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Mercury vx 300

Manufactured by Agilent Technologies

The Mercury-VX 300 is a compact, benchtop nuclear magnetic resonance (NMR) spectrometer designed for routine analytical applications. It operates at a frequency of 300 MHz and is capable of performing standard 1D and 2D NMR experiments. The instrument features a superconducting magnet, automated sample handling, and is controlled by a dedicated software interface.

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11 protocols using mercury vx 300

1

Anhydrous Solvents Preparation and Characterization

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Anhydrous dichloromethane, toluene, tetrahydrofuran and ether were collected under argon from an LC Technologies solvent purification system, having been passed through two columns packed with molecular sieves. Acetonitrile, ethanol, and methanol were dried over 4 Å molecular sieves. All other chemicals were used as commercially available (Sigma-Aldrich, Acros, Alfa Aesar, Combi-Blocks, Strem). Reactions were monitored by TLC until deemed complete using silica gel-coated glass plates (Merck Kieselgel 60 F254). Plates were visualized under ultraviolet light (254 nm). Column chromatography was performed using CombiFlash Rf-200 (Teledyne-Isco) automated flash chromatography system with RediSep columns. 1H, 13C NMR spectra were recorded at 300 and 500 (1H), and 75.5 and 125 MHz on Varian Mercury VX 300 and Agilent Inova 500 instruments in CDCl3 solutions if not otherwise specified. Chemical shifts (δ) are reported in parts per million (ppm) from the residual solvent peak and coupling constants (J) in Hz. Infrared measurements were carried out neat on a Bruker Vector 22 FT-IR spectrometer fitted with a Specac diamond attenuated total reflectance (ATR) module. Compounds 2629 have been assigned the following CCDC numbers: 26 (CCDC 981527), 27 (CCDC 981529), 28 (CCDC 981530), 29 (CCDC 981531).
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2

Synthesis of N-Oxides and Hydrazides

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Dichloromethane was dried and purified under an argon atmosphere using an LC technology Solutions’ SP-1 Solvent Purifier All oximes were synthesized according to the literature procedure.21 (link) All heterocyclic N-oxides were synthesized according to reported procedures.20b (link)N′-(2-chloro-1-phenylethylidene)-4-methylbenzenesulfonohydrazide was synthesized according to literature procedure.34 (link) All other reagents were purchased and used without further purification. Column chromatography was performed using CombiFlash Rf-200 (Teledyne-Isco) automated flash chromatography system. 1H, 13C, 19F NMR spectra were recorded at 500 (1H), 125 (13C), and 282 MHz (19F) on Varian Mercury VX 300 and Agilent Inova 500 instruments in CDCl3 solutions. Chemical shifts (δ) are reported in parts per million (ppm) from the residual solvent peak and coupling constants (J) in Hz. Proton multiplicity is assigned using the following abbreviations: singlet (s), doublet (d), triplet (t), quartet (quart.), quintet (quint.), septet (sept.), multiplet (m), broad (br). Infrared measurements were carried out neat on a Brüker Vector 22 FT-IR spectrometer fitted with a Specac diamond attenuated total reflectance (ATR) module.
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3

Synthesis of Dodeca-2E,4E-dienoic Acid Isobutylamide

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Dodeca-2E,4E-dienoic acid isobutylamide (A15) was synthesized at North Carolina State University (Raleigh, NC) as described previously (Moazami et al., 2015 (link)). In brief, a two-step oxidation of the commercially available diene-containing alcohol was performed to create the carboxylic acid followed by coupling with isobutyl amine (T3P®). Flash chromatography on SiO2 was used to purify the crude reaction mixtures and performed on a Biotage Isolera utilizing Biotage cartridges and linear gradients (Biotage AB, Uppsala, Sweden). This process provided A15 in good yield and proved identical to the natural product by 1H and 13C NMR analysis with a Varian Mercury-VX 300, a Varian Mercury-VX 400, or a Varian Mercury-Plus 300 instrument in CDCl3. All other chemicals were purchased from either Sigma-Aldrich (St. Louis, MO) or Thermo Fisher Scientific (Waltham, MA).
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4

Characterization of Organic Compounds

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All the chemicals were obtained from common vendors and were used without further purification. 1H NMR spectra and 13C NMR spectra (DMSO-d6 and CDCl3) were recorded at 300 MHz and 75 MHz on Mercury-VX 300 (Varian Inc.). The spectra were referenced to the residual protonated solvents. The chemical shifts and coupling constants were reported in δ parts per million (ppm) and hertz (Hz), respectively. For running HSQC and HMBC, the NMR data were collected on a Varian VNMRS-400 MHz NMR using an Auto X-indirect detection probe. The proton spectrum was collected with 1 scan and a 90 degree pulse width. The carbon chemical shifts were found indirectly using the HSQC and gradient HMBC experiments. The pulse widths were used as supplied by Varian in the VNMRJ 2.2D software using 32 transients and 128 increments. The proton–proton coupling relationships were found using the gradient-COSY experiment with 16 transients and 128 increments. Mass spectra were recorded by Finnigon Mat LCQ mass spectrometer. The melting points of the compounds were recorded on an Electrothermal Mel-Temp melting point apparatus (Thermo Scientific). The reported melting points (°C) are uncorrected.
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5

Characterization of Chemical Reagents and Solvents

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All solvents and reagents were purchased from commercial suppliers and used as received, unless otherwise stated. Dry solvents were obtained by purging with N2 and then passing through an MBraun MPSP-800 column. H2O was deionised and microfiltered by using a Milli-Q Millipore machine. Et3N was distilled and stored over KOH. TBA salts were stored in a vacuum desiccator containing P2O5 prior to use. 1H, 13C, 19F and 31P NMR spectra were recorded on a Varian Mercury-VX 300, a Varian Unity Plus 500, a Bruker AVD500 or a Bruker AVII500 with cryoprobe at 293 K. Chemical shifts are quoted in parts per million relative to the residual solvent peak. Mass spectra were obtained by using a Micromass LCT (ESMS) instrument or a MALDI Micro MX instrument. Electronic absorption spectra were recorded on a PG instruments T60U spectrometer.
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6

Synthesis and Characterization of Novel Compounds

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All chemicals and solvents were purchased from Sigma-Aldrich (St. Louis, MO, USA). Spectra were obtained on a Perkin-Elmer Paragon 1000 FT-IR spectrometer. Proton and carbon NMR spectra were recorded on a Varian Mercury Vx 300 or 500 MHz spectrometer with (CD3)2CO and CD3OD as the solvents. High resolution mass spectral (HRMS) data were obtained on an Applied Biosystems/MDS SCIEX 4800 Plus MALDI TOF/TOF mass spectrometer. Melting points were determined on a Thomas Hoover Uni-melt and are uncorrected. The purity of the compounds was determined to be >95% by elemental analysis (Galbraith Laboratories, Inc., Knoxville, TN, USA).
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7

Characterization of Grafted Alginate Copolymer

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Grafted copolymer alginate-g-PNVI was proved by 1H NMR spectroscopy (Varian Mercury VX-300) in D2O solvent. FT-IR spectra of sodium alginate and its grafted copolymer were detected, within the wave number range of 4000–600 cm−1 at 25 °C, via TENSOR Testcan Shimadzu IR-spectrophotometer (model 8000) using KBr pellets. Furthermore, the thermal properties were investigated through Shimadzu Thermogravimetric Analyzer (TGA-50H) where the prepared samples were heated from 20–500 °C under N2 atmosphere (with flow rate of 25 mL min−1 and heating rate of 10 °C min−1). In addition, the morphology of tested samples was shown using Quanta 250 FEG microanalyzer at 30 kV scanning electron microscope (SEM, JOEL S150A) (with field emission gun). Samples were handled by covering of dry samples on the substrate with gold (Au) layer with thickness of almost 100 nm using ion sputter coating unit for 5 min.
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8

NMR and IR Spectroscopy of Compounds

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The nuclear magnetic resonance spectra were recorded by the Varian Mercury-VX 300 spectrometer operating at 300.08 MHz ( 1 H) and 75.46 MHz ( 13 C). The chemical shifts (ppm) were referenced to the residual signal of a solvent. Dimethyl sulfoxide (DMSO-d 6 ) was used as the solvent. Dimethyl sulfoxide can strongly interact with solutes and modify their NMR spectra. In order to avoid this effect, we tried using CCl 4 and CDCl 3 as solvents for the NMR measurements. Unfortunately, the solubility of the studied compounds in CCl 4 or CDCl 3 is too low to obtain satisfactory NMR spectra. All the spectra were measured at 25 °C.
The IR spectra were measured with the VERTEX 70v Bruker's spectrometer as KBr disks at the room temperature. The spectral range of 400-4000 cm -1 was covered.
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9

NMR Analysis of Acetone-IL Mixtures in D2O and H2O

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ILs used in the study (Table 1, and Fig. 1) were obtained from ABCR, Germany, and Acros, Belgium. D2O (99.9 atom% D) was purchased from Cambridge Isotope Laboratories. Commercially available acetone was purified before use.
Composition of all samples in D2O is 4.0% v/v of acetone, with 1/1 v/v D2O/IL. The composition of the sample in H2O is 4.0% v/v of acetone-d6, with 0.9/1 v/v H2O/[C4mim][OAc], so that the samples with H2O and D2O will have the same molar ratio of water/[C4mim][OAc].
The 1H and 13C inverse gated NMR spectra of the samples presented here were acquired at 303 K on a 400 MHz Bruker AVANCE NEO spectrometer equipped with a temperature controlled Smart probe. DEPT (Distortionless Enhancement by Polarization Transfer) and APT (Attached Proton Test) NMR techniques were used to clearly represent the level of the deuteration of methyl groups and were acquired also on a Varian Mercury 300 VX. MestreNova was used to process spectra.
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10

Comprehensive Analytical Characterization

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All the chemicals were purchased from Alfa Aesar or Sigma Aldrich and were used without purification. 1H and 13C NMR spectra were recorded on a Varian Mercury 300Vx instrument at 300 and 75 MHz, respectively. Chemical shifts are reported in ppm referenced to the residual solvent signal. FT-IR spectra were recorded on a Nicolet Avatar 330 spectrometer. Melting points were recorded with a Boetius PHMK 77/1479 (Veb Analytik Dresden, Germany) apparatus and are uncorrected.
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