Isopropylamine Research Articles

Pharmaceutical analysis by supercritical fluid chromatography: Optimization of the mobile phase composition on a 2‐ethylpyridine column

The separation of neutral, acidic, and basic pharmaceuticals with diverse physicochemical properties by packed column supercritical fluid chromatography (pSFC) on a 2-ethylpyridine column (25 cmx4.6 mm id, 3 mum particles) is presented. The optimization strategy involved separations at 100% methanol (MeOH) and at 50% MeOH/50% ACN while keeping the peak symmetry additives formic acid (FA) and isopropylamine (IPA) at constant levels of 0.25% v/v. By plotting the adjusted retention times as a function of the MeOH/ACN ratio, an optimal modifier ratio composition of 65% MeOH/35% ACN was found. The total set of 26 neutral, acidic, and basic pharmaceuticals was analyzed and the optimal composition experimentally verified. This mobile phase composition is currently used in pharmaceutical method development and open-access generic screening environments.

Synthesis, characterization, and swelling studies of pH‐ and thermosensitive hydrogels for specialty applications

AbstractIn this article, we describe a novel pH‐and temperature‐sensitive and moderately salt tolerant hydrogels based on acrylic acid (AAc) and methacrylic acid (MAAc) by employing a novel research plan. AAc and MAAc have been converted to N‐isopropylacrylamide (N‐i‐PAAm) and N‐isopropyl methacrylamide (N‐i‐PMAAm), respectively, via amidation with isopropyl amine, followed by polymerization to respective polymers. These polymers were further converted into networks in the presence of AAc and MAAc and N,N‐methylene bisacrylamide (N,N‐MBAAm). The networks thus formed consist of both amides and carboxylic acid groups. Characterization of these networks has been carried out by nitrogen analysis, FTIR, NMR, and scanning electron microscopy for the investigation of different structural aspects of the synthesized polymers. Swelling studies of these networks have been carried out as a function of time, temperature, pH, and in the presence of additives, sodium dodecyl sulfate, cetyl trimethyl ammonium bromide, and 5% NaCl solution. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008

Conformational and microwave dielectric relaxation studies of hydrogen bonded polar binary mixtures of propionaldehyde with isopropyl amine

The dielectric behaviour of the polar liquids like propionaldehyde, isopropyl amine and their equimolar binary mixture in nonpolar solvent benzene is studied in the microwave frequency range using the cavity perturbation technique at 6.218 GHz (J band), 9.880 GHz (X band), 16.331 GHz (P band) and 24.951 GHz (K band). Hamiltonian quantum mechanical calculations such as AM1, PM3, and MNDO optimized converged geometry operation is performed by using Argus lab chemical modelling software 2004 for both pure and binary systems of propionaldehyde and isopropyl amine. Dipole moments of the binary mixtures are calculated from the dielectric data using Higasi's method and compared with the theoretical results. Conformational analysis of the formation of a hydrogen bond between the propionaldehyde and isopropyl amine is supported by FT-IR, proton NMR spectra and molecular polarizability calculations. The average relaxation times are calculated from their respective Cole–Cole plots.

N-Methylacetamide Analog of Salvinorin A: A Highly Potent and Selective κ-Opioid Receptor Agonist with Oral Efficacy

Several preclinical studies indicate that selective kappa-opioid receptor (KOR) antagonists have antidepressant-like effects, whereas KOR agonists have opposite effects, suggesting that each might be useful in the treatment of mood abnormalities. Salvinorin A (salvA) is a valuable KOR agonist for further study due to its high potency and receptor selectivity. However, it has short lasting effects in vivo and limited oral bioavailability, probably due to acetate metabolism. We compared the in vitro receptor binding selectivity of salvA and four analogs containing an ethyl ether (EE), isopropylamine (IPA), N-methylacetamide (NMA), or N-methylpropionamide (NMP) at C-2. All compounds showed high binding affinity for the KOR (K(i) = 0.11-6.3 nM), although only salvA, EE, and NMA exhibited KOR selectivity. In a liver microsomal assay, salvA was least stable, whereas NMA and IPA displayed slower metabolic transformations. Intraperitoneal (i.p.) administration of salvA, NMA, and NMP dose-dependently elevated brain reward thresholds in the intracranial self-administration (ICSS) test, consistent with prodepressive-like KOR agonist effects. NMA and NMP were equipotent to salvA but displayed longer lasting effects (6- and 10-fold, respectively). A dose of salvA with prominent effects in the ICSS test after i.p. administration (2.0 mg/kg) was inactive after oral administration, whereas the same oral dose of NMA elevated ICSS thresholds. These studies suggest that, although salvA and NMA are similar in potency and selectivity as KOR agonists in vitro, NMA has improved stability and longer lasting actions that might make it more useful for studies of KOR agonist effects in animals and humans.

Acute and chronic toxicity of glyphosate compounds to glochidia and juveniles of Lampsilis siliquoidea (unionidae)

Native freshwater mussels (family Unionidae) are among the most imperiled faunal groups in the world. Factors contributing to the decline of mussel populations likely include pesticides and other aquatic contaminants; however, there is a paucity of data regarding the toxicity of even the most globally distributed pesticides, including glyphosate, to mussels. Therefore, the toxicity of several forms of glyphosate, its formulations, and a surfactant (MON 0818) used in several glyphosate formulations was determined for early life stages of Lampsilis siliquoidea, a native freshwater mussel. Acute and chronic toxicity tests were performed with a newly established American Society of Testing and Materials (ASTM) standard guide for conducting toxicity tests with freshwater mussels. Roundup, its active ingredient, the technical-grade isopropylamine (IPA) salt of glyphosate, IPA alone, and MON 0818 (the surfactant in Roundup formulations) were each acutely toxic to L. siliquoidea glochidia. MON 0818 was most toxic of the compounds tested and the 48-h median effective concentration (0.5 mg/L) for L. siliquoidea glochidia is the lowest reported for any aquatic organism tested to date. Juvenile L. siliquoidea were also acutely sensitive to MON 0818, Roundup, glyphosate IPA salt, and IPA alone. Technical-grade glyphosate and Aqua Star were not acutely toxic to glochidia or juveniles. Ranking of relative chronic toxicity of the glyphosate-related compounds to juvenile mussels was similar to the ranking of relative acute toxicity to juveniles. Growth data from chronic tests was largely inconclusive. In summary, these results indicate that L. siliquoidea, a representative of the nearly 300 freshwater mussel taxa in North America, is among the most sensitive aquatic organisms tested to date with glyphosate-based chemicals and the surfactant MON 0818.

Complexes of neodymium and dysprosium triiodides with amines. Molecular structures of the {Dy[Me2N(CH2)3NH2]8}I3, NdI3(PriNH2)4, and NdI3(PriNH2)5 complexes

The dissolution of DyI2 in diamine Me2N(CH2)3NH2 (DMDA) is accompanied by the disproportionation of the salt, hydrogen evolution, and oxidation of DyII to DyIII. The [Dy(DMDA)8]I3 complex (1) was isolated from the solution. The neodymium amide amine complex (PriNH)NdI2(IPA)4 was produced by the reaction of NdI2 with isopropylamine (IPA). The recrystallization of this complex from IPA afforded the NdI3(IPA)4 complex (2). The recrystallization of (PriNH)NdI2(IPA)4 from a toluene-IPA mixture gave the complex with five amine ligands, NdI3(IPA)5 (3). The structures of compounds 1, 2, and 3 were established by X-ray diffraction.

Influences of environmental factors and antidote addition on glyphosate toxicity to freshwater fish, Labeo rohita (Hamilton)

The effect of glyphosate (a potential herbicide: trade name glycel™, isopropyl amine salt of glyphosate, 41% w/w and inert materials 59% w/w) has been investigated on the survival rate of a freshwater fish Labeo rohita. In the present study, we also analysed the influence of some environmental factors (e.g. pH, calcium, and salinity levels of water) and of antidote application (fresh cow dung) on the glyphosate toxicity. A concentration of glyphosate at 12.3l a.i. ha−1 m−1 was very effective in inhibiting the growth of some aquatic submerged macrophytes, and so this dose was chosen as a toxicant to the fish. Survival rate of the fish was considered as an index of glyphosate toxicity. The results showed that the toxicity of glyphosate persisted for c. 18 d after which the herbicide degraded, and the survival rate of Labeo rohita (mean weight 24.5±0.3 g and mean length 14.5±0.25 cm) was 100%. We observed the total mortality of the fish up to the 12 d of the experiment. The toxic effect of the glyphosate was significantly reduced (P<0.05) at pH 6.8–7.6, at salinity 1.0 ppt, and at water calcium level c. 200 mg l−1. Our results showed that a dose of 30 ml l−1 (9990 kg ha−1m−1) of fresh cow dung (3.33% w/v in water) reduced the toxicity of glyphosate and the survival rate of the fish reached 100% up to 96 h from the application.

Excess molar volumes, viscosity deviations and ultrasonic speeds of sound of binary mixtures of 2-butanone with some alkoxyethanols and amines at 298.15 K

Densities, viscosities and ultrasonic speeds were measured for the binary mixtures of 2-butanone (BU), + 2-methoxy ethanol (ME), + 2-ethoxy ethanol (EE), + 2-butoxy ethanol (BE), + isopropylamine (IPA), + cyclohexylamine (CHA) and + diethylamine (DEA) over the entire range of composition at 298.15 K. From the experimental values of density, viscosity and ultrasonic speed, excess molar volumes ( V E), viscosity deviations (Δ η) and deviations in isentropic compressibility (Δ K S) have been calculated. The excess or deviation properties were fitted to the Redlich–Kister polynomial equation to obtain their coefficients and standard deviations. To explore the nature of the interactions various thermodynamic parameters, e.g., intermolecular free length ( L f), specific acoustic impedance ( Z) etc. have also been derived from the density and ultrasonic speed data. McAllister's multibody interaction model along with the Heric–Brewer model has been used to correlate kinematic viscosities ( υ) of the binary mixtures. Also, the experimental values of density, viscosity and ultrasonic speeds of the mixtures at 298.15 K were fitted to a polynomial of the type: y = ∑ i = 0 3 a i x 1 i by the method of least-squares with each point weighed equally. The excess or deviation properties were found to be either negative or positive depending on the molecular interactions and the nature of liquid mixtures and have been discussed in terms of molecular interactions and structural changes.

The importance of time of spraying, desiccant type and harvest time on industrial fibre production from stand-retted fibre flax (Linum usitatissimum)

SUMMARYEven and successful retting of flax through application of a desiccating herbicide and stand-retting is a major constraint to increasing its incorporation in industrial products. With the release of a new form of glyphosate based on the isopropylamine (IPA) salt with biactivator (Roundup Biactive, Monsanto Ltd), a field trial was planted using three flax varieties with differing levels of ease of desiccation at the Henfaes Research Centre, University of Wales Bangor in 2004. The crop was sprayed at four different times of maturity: mid-point of flowering plus 7 days (MPF+7), MPF+14, MPF+21 or MPF+28 using two different herbicide treatments; Roundup Biactive (Monsanto PLC) or Roundup Biactive+Restore (40% ammonium sulphate, AmegA Sciences PLC). Fibre quality was assessed following retting and the ease of decortication was measured. The highest fibre yields were obtained from the MPF+28 spray date, and from the Biactive herbicide treatment. Although lower yields were recorded with the Biactive+Restore treatment, the stems were easier to decorticate. It is suggested that an early sowing date and the use of the IPA salt-based glyphosate with biactivator, and careful monitoring of the crop during the retting process, contributed to the early and successful harvest from the MPF+28 plots, allowing mature seeds as well as fibre to be harvested from the flax plants.

Conformational and dielectric analysis of hydrogen bonded polar binary mixtures of propan-1-ol with isopropyl amine

The dielectric behavior of the polar liquids like propan-1-ol, isopropyl amine and their equimolar binary mixture in nonpolar solvent benzene is studied in the microwave frequency range using the cavity perturbation technique at 6.218 GHz (J band), 9.880 GHz (X band), 16.331 GHz (P band) and 24.951 GHz (K band). Hamiltonian quantum mechanical calculations such as AM1, PM3, and MNDO optimized converged geometry operation is performed by using Argus lab chemical modeling software 2004 for both pure and binary system of propan-1-ol and isopropyl amine. Dipole moments of the binary mixtures are calculated from the dielectric data using Higasi’s method and compared with the theoretical results. Conformational analysis of the formation of hydrogen bond between the propan-1-ol and isopropyl amine is supported by the FT-IR and proton NMR spectra. The average relaxation times are calculated from their respective Cole–Cole plots.

Cardiovascular effects of herbicides and formulated adjuvants on isolated rat aorta and heart

Various formulations of agricultural chemicals, including solutions, wettable powders, and emulsifiable concentrates, contain adjuvants of solvents and surfactants in addition to active ingredients. Among these formulations, herbicides are among the most commonly used pesticides globally. Some pesticides have been demonstrated to cause severe circulatory failure in poisoned humans. To clarify the potential risk of herbicides and their adjuvants influence on the cardiovascular system, four technical grade (TG) herbicides and their end products (EP), including paraquat, glyphosate, glufosinate, and atrazine, as well as their formulated adjuvants isopropylamine (IPA), polyoxyethylene alkylether sulfate (AES), ethyl acetate (EA), xylene, petrolium-170 (P-170), and solvesso-100 (S-100), were assessed to determine their effects on isolated rat aorta and heart. The results revealed that the vasorelaxation effects of the herbicide EPs exceeded those of TGs, and atrazine produced more significant vasorelaxation in rat aortas than the other herbicides tested. The formulated adjuvants of IPA did not affect the aorta; however, AES, EA, xylene, P-170 and S-100 caused significant vasorelaxation. Herbicide EPs-induced vasorelaxation was generally endothelium-dependent. Furthermore, the TG and EP of paraquat, and the TG of glufosinate and glyphosate were found to have no effect on the isolated heart. However, the normal twitch tensions of the isolated heart were significantly inhibited by EPs of glyphosate and glufosinate, and by TG and EP of atrazine. Although, the adjuvants of IPA appeared unaffected, however, AES, EA, xylene, P-170 and S-100 caused complete inhibition and contraction on the isolated hearts. These results indicated that the adjuvants of herbicides might enhance hypotension and contributed to cardiovascular disorders during intoxication.

Destruction of chemical agent simulants in a supercritical water oxidation bench-scale reactor

A new design of supercritical water oxidation (SCWO) bench-scale reactor has been developed to handle high-risk wastes resulting from munitions demilitarization. The reactor consists of a concentric vertical double wall in which SCWO reaction takes place inside an inner tube (titanium grade 2, non-porous) whereas pressure resistance is ensured by a Hastelloy C-276 external vessel. The performances of this reactor were investigated with two different kinds of chemical warfare agent simulants: OPA (a mixture of isopropyl amine and isopropyl alcohol) as the binary precursor for nerve agent of sarin and thiodiglycol [TDG, (HOC 2H 4) 2S] as the model organic sulfur heteroatom. High destruction rates based on total organic carbon (TOC) were achieved (>99.99%) without production of chars or undesired gases such as carbon monoxide and methane. The carbon-containing product was carbon dioxide whereas the nitrogen-containing products were nitrogen and nitrous oxide. Sulfur was totally recovered in the aqueous effluent as sulfuric acid. No corrosion was noticed in the reactor after a cumulative operation time of more than 250 h. The titanium tube shielded successfully the pressure vessel from corrosion.

Relating olfactory neurotoxicity to altered olfactory-mediated behaviors in rainbow trout exposed to three currently-used pesticides

Odor-evoked neurophysiological responses can form the basis for behavioral responses. Here we first characterized olfactory-mediated behavioral and neurophysiological responses of juvenile rainbow trout to the amino acid l-histidine, then looked at whether there were similar responses to the carbamate antisapstain IPBC and the herbicides atrazine and Roundup ®, and lastly explored how exposures to these pesticides modified the l-histidine responses. Trout were behaviorally attracted to 10 −7 M l-histidine (as assayed in a counter-current olfactometer), but this preference behavior switched to indifference with higher histidine concentrations. Neurophysiologically, the summed electrical responses of peripheral olfactory neurons, as measured using electro-olfactogram (EOG), was 0.843 ± 0.252 mV to 10 −7 M l-histidine. Of the pesticides, only Roundup ® evoked EOGs, indicating the amino acid-based pesticide may have acted as an odorant, and generated a behavioral response: it was avoided at active ingredient [AI; glyphosate isopropyl amine] concentrations ≥ 10 mg/l. With 30 min pesticide exposures, 10 −7 M l-histidine preference behavior was eliminated following exposure to 1 μg/l IPBC and atrazine, and 100 μg/l AI Roundup ®. Similarly, 10 −7 M l-histidine-evoked EOGs were significantly reduced by exposure to 1 μg/l IPBC, 10 μg/l atrazine, and 100 μg/l AI Roundup ®. When combined together, the results demonstrate that typical preference behavior can be abolished when neurophysiological responses are reduced by >60% of control. This asymmetry in response thresholds suggests that behavioral responses may be more sensitive toxicological endpoints than neurophysiological responses.

Cationic Nonsymmetric Transplatinum Complexes with Piperidinopiperidine Ligands. Preparation, Characterization, in Vitro Cytotoxicity, in Vivo Toxicity, and Anticancer Efficacy Studies

A series of complexes of the general formula trans-[PtCl2(Am)(pip-pip)] x HCl where pip-pip is 4-piperidinopiperidine and Am is NH3, methylamine (MA), dimethylamine (DMA), n-propylamine (NPA), isopropylamine (IPA), n-butylamine (NBA), or cyclohexylamine (CHA) were prepared and characterized, and their cytotoxic properties against ovarian and colon cancer cells were evaluated. The trans-[PtCl2(NH3)(pip-pip)] x HCl was significantly more potent than cisplatin in all the cisplatin-resistant ovarian cancer cell lines and was nearly as cytotoxic as cisplatin against colon cancer cells. In vivo studies in mice showed that the pip-pip complexes are significantly less toxic than cisplatin. Cisplatin was more efficacious than both trans-[PtCl2(NH3)(pip-pip)] x HCl and trans-[PtCl2(NBA)(pip-pip)] x HCl in the A2780 and A2780cisR tumor xenograft models, consistent with its lower IC50 values in A2780 cells but contrary to the higher IC50 values in A2780cisR cells. In the colon cancer cell studies, trans-[PtCl2(NH3)(pip-pip)] x HCl was slightly less potent than cisplatin in the in vitro studies but had efficacy comparable to that of cisplatin in the in vivo xenograft model.

Interactions of Platinum Complexes Containing Cationic, Bicyclic, Nonplanar Piperidinopiperidine Ligands with Biological Nucleophiles

The determination of the structures and DNA interactions and the reactions with GSH and ubiquitin of complexes of the general formula trans-[PtCl2(Am)(pip-pip)] x HCl, where pip-pip is 4-piperidinopiperidine and Am is NH3, methylamine (MA), dimethylamine (DMA), n-propylamine (NPA), isopropylamine (IPA), n-butylamine (NBA), or cyclohexylamine (CHA), were performed. X-ray structures and NMR studies of the NH3 and MA complexes showed that both pip rings were in the chair conformation and that the second pip ring is fluxional. The DNA binding studies showed that these complexes bind to calf thymus DNA nearly an order of magnitude more quickly than cisplatin and form covalent adducts that stabilize the double helix. The binding of the pip-pip complexes to DNA results in high unwinding angles (approximately 30 degrees) and in the formation of approximately 25% interstrand cross-links. The pip-pip complexes reacted with GSH more quickly than cisplatin and transplatin, and the rate of reaction decreased with increasing steric bulk of the ligand trans to the pip-pip. The reactions with ubiquitin resulted in monofunctional binding to Met1. Only the NH3, MA, and DMA complexes reacted with ubiquitin in a slower and less efficient fashion than cisplatin.

Generating hydrogen-rich fuel-cell feeds from dimethyl ether (DME) using Cu/Zn supported on various solid-acid substrates

Several incipient wetness prepared catalysts containing copper and zinc were prepared in-house and reactor tested for the production of hydrogen from dimethyl ether steam reforming (DME-SR). The incorporation of copper and zinc onto a solid acid substrate (viz., zeolites ZSM-5 and Y with Si/Al = 2.5–140, γ-Al 2O 3, and ZrO 2) combined the catalytic components for DME hydrolysis to methanol (MeOH) and methanol steam reforming (MeOH-SR) into a single catalyst. Catalyst characterizations included BET surface areas, metal loading, acidity measurements using isopropyl amine, thermogravimetric uptakes of DME, and X-ray diffraction studies. One co-ion exchange sample was tested and was found to be inactive toward DME-SR because of its inactivity toward methanol steam reforming. The most active catalyst was copper–zinc supported on γ-Al 2O 3, reaching an equilibrium predicted hydrogen yield of 89% (steam-to-carbon ratio (S/C) = 1.5, space-time( τ) = 1.0 s, T = 400 °C, and P abs = 0.78 atm). Of the zeolite-supported Cu/Zn catalysts, copper–zinc supported on zeolite ZSM-5 with a Si–Al ratio of 25 was observed to be the most active with a hydrogen yield of 55% (S/C = 1.5, τ = 1.0 s, T = 275 °C, and P abs = 0.78 atm).

Synthesis and characterization of isopropylamine complexes of lanthanide(II) diiodides: Molecular structure of TmI 2(Pr iNH 2) 4 and EuI 2(Pr iNH 2) 4

It was found that the lanthanide diiodides LnI 2 ( 1) (Ln = Nd, Sm, Eu, Dy, Tm, Yb) are dissolved in isopropylamine (IPA) without redox transformations. Stability of the formed solutions decreases in a row Eu ≈ Yb > Sm > Tm > Dy > Nd. Removing of a solvent in vacuum leaves complexes LnI 2(IPA) x ( 2) (Nd, x = 5; Sm, Eu, Dy, Tm, Yb, x = 4) as crystalline colored solids. Stability of 2-Nd, Dy, Tm is higher than that of known THF or DME coordinated salts. Divalent state of metal in the products is confirmed by data of UV–Vis spectroscopy, magnetic measurements and their chemical behavior. Structure of 2-Eu and 2-Tm was established by X-ray diffraction analysis. Oxidation of 2-Nd, Dy in IPA affords amine-amides (Pr i NH)Ln(IPA) y ( 3) (Nd, y = 4; Dy, x = 3). n-Propylamine also dissolves the iodides 1-Sm, Eu, Dy, Tm, Yb but stability of the solutions is significantly lower. 1-Nd vigorously reacts with Pr n NH 2 even at −30 °C which hampers the formation of the solution.

The effect of water on the acidity of TiO 2 and sulfated titania

Temperature-programmed desorptions (TPD) of isopropylamine (IPA), NH 3, and pyridine were compared with diffuse reflectance infrared Fourier transform spectroscopy (DRIFTS) of pyridine to determine the effect of H 2O on the acidities of three titania catalysts. Brønsted acidity increased in the following order: Degussa P-25 TiO 2 < TiO 2 synthesized in our laboratory ( p-TiO 2) < sulfated titania (SO 4 2−/TiO 2). Although the traditional interpretation of pyridine infrared spectra showed an apparent increase in Brønsted acidity upon treating SO 4 2−/TiO 2 with H 2O, IPA TPD spectra showed that H 2O displaced IPA from approximately one-third to one-half of the Brønsted sites. Similarly, H 2O treatment prior to TPD displaced significant amounts of both NH 3 and pyridine. The primary effect of H 2O is displacement of strongly adsorbed basic probe molecules from Brønsted sites, rather than the conversion of Lewis sites to Brønsted sites.

Remarkable Expansion of the Poly(acrylic acid) Chain by Acid-Base Complexation with Low Molecular Weight Amines

The intrinsic viscosity [η] of a poly(acrylic acid) (PAA) sample with a molecular weight of 4×106 in aqueous salt solution drastically increased by adding isopropyl amine (A-1). At the infinitely high concentration of the hydrochloric salt of A-1, where the electrostatic interaction is completely screened out, [η] was enlarged by 40 times as the degree of complexation fc increases from ca. zero to 0.6. Here fc was determined by potentiometric and NMR titrations. Furthermore, [η] at infinite ionic strength for PAA complexed with a bulkier and more hydrophobic amine, (R)-(+)-1-(phenyl)ethylamine (A-2), was higher than that for the complex of PAA and A-1 at the same fc. The drastic expansion of the PAA chain by the complexation with the amines A-1 and A-2 may arise from the chain stiffening and enhanced excluded volume effect.

Perfluoro alkyl 1,3-diketonates of cyclic and acyclic secondary amines

Cyclic and acyclic secondary amines were quaternized with perfluoroalkyl 1,3-diketones to form secondary ammonium perfluoroalkyl 1,3-diketonates in good yields. Saturated cyclic secondary amines, including morpholine, N-acetylmorpholine, 3-methyl- N-acetylpiperidine, 2,2,6,6-tetramethyl-4-aminopiperidine, 4,4-dimethylimidazoline, 1,3-bispiperidine propane, and acyclic secondary amines, di( n-propyl) amine, di(isopropyl) amine, di( n-butyl) amine, and di(isobutyl) amine were reacted with various fluorine-containing 1,3-diketones ( 1– 5) to yield the corresponding 1,3-diketonates ( 6– 29). The compounds were characterized by 1H, 19F, and 13C NMR, electrospray MS, and elemental analyses. Melting points and T g values were obtained by DSC. Thermal decomposition data (5% weight loss temperature) were recorded by TGA. X-ray single-crystal structures show that 9 and 26 crystallize in monoclinic space group P2(1)/ c.