research
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    • v.16 no.3
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    • pp.238-246
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    • 2008
  • A new strategy using protection-deprotection chemistry was used to prepare branched polymers using the ATRP method only. Among the several monomers with different protecting groups, vinyl benzyl t-butyloxy carbonate (VBt-BOC) and 4-methyl styrene (4-MeSt) could be polymerized successfully to form backbones using the ATRP method in a controlled fashion. The protected groups in the backbones were converted to alkyl bromides and used as initiating sites for branch formation. The benzyl t-butyloxy carbonate groups in the backbones containing VBt-BOC units were first deprotected to benzyl alcohol by trifluoroacetic acid, then converted to benzyl bromide by reacting them with triphenylphosphine/carbon tetrabromide. The benzyl bromide groups in the backbones containing 4-MeSt units could be generated by bromination of the methyl groups using N-bromosuccinimide/benzoyl peroxide. The structures of the prepared polymers were well-controlled, as evidenced by the controlled molecular weight as well as the narrow and unimodal molecular weight distribution.

Synthesis and Characterization of Biocompatible Block Copoly (L-Lactde-$\gamma$-Benzyl-L-Glutamate) (생체적합성 공중합체의 합성과 물성에 관한 연구 -Block Copoly (L-Lactde-$\gamma$-Benzyl-L-Glutamate)-)

  • Sung, Yong-Kiel;Kim, Hoon;Song, Dae-Kyung;Kim, Young-Soon;Paek, U-Hyun
    • Journal of Biomedical Engineering Research
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    • v.9 no.2
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    • pp.215-224
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    • 1988
  • Block copoly(L-lactide-${\gamma}$-benzyl-L-glutamate)was synthesized from L-lactide by cationic ring opening polymerization and ${\gamma}$-benzyl-L-glutamate N-carboxy anhydride by introducing amino group terminated poly(L-lactide). L-lactide was polymerized in the presence of stannous octate at $110^{\circ}C$ and ${\gamma}$-benzyl- L-glutamate was polymerized in the presence of NaH at room temperature. The synthesized monomers and copolymers were identified by IR and NMR. The Itermal properties of the copolymers were characterized by differential scanning calorimetry and thermogravimetry. The thermal stability and melting temperature(Tm) of the block copolymers were measured and discussed. The activation energies of thermal decomposition for the block copoly(L-lactide-${\gamma}$ benzyl-L-glutamate) were evaluated from the thermogravimetric data by Freeman and Carroll method.

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Effect of Polysorbate 80 and Benzyl Alcohol on the Solubility of Amiodarone Hydrochloride

  • LEONTIEV, Viktor;LAZOVSKAYA, Olesya
    • The Korean Journal of Food & Health Convergence
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    • v.5 no.4
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    • pp.13-17
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    • 2019
  • Amiodarone hydrochloride is an antiarrhythmic agent which has low aqueous solubility and presents bioavailability problem. These properties are a challenge for the pharmaceutical industry. Inclusion of lipophilic compound in the hydrophobic core of micelles, i.e. self-assembled structures based on surfactants in aqueous solution, is one way of increasing the solubility. Intravenous formulation of amiodarone hydrochloride with polysorbate 80 as a detergent and benzyl alcohol as a co-solvent is used in medical practice. This paper aimed to study the effect of polysorbate 80 and benzyl alcohol on the water solubility of amiodarone hydrochloride. Formation of mixed micelles consisting of nonionic surfactant polysorbate 80 and cationic amiodarone with chloride counterion was investigated by fluorescence spectroscopy. Benzyl alcohol was found to decrease the stability of the mixed micelles and lead to crystallization of amiodarone hydrochloride. The greatest amounts of crystals formed at 4℃ for 30 days in the model drug solutions with polysorbate 80 concentrations of 100.1 mg/mL and 97.9 mg/mL. A change of the polysorbate 80 concentration and avoidance the use of benzyl alcohol are recommended to improve the stability of the parenteral dosage form. These results can open new perspectives in the optimization of amiodarone intravenous formulations.

Synthetic Studies on 2,5-Diarylisoxazolidin-3-ones (2,5-Diarylisoxazolidin-3-ones의 합성에 관한 연구)

  • Youngwan Seo;Kwang Ryul Mun;Youn Young Lee;Kyongtae Kim
    • Journal of the Korean Chemical Society
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    • v.36 no.3
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    • pp.453-459
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    • 1992
  • 3-Aryl-3-bromopropanoyl chloride in either ether or carbon tetrachloride reacted with 2 equiv. of hydroxylamine in the absence of trimethylsilyl chloride at ambient temperature to give directly 2,5-diarylisoxazolidin-3-ones in good yields. However, when 3-benzylhydroxylamine at $0^{\circ}C$, N-benzyl-3-bromo-3-phenylpropanohydroxamic acid (72%) and N-benzyl-C-phenylnitrone (12%) were obtained. On the contrary, 3-phenylisoxazolidin-5-one (41%) and 2-benzyl-S-phenyl-isoxzolidin-3-one (38%) were obtained when 3 equiv. of benzylhydroxylamine was used under the same conditions.

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Biphasic Dynamic Kinetic Resolution of ρ,α-Dimethyl Benzyl Alcohol over Zeolite-Enzyme Catalysts (제올라이트-효소 촉매를 이용한 ρ,α-Dimethyl Benzyl Alcohol의 2상 동적 속도론적 광학분할)

  • Cha, Yeon-Ju;Ko, Moon-Kyu;Park, Yeung-Ho
    • Applied Chemistry for Engineering
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    • v.17 no.6
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    • pp.658-664
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    • 2006
  • $\rho$, $\alpha$-dimethyl benzyl alcohol was resolved by the biphasic dynamic kinetic resolution (DKR). Acidic zeolite was used as a racemization catalyst while immobilized enzyme was employed for kinetic resolution. The effects of the process variables including nature of acyl donor, reaction temperature, substrate concentration, ratio of the two catalysts and stirring rate on the conversion and enantiomeric purity of the product were investigated. In DKR of $\rho$, $\alpha$-dimethyl benzyl alcohol, the product of 99% ee was obtained with a maximum yield of 88%. The high performance of the catalyst system was maintained in the condition of higher TON and under repeated use.

The Measurement and Prediction of the Combustible Properties of of Benzyl-Alcohol for MSDS (Material Safety Data Sheet) (MSDS (Material Safety Data Sheet)를 위한 벤질알코올 연소특성치의 측정 및 예측)

  • Ha, Dong-Myeong
    • Korean Chemical Engineering Research
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    • v.55 no.2
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    • pp.190-194
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    • 2017
  • The combustion properties for the prevention of the fire and explosion in the work place are flash point, explosion limit, autoignition temperature (AIT) etc.. The using of the corrective combustion properties of the MSDS (Material Safety Data Sheet) of the handling substance for the chemical process safety is very important. For the safe handling of benzyl alcohol which is widely used in the chemical industry, the flash point and the AIT were measured. And, the lower explosion limit (LEL) of benzyl alcohol was calculated by using the lower flash point which obtained in the experiment. The flash points of benzyl alcohol by using the Setaflash and Pensky-Martens closed-cup testers measured $90^{\circ}C$ and $93^{\circ}C$, respectively. The flash points of benzyl alcohol by using the Tag and Cleveland open cup testers are measured $97^{\circ}C$ and $100^{\circ}C$. The experimental AIT of benzyl alcohol by ASTM 659E tester was measured as $408^{\circ}C$. The LEL of benzyl alcohol measured by Setaflash closed-cup apparatus was calculated as 1.17 vol% at $90^{\circ}C$. In this study, it was to possible predict the LEL by using the lower flash point of benzyl alcohol which measured by Setaflash closed-cup tester.