• Title/Summary/Keyword: 1,3-Butadiene

Search Result 173, Processing Time 0.026 seconds

The Synthesis and Characterization of Some Novel Thioethers: Thio-Subsituted [3]Cumulenes, -1-Buten-3-ynes and Buta-1,3-dienes

  • Ibis, Cemil;Sahin, Aysecik
    • Bulletin of the Korean Chemical Society
    • /
    • v.31 no.8
    • /
    • pp.2255-2260
    • /
    • 2010
  • In this study, some novel thiosubstituted butenyne (3a-d, 7b, 15b), butadiene (4a-b, 4d, 5a, 5c, 6b, 8e, 9c, 10b, 16b, 18e) and [3]cumulene (11a-b with isomer 3a-b, 12a with isomer 13a, 14b, 17e) compounds were synthesized from the reaction of 2H-pentachloro-1,3-butadiene with thiols. The new compounds were characterized by elemental analysis, mass spectrometry, UV-vis, IR, 1H NMR, NMR ($^{13}C$ or APT) spectroscopy.

Generation and Reactivities of Silaethene $Cl_2Si=CHCH_{2}^{t}Bu$-Unsaturated Compounds of 14 group Elements (Ⅸ) (실라에텐 $Cl_2Si=CHCH_{2}^{t}Bu$의 생성과 반응성)

  • Chung-Kyun Kim;Eunmi Park;Mi-Young Ku;Kyungglae Park;Byung-Yun Son
    • Journal of the Korean Chemical Society
    • /
    • v.37 no.2
    • /
    • pp.220-227
    • /
    • 1993
  • Silaethene $Cl_2$Si=$CHCH_2^tBu$, generated as a metastable reaction intermediate by the thermal eliminatio of LiCl from lithiated compound $Cl_2$Si=$CHCH_2^tBu$, react with propene, 2-methylpropene, 1,3-butadiene, 2,3-dimethyl-1,3-butadiene, and anthracene to give ene-reaction product, 2+2-, and 2+4-cycloadducts. They are isolated by vacuum fractional distillation method and spectroscopically identified.

  • PDF

Synthesis of sulphonic acids and sultam derivatives

  • Ismail, Ibrahim-Imam
    • Archives of Pharmacal Research
    • /
    • v.13 no.1
    • /
    • pp.1-4
    • /
    • 1990
  • Reaction of propane-1, 3-sultone with amines gave N-substituted aminosulphonnic acids 2a-i, Dehydration of 2a-c with $POCI_3$ gave the corresponding sultams 3a-c. Propane-1, 3-sultone 1 reacted with tertury amines to give the betaiene salts 4-11. 2-4-Dimethyl-1, 3-butadiene-1, 4-sultone 12 condensed with amines to give N-substituted-2, 4-dimethyl-1, 3-butadiene-1, 4-sultames 13a and 13b. The reaction of 3a, 13a with hydrazine hydrate gave acid hydrazides 3d or 13c. Compounds 3d, 13c reacted with isocyanates to yield urea derivatives 14a-c, 15a-c.

  • PDF

Application of Hyaluronic Acid Membrane Cross-linked with 1,3-Butadiene Diepoxide (1,3-Butadiene diepoxide로 가교된 히아루론산 막의 응용)

  • Cheong, Seong-Ihl;Han, Gwang-Seon;Bae, Jung-Eun;Kim, In-Seop
    • Membrane Journal
    • /
    • v.18 no.2
    • /
    • pp.124-131
    • /
    • 2008
  • The biodegradable hyaluronic acid membranes cross-linked with lactide using the crosslinking agent, 1,3-butadiene diepoxide (BD), were prepared as a potential biocompatible material for tissue engineering. The degree of lactide and BD reaction of the crosslinked membrane was determined by the analysis of nuclear magnetic resonance spectroscopy 6% of growth inhibition was observed in case of high BD concentration but the value is low enough not to affect cell growth. As the crosslinking reaction temperature increased, elongation increased and swelling ratio decreased. The rate of degradation was found to increase with the crosslinking temperature. The drug release experiment showed that the transport of drug through the membrane decreased with the crosslinking temperature.

Regioselectivity in the Cycloaddition Reactions of t-Butyl Trimethylsilyl Thioketone with 1,3-Butadienes

  • Kang, Kyung-Tae;Park, Chi-Hyo;Yoon, Ung-Chan
    • Bulletin of the Korean Chemical Society
    • /
    • v.13 no.1
    • /
    • pp.41-45
    • /
    • 1992
  • Thermal cycloaddition of t-butyl trimethylsilyl thioketone (1) with 2-substituted dienes such as isoprene and 2-trimethylsilyloxy-1,3-butadiene occurred smoothly at 80${\circ}C$ to afford regioiomeric mixtures of cycloadducts. On the other hand, similar treatment of 1 with 1-substituted dienes such as trans-1,3-pentadiene, 1-methoxy-and 1-acetoxy-1,3-butadiene and Danishefsky's diene afforded a single regioisomeric adduct, respectively. Protodesilylation of the silylated adducts 8 and 11 could also be performed with ease.

Direct Synthesis and Structure of $\eta^4$-1-Functionally Substituted 2,3,4,5-Tetraphenyl-1-Silacyclopenta-2,4-diene Complexes of Irontricarbonyl

  • Joo, Qan-Chul;Sohn, Hong-Lae;Hong, Jang-Hwan;Kong, Young-Kun;Singh, P.
    • Bulletin of the Korean Chemical Society
    • /
    • v.10 no.2
    • /
    • pp.191-196
    • /
    • 1989
  • We obtained the new complexes, $Fe{\eta}^4-R,R'-TPSCp](CO)_3$(R,R'-TPSCp = 1,1-disubstituted 2,3,4,5-Tetraphenyl-1-Silacyclopenta-2,4-diene; R = Ph, R' = Cl, R = R' = Cl) from the reaction of the corresponding R,R'-TPSCp with ironpentacarbonyl under reflux in toluene. Also, the analogous complexes with R = R' = Me and R = Me, R' = Cl were obtained in an identical manner. We have determined the crystal structure of $Fe[Ph(Cl)-TPSCp](CO_)3$ by using Mo ka, ${\lambda}$ = 0.71069${\AA}$, where the unit cell was found to be monoclinic with a = 9.042 (6)${\AA}$, b = 19.870 (9)${\AA}$, c = 17.426 (9)${\AA}$ and ${\beta}$ = 96.28(4)$^{\circ}$. The butadiene moiety of TPSCp ring is planar and the dihedral angle of the butadiene plane and C4-Si-C25 plane was opened up to 41.8$^{\circ}$. The C-C distances in the butadiene moiety were found to be 1.4346, 1.462, and 1.440 ${\AA}$, respectively. It may be said that the four ${\pi}$-electrons are delocalized over the four carbons in five membered ring through coordination with ironcarbonyl. In this complex Fe is either in distorted tetrahedron environment with the centroid of the four C-atom butadiene moiety and three carbons of the three carbonyls or in distorted square-pyramidal environment with two midpoints of double bonds of the butadiene moiety and two carbons of carbonyl defining the base of the pyramid and the carbon of remaining carbonyl the apex.

Kinetic Features of the Cobalt Dihalide/Methylaluminoxane Catalytic System in 1,3-Butadiene Polymerization

  • Nath Dilip Chandra Deb;Fellows Christopher M.;Shiono Takeshi
    • Macromolecular Research
    • /
    • v.14 no.3
    • /
    • pp.338-342
    • /
    • 2006
  • The kinetic features of polymerization with an active site comprising cobalt dihalides ($CoX_2$, where X=Cl, Br, I) activated by methylaluminoxane (MAO) were investigated in 1,3-butadiene polymerization. The catalytic system exhibited the characteristic features of living polymerization. The initiation ($k_i$) and propagation ($k_p$) rate coefficients were estimated using the kinetic model for slow initiation previously reported by Shiono et al. The energy of activation fur the propagation reaction was calculated to be 27-30 $kJmol^{-1}$. The marked changes in reaction rate observed with different halides could be adequately described in terms of variations in the initiation process, with the same Arrhenius curve fitting propagation rate coeffcients estimated from all three halides, suggesting that the halide does not participate in the growing chain end.

A Facile Preparation of 2-(2-Hydroxyethyl)homoallenylsilanes Using In Situ Generated Homoallenylindium Reagent

  • Lee, Pil Ho;Bang, Geuk Chan;An, Hyo Sun;Lee, Gu Yeon
    • Bulletin of the Korean Chemical Society
    • /
    • v.22 no.12
    • /
    • pp.1385-1389
    • /
    • 2001
  • In situ generated homoallenylindium reagents derived from the reaction of indium with 4-bromo-3-[(tri-methylsilyl) methyl]-1,2-butadiene reacted with a variety of aldehydes in DMF to produce 2-(2-hydroxy-ethyl) homoallenylsilanes at room temperatu re in good to excellent yields. 2- or 3-Hydroxybenzaldehyde that contains labile hydrogen was reacted with homoallenylindium reagent to provide the homoallenylsilanes. In the case of 4-formylbenzoic acid, the desired compound was produced in 88% yield. 4-Bromo-3-[(trimethyl-silyl) methyl]-1,2-butadiene was prepared from monoacetylation and mesylation of 2-butyn-1,4-diol, addition of trimethylsilylmethyl anion, saponification and mesylation followed by Finkelstein reaction.

Characterization of Lactide/Hyaluronic Acid Polymer Cross-Linked by 1,3-Butadiene Diepoxide (1,3-Butadiene Diepoxide에 의해 가교된 락타이드/히아루론산 고분자의 특성)

  • Han, Gwang-Seon;Bae, Jung-Eun;Kim, In-Seop;Cheong, Seong-Ihl
    • Polymer(Korea)
    • /
    • v.32 no.4
    • /
    • pp.390-396
    • /
    • 2008
  • The hyaluronic acid (HA) polymers cross-linked with lactide (LA) using the crosslinking agent, 1,3-butadiene diepoxide (BD), were prepared in order to develop a biomedical material for tissue engineering. The degree of lactide and BD reaction of the crosslinked polymer was determined by the analysis of nuclear magnetic resonance spectroscopy. Both degree of reaction and swelling ratio increased with BD concentration or LA/HA mole ratio. Tensile modulus decreased with increasing BD concentration or decreasing LA/HA mole ratio. Degradation was shown to be progressed at two different stages and became slow with increasing BD concentration. It was shown that the first stage degradation was mainly due to the decomposition of ester linkage in the crosslinked structure. The cell growth inhibition increased with BD concentration. Although cytotoxicity was slightly observed in the high BD concentration, the value was very low (below 6%) enough not to affect the cell growth.

Selective Hydrogenation of 1,3-Butadiene over Supported Nickel Catalyst Obtained from Nickel-Zirconia Solid Solution

  • Chang, Jong-San;Ryu, Jae-Oak;Lee, Jong-Min;Park, Sang-Eon;Hong, Do-Young;Jhung, Sung-Hwa
    • Bulletin of the Korean Chemical Society
    • /
    • v.26 no.10
    • /
    • pp.1512-1514
    • /
    • 2005
  • Catalytic properties of Ni-Zr$O_2$ catalysts prepared by coprecipitation have been studied for the gas-phase hydrogenation of 1,3-butadiene to butenes. The coprecipitation method led to the solid solution of Ni-Zr$O_2$, which contains highly resistant Ni species to thermal reduction with H2. Nickel species of the solid solution were highly dispersed in the ZrO2 lattice, so that the reduced catalysts were selective for hydrogenation of 1,3-butadiene to butenes (99.9%) even in the presence of 1-butene.