• 제목/요약/키워드: Nitro group

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EXPLORATORY PHOTOCHEMICAL STUDY ON THE o-NITROBENZYLSULFONYL DERIVATIVES

  • Chang, Sun-Ki
    • Journal of Photoscience
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    • 제1권1호
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    • pp.67-68
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    • 1994
  • INTRODUCTION : The photochemistry of nitro chromophore has been the subject of intense study only in recent years. Unlike the carbonyl functional group, of which the photochemistry has been quite extensively studied and fairly well understood, as a result of excellent work done by numerous physical and organic photochemists alike, the nature of photochemistry of nitro group has only recently been systematically explored. The photochemistry of nitro group exhibits general features of the photochemistry of the carbonyl groups such as hydrogen abstraction by the diradical species generated from the n-$\pi$$^*$ excited state of the nitro group. Other photochemical pathways common to the carbonyl group such as the biradical intermidiate formation, photocycloelimination, and cydoaddition reactions are also open for the nitro group. Of all the photochemical reactions of the nitro group mentioned above, hydrogen abstraction by the n-$\pi$$^*$ excited state of the nitro group has drawn much attention by synthetic organic chemists and polymer chemists. In the field of organic synthesis, above mintioned photochemical reaction has been utilized in the photoprotection-deprotection chemistry.

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The Frequency-Dependent First-, Second-, and Third-Order Polarizabilities of Thiophene-, Furan-, Pyrrole-Nitro Polyene Systems

  • 최유성
    • Bulletin of the Korean Chemical Society
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    • 제17권1호
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    • pp.61-65
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    • 1996
  • The semiempirical time-dependent Hartree-Fock PM3 calculations have been performed on three polyene systems. In order to study the nonlinear optical properties, we calculated the frequency-dependent first-, second-, and third-order polarizabilities of thiophene-, furan-, pyrrole-nitro polyene systems. The PM3 predicted average and longitudinal polarizabilties increase in the order: thiophene- > pyrrole- > furan-nitro polyene systems. The PM3 predicted limiting average second-order polarizabilities show the order: pyrrole- > furan- > thiophene-nitro polyene systems. The average and longitudinal third-order polarizabilties have the following order: pyrrole- > thiophene- > furan-nitro polyene systems. In these trends, we sugest that pyrrole group is the best donor group among the three polyene systems.

Catalytic Hydrogenation of Aromatic Nitro Compounds over Borohydride Exchange Resin Supported Pd (BER-Pd) Catalyst

  • Yoon, Nung-Min;Lee, Hyang-Won;Choi, Jae-Sung;Lee, Hyun-Ju
    • Bulletin of the Korean Chemical Society
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    • 제14권2호
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    • pp.281-283
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    • 1993
  • Aromatic nitro compounds are selectively hydrogenated to the corresponding amines in high yields at room temperature and atmospheric pressure using BER-Pd catalyst without affecting ketone, ether, ester, nitrile or chloro groups also present. Especially the nitro group in 4-nitrobenzyl alcohol, methyl 4-nitrobenzyl ether and N-N-dimethyl 4-nitrobenzylamine is selectively hydrogenated with this catalyst to give the corresponding amines without hydrogenolysis of benzylic groups. And aromatic nitro compound can be reduced selectively in the presence of aliphatic nitro compound.

유기 초음파화학. 초음파가 히드라진, 철, 활성탄을 이용한 방향족 니트로기의 환원반응에 미치는 영향 (The Effects of Sonic Waves on the Reduction of Aromatic Nitro Groups Using Iron, Hydrazine Hydrate and Activated Carbon)

  • 신대현;한병희;조성윤
    • 대한화학회지
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    • 제30권1호
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    • pp.105-108
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    • 1986
  • 초음파(50KHz)가 상온 상압하에서 히드라진 철 활성탄을 이용한 방향족 니트로기를 방향족 아미노기로의 환원반응을 크게 가속시켜 3시간만에 100% 전환율을 얻을 수 있었다. 활성탄은 탈색이나 반응성이 큰 물질의 분말을 섞는데 사용되어 왔으나 히드라진 철을 이용한 방향족 니트로기의 환원반응에서는 활성탄 없이는 반응이 전혀 일어나지 않으며 활성탄의 증가에 따라 환원율이 높아지는 결과를 얻었다.

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Synthesis and Characterizations of Bis-Spiropyran Derivatives

  • Lee, Sungmin;Ji, Seungwook;Kang, Youngjong
    • Bulletin of the Korean Chemical Society
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    • 제33권11호
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    • pp.3740-3744
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    • 2012
  • We synthesized three different derivatives of bis-spiropyran using simple organic reactions with high yields. BSP1, a derivative of bis-spiropyran having a connection at the position 6' and BSP2, a derivative of bis-spiropyran having a connection at the position 5 and BSP3, a derivative of bis-spiropyran containing a dithienylethene group between two spiropyran moieties were synthesized. The optical properties of BSPs were characterized. UV-Vis spectra showed that BSPs exhibit reversible photo-isomerization and the efficiency of photo-isomerization is highly dependent on the position of nitro group. BSPs having nitro group at para position of hydroxy group showed the higher efficiency of photo-isomerization that the one having nitro group at ortho position. The optical microscope images obtained under ultraviolet or visible light exposure demonstrated that the formation of nanorods can be reversibly controlled by optical signal.

Viologen-mediated Reductive Transformations of gem-Bromonitro Compounds and $\alpha$-Nitro Ketones by Sodium Dithionite

  • Kwanghee Koh Park;Won Kyou Joung;Sook Young Choi
    • Bulletin of the Korean Chemical Society
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    • 제14권4호
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    • pp.461-465
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    • 1993
  • Reductive transformations of gem-bromonitro compounds and ${\alpha}$-nitro ketones were carried out conveniently with sodium dithionite by using dioctyl viologen as an electron-transfer catalyst in dichloromethane-water two-phase system:the bromine atom in gem-bromonitro compounds and the nitro group in ${\alpha}$-nitro ketones are replaced by hydrogen.

모조(模造) 환경조건하(環境條件下)에서의 치환(置換) Diphenyl Ether 제초제(除草劑)의 광분해(光分解)에 관(關)한 연구(硏究) (Solution Phase Photolyses of Substituted Diphenyl Ether Herbicides under Simulated Environmental Conditions)

  • 이재구
    • Applied Biological Chemistry
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    • 제17권3호
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    • pp.149-176
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    • 1974
  • 팔종(八種)의 치환(置換) diphenyl ether 제초제(除草劑)를 Rayonet 광화학(光化學) 반응기(反應器)를 사용(使用)한 모조환경조건하(模造環境條件下)에서 용액상(溶液相) 광분해(光分解)시켜 그 분해산물(分解産物)에 관(關)하여 연구(硏究)하였다. 시료(試料)로 사용(使用)된 화합물(化合物)들은 300 nm에서 광화학반응(光化學反應)을 일으키기에 충분(充分)한 energy를 흡수(吸收)하였으며 분해산물(分解産物)은 tlc, glc, ir, ms, 그리고 nmr 등(等)에 의(依)하여 확인(確認)하였다. 그 결과(結果)를 요약(要約)하면 C-6989의 용액상(溶液相) 광분해(光分解) : p-nitrophenol이 다량(多量) 생성(生成)됨을 보아 ether결합(結合)의 결렬이 주반응(主反應)이며 치환기(置換基) $NO_2{\rightarrow}NH_2$의 광화학적(光化學約) 환원반응(還元反應)과 $CF_3{\rightarrow}COOH$의 산화반응(酸化反應)도 관찰되었다. p-Nitrophenol의 수중(水中) 광분해(光分解) : quinone(0.28%), hydroquinone(0.66%) 및 p-aminophenol(0.42%)과 비교적(比較的) 소량(少量)의 미지화합물(未知化合物)이 생성(生成)됨을 확인(確認)하였고 모화합물(母化化合物)은 대부분(大部分) 작용(作用)을 받지 않은 채로 존재(存在)하였다. 이들 분해산물(分解産物)의 형성기구(形成機構)는 $n{\rightarrow}{\pi}^*$ 및 여기(勵起)를 거친 nitro-nitrite재배열(再配列) 및 자유기(自由基)에 의(依)한 수소탈취(水素脫取)를 통(通)한 광환원(光還元)으로 추측(推測)되었다. Nitrofen의 용액상(溶液相) 광분해(光分解) : n-hexane중(中)에서는 $NO_2$기(基)의 광환원(光遷元)이 주반응(主反應)이었고 수용액(水溶液) 중(中)에서는 광환원(光遷元) 및 hydroxylation이 ether결합(結合) 결렬 보다 현저하였다. hydroxide ion에 의한 친핵적(親核的) 치환(置換), hydroxyl기(基) 및 소량(少量)이긴 하지만 수소(水素)에 의한 염소(鹽素)의 치환(置換)도 다소 관찰되었다. MO-338의 용액상(溶液相) 광분해(光分解) : n-hexane용액중(中) nitro기(基)의 광환원(光遷元) 반응(反應)과 수용액중(水溶液中)에서의 광환원(光遷元) 및 hydroxylation이 주반응(主反應)이었으며 hydroxyl기(基)와 수소(水素)에 의(依)한 염소(鹽素)의 치환(置換) 및 ether결합(結合)의 결렬도 볼 수 있었다. n-Hexane과 cyclohexane중(中)에서의 MC-4379, MC-3761, MC-5127, MC-6063 및 MC-7181의 광분해(光分解) : nitro기(基)의 광환원반응(光還元反應)과 수소(水素)에 의(依)한 halogen의 치환반응(置換反應)이 주(主)로 일어났다. MC-4379의 수중(水中) 광분해(光分解) : ether결합(結合)의 결렬, hydroxyl기(基)에 의한 carboxymethyl기(基)의 치환(置換), hydroxylation, hydroxyl기(基)에 의한 nitro기(基)의 치환(置換)이 주(主)로 일어났고 광환원(光還元) 및 광염소화반응(光鹽素化反應)도 약간 일어났다. MC-3761의 수중(水中) 광분해(光分解) : ether결합(結合)의 결렬, hydroxyl기(基)에 의한 carboxymethyl기(基)의 치환(置換) 및 hydroxylation이 수반되는 광환원(光還元)이 주반응(主反應)이었다. MC-5127의 수중(水中) 광분해(光分解) : 수소(水素)에 의한 carboxyethyl기(基)의 치환(置換)이 현저 하였고 ether결합(結合)의 결렬, 광환원(光還元) 및 탈염소화반응(脫鹽素化反應)도 약간 관찰되었으며 decarboxyethylation은 decarxy-methylation보다 용이함을 볼 수 있었다. MC-6063의 수중(水中) 광분해(光分解) : ether결합(結合)의 결렬과 탈염소화반응(脫鹽素化反應)이 주(主)로 관찰되었다. MC-7181의 수중(水中) 광분해(光分解) : 수소(水素)에 의한 carboxymethyl기(基)의 치환(置換)과 monodechlorination이 현저하였고 ether결합(結合) 결렬과 hydroxylation도 약간 일어났다. 3-Carboxymethyl-4-nitrophenol의 수중(水中) 광분해(光分解) : 방향족(芳香族) ester에서 흔히 볼 수 있는 광유도(光誘導) Fries rearrangement는 이 화합물(化合物)의 carboxymethyl기(基)에서는 볼 수 없었고 $nitro{\to}nitroso$반응(反應)이 주(主)로 일어났다.

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Antituberculosis Agents X. Synthesis and Evaluation of In Vitro Antituberculosis Activity of 2-(5-Nitro-2-furyl)-and 2-(1-Methyl-5-nitro-1H-imidazol-2-yl)-1 ,3,4-thiadiazole Derivatives

  • Alireza-Foroumadi;Fatemeh-Soltani;Raheleh-Jabini;Moshafi, Mohammad-Hasan;Rasnani, Fatemeh-Mohammadian
    • Archives of Pharmacal Research
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    • 제27권5호
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    • pp.502-506
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    • 2004
  • Two series of 2-(5-nitro-2-furyl)- and 2-(1-methyl-5-nitro-1H-imidazol-2-yl)-5-propyl, allyl and propargyl)thio-1,3,4-thiadiazoles (6a-f) and 2-(5-nitro-2-furyl)- and 2-(1-methyl-5-nitro-1 H-imidazol-2-yl)-5-(nitrobenzyl)thio-1,3,4-thiadiazole derivatives (8a-f) have been synthesized and evaluated against Mycobacterium tuberculosis, as part of the TAACF TB screening program under direction of the US National Institute of Health, the NIAID division. Primary screening was conducted at a single concentration, 6.25 $\mu\textrm{g}$mL$^{-1}$ , against M. tuberculosis H$_{37}$ Rv in BACTEC 12B medium, using the Microplate Alamar Blue Assay (MABA). The minimum inhibitory concentration (MIC) was determined for the compounds that demonstrated $\geq$90% growth inhibition in the primary screening. A varying degree of antituberculosis activity (from 0-97% of growth inhibition) was observed with the alkylthio series (6a-f), and the nitroimidazole derivative with a propylthio group (6b) and the nitrofuran derivative with a propargylthio group (6e), were the most active compounds (MIC=3.13 and 1.56 /$\mu\textrm{g}$mL$^{-1}$ , respectively). Among the nitrobenzylthio derivatives (8a-f), all the ortho, meta and para nitrobenzyl isomers in the nitrofuran series exhibited good antituberculosis activity (MIC=3.13 $\mu\textrm{g}$mL$^{-1}$ ), while the corresponding nitroimidazole analogues were completely inactive (Inhibition=0%).

N-Methyl-N'-Nitro-N-Nitrosoguanidine에 의한 Adenovirus Type 12 Transformation의 증진 (Enhancement of Adenovirus Type 12 Transformation by N-Methyl-N'-Nitro-N-Nitrosoguanidine)

  • 최성배
    • 대한바이러스학회지
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    • 제27권2호
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    • pp.257-260
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    • 1997
  • Adenoviruses are icosahedral virions containing double-stranded linea DNA. They are 70 nm to 90 nm in diameter and capsid is composed of 252 capsomeres. Several members of this group, including types commonly associated with respiratory disease in man, are capable of producing malignant tumors in young hamsters and a few types have been shown to be oncogenic in young rat. Previous report involving effect of caffein on transformation induced by Adenovirus type 12 [9] has been carried out. The present report represents a continuation of previous study. To obtain evidence concerning the effect of MNNG (N-methyl-N'-nitro-N-nitroguanidine) on transformation, investigation of adenovirus type 12 of this group was undertaken. For practical consideration it was desirable to investigate the effect of MNNG on the adenovirus type 12 induced transformation in L cell. Results were as following 1. Adeno virus type 12 induced transformation was enhanced in the presence of MNNG. 2. Yields of adeno type 12 virus in L cell were slightly inhibited by treatment of MNNG.

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