• Bulletin of the Korean Chemical Society
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• v.20 no.3
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• pp.307-313
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• 1999

2,4-Di-(2'-vinyloxyethoxy)benzylidenemalononitrile (la), methyl 2,4-di-(2'-vinyloxyethoxy)benzylidenecyanoacetate (lb), 3,4-di-(2'-vinyloxyethoxy)benzylidene malononitrile (2a), methyl 3,4-di-(2'-vinyloxyethoxy)benzylidenecyanoacetate (2b), 2,5-di-(2'-vinyloxyethoxy)benzylidenemalononitrile (3a), methyl 2,5-di-(2'-vinyloxyethoxy)benzylidenecyanoacetate (3b), 2,3-di-(2'-vinyloxyethoxy)benzylidenemalononitrile (4a), and methyl 2,3-di-(2'-vinyloxyethoxy)benzylidenecyanoacetate (4b) were prepared by the condensation of 2,4-di-(2'-vinyloxyethoxy)benzaldehyde, 3,4-di-(2'-vinyloxyethoxy)benzaldehyde, 2,5-di-(2'-vinyloxyethoxy) benzaldehyde, and 2,3-di-(2'-vinyloxyethoxy)benzaldehyde with malononitrile or methyl cyanoacetate, respectively. Trifunctional divinyl ether monomers 1-4 were polymerized readily with boron trifluoride etherate as a cationic initiator to give optically transparent swelling poly(vinyl ethers) 5-8 havina oxybenzylidenemalononitrile and oxycyanocinnamate, which is presumably effective chromophore for second-order nonlinear optical applications. Polymers 5-8 were not soluble in common organic solvents such as acetone and DMSO due to crosslinking. Polymers 5-8 showed a thermal stability up to 300 ℃ in TGA thermograms, which is acceptable for electrooptic device applications.

• Bulletin of the Korean Chemical Society
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• v.19 no.8
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• pp.851-856
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• 1998

2,4-Di-(2-vinyloxyethoxy)benzylidenemalononitrile (2a), methyl 2,4-di-(2-vinyloxyethoxy)benzylidenecyanoacetate (2b), 3,4-di-(2-vinyloxyethoxy)benzylidenemalononitrile (4a), and methyl 3,4-di-(2-vinyloxyethoxy)benzylidenecyanoacetate (4b), 2,5-di-(2-vinyloxyethoxy)benzylidenemalononitrile (6a), and methyl 2,5-di-(2-vinyloxyethoxy)benzylidenecyanoacetate (6b) were prepared by the condensation of 2,4-di-(2-vinyloxyethoxy)benzaldehyde (1), 3,4-di-(2-vinyloxyethoxy)benzaldehyde (3), and 2,5-di-(2-vinyloxyethoxy)benzaldehyde (5) with malononitrile or methyl cyanoacetate, respectively. Trifunctional divinyl ether monomers 2, 4 and 6 were polymerized readily by free radical initiators to give optically transparent swelling poly(vinyl ethers) 7-9. Polymers 7-9 were not soluble in common organic solvents such as acetone and DMSO due to crosslinking. Polymer 7-9 showed a thermal stability up to 300 ℃ in TGA thennograms.

• Bulletin of the Korean Chemical Society
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• v.14 no.2
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• pp.188-191
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• 1993

The reaction between methyl 2,3-di-O-benzyl-4,6-di-O-mesyl-${\alpha}$-D-glucopyranoside (1b) and potassium superoxide resulted in hydrolysis, and gave methyl 2,3-di-O-benzyl-${\alpha}$-D-glucopyranoside (1) as a sole product. When the reaction was performed with a vicinal dimesylate, methyl 4,6-O-benzylidene-2,3-di-O-mesyl-${\alpha}$-D-altropyranoside (4b), again the hydrolysis product, methyl 4,6-O-benzylidene-${\alpha}$-D-altropyranoside (4) was obtained. However, the reaction of potassium superoxide with another vicinal dimesylate, methyl 4,6-O-benzylidene-2,3-di-O-mesyl-${\alpha}$-D-glucopyranoside (3b), nucleophilic displacement took place to afford methyl 4,6-O-benzylidene-${\alpha}$-D-altropyranoside (4). Apparently different results from two trans vicinal dimesylates, 3b and 4b are explained by the transient formation of epoxides, methyl 2,3-anhydro-4,6-O-benzylidene-${\alpha}$-D-allopyranoside (8) and methyl 2,3-anhydro-4,6-O-benzylidene-${\alpha}$-D-mannopyranoside (9) by $KO_2$. The reaction between the allo epoxide 8 and $KO_2$ gave altro 4. The manno epoxide 9 also afforded altro 4 as the major product. Facile epoxide formation by the reaction of a vicinal dimesylate and superoxide was also observed with 3-O-benzyl-1,2-O-isopropylidene-5,6-di-O-mesyl-${\alpha}$-D-glucofuranose: 5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-${\beta}$-L-idofuranose was obtained.

• Bulletin of the Korean Chemical Society
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• v.21 no.6
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• pp.613-617
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• 2000

p-(2-Vinyloxyethoxy)benzylidenemalononitrile (4a), methyl p-(2-vinyloxyethoxy)benzylidenecyanoacetate (4b), 3,5-dimethoxy-4-(2'-vinyloxyethoxy)benzylidenemalononitrile (5a), methyl 3,5-dimethoxy-4-(2'-vinyloxy-ethoxy) benzylidenecyanoacetate (5 b), o-(2 -vinyloxyethoxy)benzylidenemalononitrile (6a), methyl o-(2-viny-Ioxyethoxy) benzylidenecyanoacetate (6b), 1,3-di-(2',2'-dicyanovinyl)-5-methyl-2-(2'-vinyloxyetioxy)benzene (7a), l,3-di-(2'-carbomethoxy-2'-cyanovinyl)-5-methyl-2-(2'-vinyloxyethoxy)benzene (7b), 2,3,4-tri-(2'-viny-Ioxyethoxy) benzylidenemalononitrile (8a), methyl 2,3,4-tri-(2'-vinyloxyethoxy)benzylidenecyanoacetate (8b), 2,4,6-tri-(2'-vinyloxyethoxy)benzylidenemalononitrile (9a), and methyl 2,4,6-tri-(2'-vinyloxyethoxy)benzyl-idenecyanoacetate(9b) were prepared by the condensation of the corresponding benzaldehyde 1-3 with malononitrile or methyl cyanoacetate, respectively. Vinyl ether monomers 4, 6, and 8 polymerized readily with radical initiators to yield crosslinked polymers 10, 12, and 14. However, compounds 5, 7, and 9 were inert to radical initiators due to the steric hindrance. The resulting polymers 10, 12, and 14 were not soluble in common solvents showing a thermal stability up to $300^{\circ}C$.

• Journal of the Korean Chemical Society
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• v.10 no.2
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• pp.62-66
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• 1966

An insecticide was obtained from condensation of chloral hydrate with 2,4,5-trichloro phenol. The structure of the insecticide was found to be 5,6,8-trichloro 2,4-di-trichloro methyl benzo 1,3-dioxane. The best conditions of the condensation were as follows: 1) The sulfuric acid concentration; $97{\%}$. 2) The mole ratio of sulfuric acid to 2,4,5-trichloro phenol; 14.2. 3)The mole ratio of chloral hydrate to 2,4,5-trichloro phenol; 2.4. 4) The reaction time & reaction temperature;15hrs & $50-55^{\circ}C$.The insecticidal effects of T. D. B against the Citrus Red Mite and Green Peach Aphid were the same of Mydran.

• Natural Product Sciences
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• v.8 no.1
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• pp.23-25
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• 2002

Ten compounds were isolated from the stem barks of Acanthopanax gracilistylus WW Smith (AGS) by steam distillation, they were p-menta-1,5,8-triene, n-butyl isobutylphthalate, p-mentha-1,5-diene-8-ol, 8-hydroxy-p-cymene, myrtenol, trans-(+)-carveol, 1,3-di-tert-butylbenzene, 4-methyl-2,6-di-butylphenol, valencene and verbenone, respectively, characterized by GS-Mass spectra. And we have also extracted and isolated from the MeOH extracts of the stem barks of AGS, two compounds were obtained. On the basis of chemical and spectral evidence, they were syringin(l), ${\beta}-sitosterol(2)$.

• Natural Product Sciences
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• v.14 no.2
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• pp.107-112
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• 2008

The six phenolic compounds isolated from the root of Dipsacus asper, 3,4-di-O-caffeoylquinic acid (1), methyl 3,4-di-O-caffeoyl quinate (2), 3,5-di-O-caffeoylquinic acid (3), methyl 3,5-di-O-caffeoyl quinate (4), 4-5-di-O-caffeoylquinic acid (5), methyl 4,5-di-O-caffeoyl quinate (6) were continuously evaluated for their antioxidant activity using superoxide radical scavenging and AAPH-mediated (LDL) oxidation assay. The results demonstrated that compounds 1 - 6 had remarkable antioxidant activities with the $IC_50$ values ranging from 12.0 to $2.8{\mu}M$ in superoxide radical scavenging. They also inhibited AAPH-mediated low-density lipoprotein LDL oxidation by the generation of thiobarbituric acid reactive substances (TBARS) with $IC_50$ ranging from 6.7 to $8.7{\mu}M$.

• Applied Biological Chemistry
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• v.3
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• pp.25-48
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• 1962

The polysaccharide C prepared from gum tragacanth powder (U. S. P. grade) by the precipitation method with 85% ethanol was a neutral polysaccharide, $[{\alpha}]^{30}_D-72.2$. The polysaccharide C consisted of L-rhamnose, D-xylose, L-arabinose and D-galactose in the molar ratio 2:1:17:9 (Table 1, 2, 3, ). The polysaccharide C was methylated with dimethylsulphate and 40% NaOH, and Purdies regent. The hydrolyzate of fully methlated product ($[{\alpha}]^{22}_D-102$ in chloroform, the methoxy content 40.6%) was composed of 2, 3, 5-tri-O-methyl-L-arabofuranose (I), 3,4-di-O-methyl-L-rhamnopyranose (II), 2,3-di-O-methyl-D-xylose (III), 2,3,4-tri-O-methyl-D-galactopyranose (IV), 2,4-di-O-methyl-L-arabopyranose (?), 2,4-di-O-methyl-D-galactose(VI), 2-O-methyl-D-arabinose (VII), and L-arabopyranose(VIII) (Table 4, 5, and Fig. 4). The first partial hydrolysis (A) of the polysaccharide C with 0.05N-HCl for 4.5 hours at $80-85^{\circ}C$ released only L-arabinose: the second hydrolysis (B) with 0.1N-HCl for 5 hours at $80-85^{\circ}C$, L-arabinose and D-galactose; and the third hydrolysis (C) with 0.3N-HCl at $90-95^{\circ}C$ in sealed tube, L-rhamnose, D-xylose, L-arabinose and D-galactose. From the unhydrolyzate A' were found L-rhamnose, D-xylose, L-arabinose, and D-galactose; from B' L-rhamnose, d-xylose, L-arabinose and D-galactose; and from C' D-xylose and D-galactose respectively (Table 6). The periodate consumption and formic acid production of the polysaccharide C were measured at various time intervals. After 120 hours periodat was consumed by 1.23 mole per $C_5H_8O_4$ and formic acid was produced 0.78 mole per $C_5H_8O_4$ (Table 7). Although a definite chemical structure for this polysaccharide C may not be formulated, experimental data, especially, from methylation, partial hydrolysie and determination of its molar ratio, and periodate analysis showed that the polysaccharide C is a highly branched polysaccharide and would be constructed of galactoaraban as a main chain residue and L-arabofuranose, D-galactopyranosyl $(1{\rightarrow}1)$-L-arabofuranose, D-xylopyranosyl $(1{\rightarrow}2)$-L-rhamnopyranosyl $(1{\rightarrow}1)$-L-arabofuranose, and L-rhamnopyranosyl $(1{\rightarrow}1)$-arabofuranose, and D-galactopyranosyl-$(1{\rightarrow}2)$-L-arabopyranosyl-$(1{\rightarrow}1)$-I-arabofuranose as a branch chain or end group (page 21).

• Journal of the Korean Chemical Society
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• v.38 no.3
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• pp.254-259
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• 1994

Five new crown ethers containing methyl groups were synthesized. 2,3,4,5: 9,10,11,12-Dibenzo-8,8-dimethyl-15,18,1-trioxacycloeicosane, 2,3,4,5: 9,10,11,12-dibenzo-8,8-dimethyl-15,18,21,1-tetraoxacyclotricosane, 2,3,4,5 : 9,10,11,12-dibenzo-8,8-dimethyl-15,18,21,24,1-pentaoxacyclohexacosane, 2,3,4,5 : 9,10,11,12 : 22,23,24,25 : 29,30,31,32-tetrabenzo-8,8,28,28-tetramethyl-15,18,21,35,38,1-hexaoxacyclotetracontane and 2,3,4,5 : 9,10,11,12 : 25,26,27,28:32,33,34,35-tetrabenzo-8,8,31,31-tetramethyl-15,18,21,24,38,41,44,1-octaoxacyclohexatetracontane were synthesized by reaction of 4,4'-isopropylidenediphenol with di-, tri-and tetraethyleneglycol ditosylate in the presence of MOH(M = Na, K). Di-, tri- and tetraethyleneglycol ditosylate were synthesized by reaction of p-toluenesulfonylchloride with diethyleneglycol, triethyleneglycol and tetraethyleneglycol in the presence of NaOH.

• Journal of the Korean Wood Science and Technology
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• v.42 no.6
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• pp.740-746
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• 2014

The unripe fruit of cudrania tricuspidata was extracted with 50% ethanol. The crude water-soluble extracts were separated by liquid-liquid separation with n-hexane, ethyl acetate and butanol followed by precipitation with ethanol, and then the water-soluble polysaccharide (F1) was isolated by the fractionation through gel permeation chromatography using preparative PLaquagel-OH column with water. The structure was characterized by monosaccharide composition with HPAEC-PAD, methylation analysis with GC-MS, FT-IR and HPLC. According to the data, F1 was com posed of glucose (22.84 mM), galactose (13.75 mM), arabinose (45.87 mM), xylose (7.49 mM). It was revealed which uronic acid and acetyl group were not attached in F1. And it is constituted of 1-linked arabinose, 1,4-linked arabinose, 1,3-linked glucose, 1,4-linked galactose, 1,4-linked glucose, 1,3,6-linked galactose, 1,3,6-linked glucose and the ratio was showed 1.1 : 1.0 : 4.9 : 7.5 : 3.0 : 3.1 : 1.4 : 1.5.