106-79-6Relevant articles and documents
Oncinotine-type spermidine alkaloids from Oncinotis tenuiloba. Transformation of N-acetyloncinotin-12-one to N,N-diacetylinandenin-12-one
Doll,Guggisberg,Hesse
, p. 973 - 981 (1996)
From extracts of Oncinotis tenuiloba STAPF, two novel polyamine alkaloids, oncinotin-11-one (5) and oncinotin-12-one (6), were isolated. Peracetylation of 6 provided the N-acetyl derivative 11 as well as N,N'-diacetylinandenin-10-en-12-one (12) due to a β-elimination-type side reaction resulting in ring enlargement of 11. Deuteration of 12 yielded 13, showing the same retention time as N,N'-diacetylinandenin-12-one (14), when co-HPLC was performed together with different keto-isomeric N,N'-diacetylinandeninones. Structure elucidation was extended by Schmidt degradation of 6 and N,N'-diacetyl(10,11-2H2)inandenin-12-one (13); the degradation products were identified by GC and ESI-MS. The structure of 5 was proposed on the basis of spectroscopic means. Comparison of the spectroscopic data of 5 with those obtained from synthetic material as well as co-HPLC of the N-acetyl derivative 20 together with the corresponding synthetic compound revealed the identity of the substances and confirmed the structure of 5. Additionally, oncinotine (2) and neooncinotine (3) were isolated, separated, and identified with authentic samples by co-HPLC of their N-acetyl derivatives 8 and 9, respectively.
A new hypercrosslinked supermicroporous polymer, with scope for sulfonation, and its catalytic potential for the efficient synthesis of biodiesel at room temperature
Bhunia, Subhajit,Banerjee, Biplab,Bhaumik, Asim
, p. 5020 - 5023 (2015)
We have designed a new hypercrosslinked supermicroporous polymer (HMP-1) with a BET surface area of 913 m2 g-1 by FeCl3via a catalyzed Friedel-Crafts alkylation reaction between carbazole and α,α′-dibromo-p-xylene. Upon sulfonation HMP-1 yielded a very efficient solid acid catalyst for the production of biodiesels via esterification/transesterification of free fatty acids (FFA)/esters at room temperature.
Mg/MeOH mediated intramolecular reductive cyclization of activated dienes
Chavan, Subhash P.,Ethiraj, Krishna S.
, p. 2281 - 2284 (1995)
Facile intramolecular cyclisation of activated tethered dienes mediated by magnesium in methanol at room temperature is described.
Metal/bromide autoxidation of triglycerides for the preparation of FAMES to improve the cold-flow characteristics of biodiesel
Phung, Peter,Rowlands, William N.,Thiyakesan, Appadurai,Benndorf, Paul,Masters, Anthony F.,Maschmeyer, Thomas
, p. 162 - 168 (2014)
Triglyceride autoxidation using a homogeneous Co/Mn/Zr/bromide catalyst in acetic acid (93%) of low grade tallow, canola oil or soy bean oil in a batch reactor at 150 °C for 2 h, produced lower molecular weight products relative to the fatty acids of the starting triglycerides. For the autoxidation of tallow the main products after esterification were monoesters Me(CH 2)mC(O)OMe (m = 5-12) and diesters MeOC(O)(CH 2)nC(O)OMe, (n = 7-12). Oxidation of the saturated fatty acids in triglycerides was confirmed and modelled using methyl palmitate. Post-treatment esterification of tallow autoxidation products to produce biodiesel (BD) esters resulted in improved cold temperature properties by a mean of 13.0 °C, i.e. a mean cloud point (CP) 1.0 °C (cf. unmodified tallow biodiesel: CP 14 °C).
Dinuclear metal complexes with saturated and unsaturated hydrocarbon bridges
Lindner, Ekkehard,Leibfritz, Thomas,Fawzi, Riad,Steimann, Manfred
, p. 167 - 175 (1997)
The reaction of the bis(triflates) [Y-(CH2)m-Y] [Y = F3CSO3, m = 4, 6-9, 12, 14, 16 (1a-h)] with the carbonyl metalates M′[M(CO)5] (M′ = Na, K; M = Mn, Re) affords the alkanediyl bridged metal complexes [(OC)5M-(CH2)m-M(CO)5] [m = 6-9, 12, 14, 16; M = Mn (2b-h) and m = 4, 6-9, 12, 14, 16; M = Re (3a-h)]. Starting with K[Mn(CO)5] and the bis(triflates) 1d and 1e the diesters [H3CO(O)C(CH2)mC(O)OCH3] [m = 8, 9 (4d,e)] are obtained in a one-pot reaction. The unsaturated hydrocarbon bridged rhenium complexes trans-[Re]-(CH2)2-CH=CH-(CH2)2-[Re] (6), cis-[Re]-(CH2)3-CH=CH-(CH2)3-[Re] (8), and [Re]-(CH2)p-CH2-C≡C-CH2-(CH2)p-[Re] {[Re] = Re(CO)5, p = 1, 3 (11, 12)} are formed by reaction of the bis(triflates) trans-Y-(CH2)2-CH=CH-(CH2)2-Y (5), cis-Y-(CH2)3-CH=CH-(CH2)3-Y (7), and Y-(CH2)p-CH2-C≡C-CH2-(CH2)p-Y [Y = F3CSO3, p = 1, 3 (9, 10)] with Na[Re(CO)5] in THF. The structure of 8 was determined by an X-ray structural analysis. Crystal data for 8: space group P21/n with a = 12.501(2), b = 6.592(2), c = 26.875(5)A, β = 93.28(2)°, V = 2211.0(9)A3, Z = 4. The structure was refined to R = 0.039, wR = 0.090.
α-nitrocycloalkanones as a source of α,ω,-dicarboxylic acid dimethyl esters
Ballini, Roberto,Bosica, Giovanna
, p. 16131 - 16138 (1997)
α,ω-Dicarboxylic acid dimethyl esters arc easily obtained by ring cleavage of α-nitrocycloalkanones. Thus, reaction of the latter compounds with three equivalents of potassium persulfate, in methanol and in presence of sulfuric acid at 80 °C, provides α,ω-dicarboxylic acid dimethyl esters in high yields. Long-chain, and alkylated α,ω-dicarboxylic acid dimethyl esters can be also efficiently obtained.
Synthesis of medium-chain carboxylic acids or α,ω-dicarboxylic acids from cellulose-derived platform chemicals
Li, Xing-Long,Zhang, Kun,Jiang, Ju-Long,Zhu, Rui,Wu, Wei-Peng,Deng, Jin,Fu, Yao
, p. 362 - 368 (2018)
Medium-chain fatty acids and their derivatives have important applications in the energy and chemical industries. Thus, we have prepared a series of medium-chain fatty acids by the selective hydrodeoxygenation of the aldol condensation products derived from cellulose using a metal triflate and Pd/C catalyst system. The selective retention of the carboxyl group is a notable feature of this catalytic system.
A magnetically recoverable nanocatalyst based on functionalized mesoporous silica
Bhanja, Piyali,Sen, Tapas,Bhaumik, Asim
, p. 17 - 26 (2016)
A magnetically separable 2D-hexagonally ordered thiol functionalized mesoporous silica material (Fe@TFMS) has been synthesized through co-condensation reaction of 3-mercaptopropyltriethoxysilane (MPTES) and tetraethylorthosilicate (TEOS) using cetyltrimethylammonium bromide (CTAB) as a cationic surfactant followed by immobilization of Fe3O4 nanocrystallies at the functionalized mesopore surface. Powder X-ray diffraction (XRD), N2 adsorption/desorption analysis, FT-IR, TEM, FE-SEM, TGA/DTA, CHNS, XPS and NH3-TPD tools are employed to characterize the materials. This functionalized mesoporous material exhibited high catalytic activity in the biodiesel production from a wide range of long chain fatty acids and soybean oil. The material showed high Lewis acidity of 1.02 mmolg-1 with a good Brunauer-Emmett-Teller (BET) surface area of 411 m2 g-1. Fe@TFMS exhibited excellent catalytic efficiency for this esterification reaction using methanol as a solvent cum reactant under eco-friendly and mild reaction conditions (room temperature, 25 °C).
Studies of Spin Labeled Sodium Dodecyl Sulfate. I. Synthesis and Properties
Yamaguchi, Takeo,Yamauchi, Akira,Kimoto, Eiji,Kimizuka, Hideo
, p. 372 - 376 (1980)
Nitroxide spin labeled surfactant, sodium salt of 2-ethyl-2--4,4-dimethyloxazolidin-3-yloxyl, was synthesized and some properties of the compound were studied by means of ESR and conductivity measurements.From conductivity measurements it was found that the critical micelle concentration of the compound was 21.6 mmol kg-1 at 25.0 +/- 0.1 deg C and the micelle consisted of a small number of labeled surfactant ions.The ESR spectra of the labeled surfactant were measured as a function of concentration and temperature.These spectra showed a typical pattern interpreted in terms of spin exchange.Regarding spin exchange as chemical reaction, second order rate constant was determined from the analysis of line width and compared with the values obtained by diffusion controlled model.
On the search of new I2-IBS aliphatic ligands: Bis-guanidino carbonyl derivatives
Corcoran, Jonathan,Rodriguez, Fernando,Rozas, Isabel,Meana, J. Javier,Callado, Luis F.
, p. 6009 - 6012 (2007)
Continuing with our search of aliphatic dicationic derivatives as I2-IBS ligands and looking at Amiloride, a known ligand of I2-IBS, we have incorporated the guanidinocarbonyl moiety into our aliphatic compounds with the intention of improving the binding to I2-IBS. Thus, we present the different approaches to the preparation and pharmacological evaluation (in human brain tissue) as I2-IBS ligands of a new series of aliphatic derivatives incorporating the guanidinocarbonyl group and with different chain length (n = 8-12, and 14 methylene groups).
