• Title/Summary/Keyword: S,S-Acetal

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Synthesis of Conjugated Dienals by Palladium-Catalyzed Vinyl Substitution Reaction (팔라듐 촉매화 비닐 치환 반응을 이용한 Conjugated Dienals의 합성)

  • Jong-Tae Lee;Jin Il Kim
    • Journal of the Korean Chemical Society
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    • v.28 no.5
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    • pp.335-341
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    • 1984
  • Acetals of ${\alpha},{\beta}$-unsaturated aldehydes reacted readily with aryl bromides in the presence of palladium catalyst and triethylamine to form aryl conjugated enals. Acrolein diethyl acetal and methacrolein diethyl acetal were reacted with phenyl bromides with substituents such as methyl and isopropyl groups at $100^{\circ}C$. The reaction products yields except the reaction of o-bromotoluene with methacrolein diethyl acetal. The products were identified by proton nuclear magnetic resonance and infrared spectroscopy. In the reverse combination of reactants to prepare aliphatic 2,4-dienals in good yield of above 50%, 3-bromopropenal dimethyl acetal and (E)-3-bromo-2-methylpropenal diethyl acetal were used as vinylic halide reactants and 1-alkenes and ethyl acrylate as olefin reactants.

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Facile Synthesis of 3-Thioxo-3H-benzo[f]chromen-2-yl methanone and 3H-Benzo[f]chromene-3-one Under Solvent Free Condition

  • Singh, Okram Mukherjee;Devi, Nepram Sushuma;Devi, Laishram Ronibala;Lim, Ki-Bum;Yoon, Yong-Jin;Lee, Sang-Geyong
    • Bulletin of the Korean Chemical Society
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    • v.32 no.1
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    • pp.175-178
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    • 2011
  • A facile, convenient, efficient and high yielding synthesis of a combinatorial library of coumarins has been developed by the condensation of readily available $\beta$-oxodithioesters and S,S-acetal with 2-hydroxy-1-naphthaldehyde in the presence of catalytic amount of $CuCl_2$ under solvent free conditions.

Reaction Phosphite with Acetal Derivatives:Syntheses of 1-Alkoxymethylphosphonates and 1-Alkylthiomethylphosphonates

  • 김대영;한동일;오동영
    • Bulletin of the Korean Chemical Society
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    • v.19 no.2
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    • pp.226-230
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    • 1998
  • 1-Alkoxymethylphosphonates 4 and 1-alkylthiomethylphosphonates 5 can be prepared by the reaction of actal derivatives and diethyl trimethylsilyl phosphite in the presence of Lewis acid under mild conditions. The dependency of the chemoselectivities with Lewis acid on the reaction of O,S-acetals with phosphites is described.

An Optimal Parameter Design of Polyacetal Resin Cutting Experiment Using Taguchi Method (다구찌 방법을 이용한 폴리아세탈 수지 절삭조건 결정)

  • 조용욱;박명규;김희남
    • Journal of the Korea Safety Management & Science
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    • v.3 no.1
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    • pp.117-125
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    • 2001
  • Polyacetal resin is usually used to make molds, but it is difficult to achieve dimension accuracy during molding. Therefore it is usually necessary to cut the polyacetal resin after a molding process. Polyacetal resin is easily machining by standard machine tool. Acetal is also a thermal stable material which can be totted without coolant Another concern about the use of polyacetal resin is that it absorbs water easily, which also results in problems with dimension accuracy Therefore, in this study, the cutting resistance of water-absorbed polyacetal resin and its surface roughness after cutting in order to achieve the highest degree of accuracy in the cutting of polyacetal resin were investigated. Also, The Robust Design method uses a mathematical tool called orthogonal arrays to study a large number of decision variables with a small number of experiments. It also uses a new measure of quality, called signal-to-noise (S/N) ratio, to predict the quality from the customer's perspective. Thus, we have taken Taguchi's parameter design approach, specifically orthogonal array, and determined the optimal levels of the selected variables through analysis of the experimental results using S/N ratio.

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Phytochemical Studies on Lonicerae Flos (1) - Isolation of Iridoid Glycosides and other Constituents

  • Lee, Eun-Ju;Lee, Joo-Young;Kim, Ju-Sun;Kang, Sam-Sik
    • Natural Product Sciences
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    • v.16 no.1
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    • pp.32-38
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    • 2010
  • From the polar fractions of a 70% EtOH extract of the flower buds of Lonicera japonica (Caprifoliaceae), ten constituents were isolated and identified as iridoid glycosides 7-dehydrologanin (7-ketologanin, 2), secologanin dimethyl acetal (3), (E)-aldosecologanin (centauroside, 5), dimethyl secologanoside (6), secoxyloganin (7) and epivogeloside (8). Other identified constituents were 1-O-$\beta$-D-glucopyranosyl-(2S,3S,4R,8E/Z)-2-[(2R)-2-hydroxy(docosanoyl, tricosanoyl, tetracosanoyl, pentacosanoyl)amino]-8-octadecene-1,3,4-triol (1), uracil (4), D-mannitol (9), and sucrose (10). Among them, 1, 2, 4, and 10 were isolated for the first time from this plant.

Photoaddition Reactions of Silyl Ketene Acetals with Aromatic Carbonyl Compounds: A New Procedure for β-Hydroxyester Synthesis

  • Yoon, Ung-Chan;Kim, Moon-Jung;Moon, Jae-Joon;Oh, Sun-Wha;Kim, Hyun-Jin;Mariano, Patrick S.
    • Bulletin of the Korean Chemical Society
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    • v.23 no.9
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    • pp.1218-1242
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    • 2002
  • Photochemical reactions of aromatic carbonyl compounds with silyl ketene acetals have been explored. Irradiation of acetonitrile or benzene solutions containing aryl aldehydes or ketones in the presence of silyl ketene acetals is observed to promo te formation of ${\beta}-hydroxyester$, 2,2-dioxyoxetane and 3,3-dioxyoxetane products. The ratios of these photoproducts, which arise by competitive single electron transfer (SET) and classical Paterno-Buchi mechanistic pathways, is found to be dependent on the degree of methyl-substitution on the vinyl moieties of the ketene acetals in a manner which reflects expected alkyl substituent effects on the oxidation potentials of these electron rich donors. An analysis of the product distribution arising by irradiation of a solution containing butyrophenone (6) and the silyl ketene acetal 9, derived from methyl isobutyrate, provides an estimate of the rate constants for the competitive Norrish type Ⅱ, SET and Paterno-Buchi processes occuring. Finally, sequences involving silyl ketene acetal-aryl aldehyde or ketone photoaddition followed by 2,2-dioxyoxetane hydrolysis represent useful procedures for Claisen-condensation type, ${\beta}-hydroxyester$ synthesis.

A STUDY ON THE BOND STRENGTH OF RELINE RESIN TO PRESSURE INJECTION TYPE THERMOPLASTIC DENTURE BASE RESIN (가압주사식 열가소성 의치상 레진과 이장 레진 간의 결합강도에 관한 연구)

  • Moon Tae-Sung;Jeong Chang-Mo;Jeon Young-Chan;Lim Jang-Seop
    • The Journal of Korean Academy of Prosthodontics
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    • v.40 no.1
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    • pp.42-52
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    • 2002
  • The purpose of this study was to evaluate the bond strength of reline resin to pressure injection type thermoplastic denture base resin. The denture base resins used in this study were $Hi-polycarbonate^{(R)}$(High Dental Co., Japan), Acetal $dental^{(R)}$(Pressingdental s.r.1., Repubblica di San Marine) of thermoplastic resin and Acron $MC^{(R)}$(GC Dental Industrial Co., Japan) of heat cured resin. The reline resins used were Lucitone $199^{(R)}$(Dentsply international Inc., USA), Tokuso $rebase^{(R)}$(Tokuyama Corp., Japan), and $Lightdon-U^{(R)}$(Dreve-Dentamid-Gmbh, Germany). The reline resins are representative of heat-cured, self-cured, and light-cured resin respectively Bond strength was examined by use of a three-point transverse flexural strength test. The results were as follows 1. The bond strength of Lucitone 199 to Acron MC was the highest. 2. The bond strengths of Lucitone 199 and Tokuso rebase to Hi-polycarbonate resulted in a value of approximately one half that of Lucitone 199 to Acron MC and there were no significant differences between these and the bond strength of Tokuso rebase to Acron MC(p<0.05) 3. The bond strengths of reline resins to Acetal dental were lower than those of reline resins to Hi-polycarbonate. 4. For all base resins Lightdon-U showed lower bond strength than the other reline resins.