• Title/Summary/Keyword: isopropyl

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Antifungal activities for derivatives of 4-isopropyl-3-methylphenol and 5-isopropyl-3-methylphenol against plant pathogenic fungi (4-Isopropyl, 5-isopropyl-3-methylphenol 유도체들의 합성과 식물 병원균에 대한 항균 활성)

  • Choi, Won-Sik;Jang, Soon-Ho;Jang, Do-Yeon;Choi, Kyoung-Gil;Lee, Byung-Ho;Kim, Tae-Jun;Jung, Bong-Jin
    • The Korean Journal of Pesticide Science
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    • v.10 no.4
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    • pp.249-261
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    • 2006
  • Fifty compounds such as ester, sulfonyl ester, carbamate, ether and phosphoyl ester derivatives of 4-isopropyl-3-methylphenol(I) and 5-isopropyl-3-methylphenol(II) were synthesized. These derivatives were identified by IR, GC/MS and $^1H$-NMR spectra. Their in vitro antifungal activities were tested against 10 plant pathogenic fungi. Among them, several compounds showed potent in vitro antifungal activity. The selected compounds showing potent in vitro antifungal activity were tested for their in vivo antifungal activities against 5 plant diseases such as rice blast, rice sheath blast, cucumber anthracnose, cucumber gray mold and tomato late blight. As a result, 4-isopropyl-3-methylphenyl(2-amino-thiazole-4-yl)methoxyiminoacetate(I-7a) showed a potent in vivo antifungal activity against rice blast. Both methyl (4-isopropyl-3-methylphenoxy)acetate(I-4d) and methyl (5-isopropyl-3-methylphenoxy)acetate(II-4d) effectively inhibited the development of cucumber gray mold.

A Synthesis of Alkylphenyl fluorobenzoate Derivatives and Their Antifungal Activities on Several Phytopathogens (Alkylphenyl fluorobenzoate 유도체들의 합성과 몇 가지 식물병원균에 대한 항균활성)

  • Choi, Won-Sik;Cha, Kyung-Min;Kim, Young-Sun;Jang, Soon-Ho;Lim, Sang-Ho;Choi, In-Young;Kim, Tae-Jun;Jung, Bong-Jin
    • The Korean Journal of Pesticide Science
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    • v.12 no.4
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    • pp.307-314
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    • 2008
  • Sixty compounds such as alkylphenyl fluorobenzoate esters from thymol(I), 5-isopropyl-3-methylphenol (II), 4-isopropyl-3-methylphenol (III), 2-sec-butylphenol (IV) and 4-sec-butylphenol (V) were synthesized. These derivatives were identified by IR, $^1H$-NMR spectrometer and GC/MS. Their in vivo antifungal activities were tested against phytopathogens such as Phytophthora infestans, Botrytis cinerea, Colletotrichum orbiculare and Rhizoctonia solani. As the result, 2-sec-butylphenyl 2,5-difluorobenzoate (IV-6) and 4-sec-butylphenyl 2,5-difluorobenzoate (V-6) showed 90% above antifungal activity against Botrytis cinerea. 2-Isopropyl-5-methylphenyl 2,3,6-trifluorobenzoate (I-11), 2-isopropyl-5-methylphenyl 2,4,5-trifluorobenzoate (I-12), 5-isopropyl-3-methylphenyl 2,3,6-trifluorobenzoate (II-11), 4-isopropyl-3-methylphenyl 2,3,6-trifluorobenzoate (III-11) and 4-isopropyl-3-methylphenyl 2,4,5-trifluorobenzoate (III -12) showed 90% above potent antifungal activity against Colletotrichum orbiculare.

Catalytic performance of Al-MCM-48 molecular sieves in the isopropylation of phenol with isopropyl acetate (isopropyl acetate을 이용한 페놀의 isopropylation 반응의 Al-MCM-48 분자체 촉매반응 특성)

  • Venkatachalam, Kandan;Hemalatha, Pushparaj;Peng, Mei-Mei;Jang, Hyun-Tae
    • Proceedings of the KAIS Fall Conference
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    • 2011.05a
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    • pp.144-146
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    • 2011
  • Al-MCM-48 molecular sieves (Si/Al = 25, 50, 75 and 100) were synthesized hydrothermally using cetyltrimethyl ammonium bromide as the structure directing template. The orderly arrangement of mesopores was evident from the low angle X-ray diffraction patterns and TEM images. The catalytic performance was evaluated in the vapour phase isopropylation of phenol with isopropyl acetate. Phenol conversion decreased with increase in the Si/Al ratio of the catalysts. The major reaction product was 4-isopropyl phenol (selectivity: 78%). Delocalization of phenolic oxygen electron pair over the aromatic ring promoted para-selective alkylation. Such delocalization could be aided by the hydrophilic surface of the molecular sieves. Though ester was used as the alkylating agent, phenyl isopropyl ether was not formed

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A Highly Stereoselective Reaction in Aminolysis of 3-Acyl-4-(S)-isopropyl-1,3-thiazolidine-2-thione with Racemic Amines (3-Acyl-4(S)-isopropyl-1,3-Thiazolidine-2-Thione과 라세미아민의 입체선택적인 반응)

  • Tae Myoung Jeong;Ki Hun Park
    • Journal of the Korean Chemical Society
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    • v.32 no.6
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    • pp.588-592
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    • 1988
  • A chiral recognition was observed in aminolysis of 3-acyl-4(S)-isopropyl-1,3-thiazolidine-2-thione by racemic amine to give an optically active amide (S-excess) and amine (R-excess). This procedure can be applied to synthesis of macrocyclic diamide macrocyclic spermidine alkaloid, and peptide. The rate of this aminolysis is remarkably affected by steric surrounding; completion of reaction can be easily judged by the disappearance of the original yellow color of 4(S)-AITT. These features of the aminolysis suggested a potential recognition racemic amines by a chiral 4 (S)-AITT derivative. Thus 4 (S)-AITT was synthesized from 4 (S)-isopropyl-1, 3-thiazolidine-2-thione and carboxylic acids.

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Carbon Dioxide-Isopropyl Alcohol System: High Pressure Phase Behavior and Application with SAFT Equation of State (이산화탄소-이소프로필 알코올계: 고압 상거동 및 SAFT 상태방정식 적용)

  • Kwak, Chul;Byun, Hun-Soo
    • Applied Chemistry for Engineering
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    • v.10 no.2
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    • pp.324-329
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    • 1999
  • In this work, high pressure binary phase equilibria data of carbon dioxide and isopropyl alcohol were obtained by experiment. A static type experimental apparatus was made to measure temperature, pressure and phase equilibria composition. The experimental apparatus was tested by comparing the measured phase equilibria data of the carbon dioxide-isopropyl alcohol system at $80^{\circ}C$ with those of Rodosz. The binary phase behavior data of carbon dioxide-isopropyl alcohol system were measured in range of 41 to 133 bar and at temperatures of 40, 60, 80, 100 and $120^{\circ}C$. The solubility of isopropyl alcohol increases as the temperatures increases at constant pressure. Also, these carbon dioxide-alcohol solute system have critical-mixture curves that exhibit maxima in pressure at temperatures between the critical temperatures of carbon dioxide and isopropyl alcohol. The experimental data obtained in this study were modeled using the statistical associating fluid theory(SAFT) equation of state. A good fit of the data was obtained with SAFT using two adjustable parameters for the carbon dioxide-isopropyl alcohol system.

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The Measurement and Investigation of Fire and Explosion Characteristics of Isopropyl Alcohol (이소프로필 알코올의 화재 및 폭발 특성치의 측정 및 고찰)

  • Ha, Dong-Myeong
    • Journal of the Korean Institute of Gas
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    • v.16 no.3
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    • pp.8-15
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    • 2012
  • For the safe handling of isopropyl alcohol, the explosion limits were investigated. The lower flash points, upper flash points, fire point, and AITs(autoignition temperatures) by ignition time delay for isopropyl alcohol were experimented. By using literature data, the lower and upper explosion limits of isopropyl alcohol were recommended as 2.0 and 12.0 vol%, respectively. The lower flash points of isopropyl alcohol were experimented $12{\sim}14^{\circ}C$ by using closed-cup tester and $18{\sim}19^{\circ}C$ by using open cup tester. And the upper flash points of isopropyl alcohol was experimented $38^{\circ}C$ by using Setaflash closed-cup tester. This study measured relationship between the AITs and the ignition delay times by using ASTM E659 apparatus was $463^{\circ}C$.

Quantitation of Flurbiprofen in Isopropyl Myristate by High Performance Liquid Chromatography (고속액체크로마토그래피를 이용한 미리스틴산이소프로필증 플루르비프로펜의 정량)

  • Kim, Hyun;Chi, Sang-Cheol
    • Journal of Pharmaceutical Investigation
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    • v.22 no.1
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    • pp.63-68
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    • 1992
  • An HPLC procedure with UV detection has been developed for the quantitation of flurbiprofen released into isopropyl myristate used as the receptor phase in an in vitro membraneless drug diffusion cell. The drug and the internal standard (oxaprozin) were extracted from isopropyl myristate with a mixture of dimethylsulfoxide:methanol:water (2:1:1) and quantitated using a reverse phase $C_{18}$ column. The chromatograms were completely free from interfering peaks, and the relative retention times of flurbiprofen and the internal standard were 4.9 and 6.8 min, respectively. Calibration plots were linear over the concentration range of $1-200\;{\mu}g/ml$ of flurbiprofen with correlation coefficients, all higher than 0.99. The mean intra-day precision and accuracy among three replicate sets of the assay in a day were 4.26 and 4.52%, respectively, whereas the mean inter-day precision and accuracy were 3.35 and 3.64%, respectively. The mean recovery of the drug was 92.5% over the calibration range. The method was simple, reliable and accurate for the quantitation of flurbiprofen in unpurified isopropyl myristate.

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Acute toxicity of four alkylphenols (3-tert-butyl-, 2-isopropyl-, 3-propropyl-, and 4-isopropyl-phenol) and their binary mixtures to Microtox, with comparisons to Ceriodaphnia dubia and Pimephales promelas

  • Park, Kyungho;Leonard I. Sweet;Brian E. Olseski;Peter G. Meier
    • Proceedings of the Korean Environmental Health Society Conference
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    • 2003.06a
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    • pp.158-161
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    • 2003
  • Toxicity evaluations of 3-tert-butyl-, 2-isopropyl-, 3-isopropyl- and 4-propyl-phenol and their binary mixtures were performed with the Microtox$\^$(R) / assay and compared to invertebrates and fish. The single chemical, 4-isopropylphenol, exhibited the greatest relative toxicity to the Microtox organism (Vibrio fischeri). The relative electrophilicity (LUMO) of the phenols, in contrast to the lipophilicity (Log P), was strongly correlated with toxicity to V fischeri (r$^2$=0.96, p<0.01). In contrast, relative electrophilicity alone could not explain variances in toxicity of the phenols to Ceriodaphnia dubia. Results suggest that electrophilicity in conjunction with lipophilicity provide better correlation with toxicity to C. dubia and Pimephales promelas. Microtox results from the binary mixture toxicity tests of selected phenolics indicate a mechanism of interaction governed by suppression/antagonism.

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