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6 protocols using dihexylether

1

Solvent-Assisted Membrane Extraction

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TtMA, tri-n-octyl amine (TOA), tributyl phosphate (TBP), trioctylphosphine oxide (TOPO), 1-octanol, o-xylene, methanol, NaOH, HCl, NaCl, Na2CO3, and other reagents with analytical grade were purchased from Merck. Dihexyl ether was obtained from Sigma-Aldrich. Deionized water was prepared with a Milli-Q system from Millipore. The Q3/2 Accurel PP polypropylene hollow-fiber (HF) membranes (200 µm wall thickness, 600 µm i.d., 0.2 µm pore size) were obtained from Membrana GmbH.
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2

Preparation of Calibration Standards for LCMS Analysis

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LCMS-grade methanol was purchased from Honeywell, Seelze, Germany. NaHCO3 (99%), NH4CO3 (analytical grade), dihexylether (97%), methyl dodecanate (99%), octanol (HPLC-grade, 99%), heptane (99% HPLC-grade), and N,O-bis(trimethylsilyl)trifluoroacetamide (BSTFA, GC-grade and 98% excluding trimethylsilyl chloride) containing 1% trimethylsilyl chloride (TMCS) were purchased from Sigma-Aldrich, Munich, Germany. n-Hexane (96%, analytical grade) and ammonia (25%, reagent grade) were purchased by Scharlau, Sentmenat, Spain. Tri-n-octyl phosphine oxide (TOPO, 99%) and 1-phenyldodecane (97%) were purchased from Acros, Geel, Belgium. 3-Methyl-1,2,3-butanetricarboxylic acid (MBTCA) was purchased from Toronto Research Chemicals Inc., Toronto, Canada. HNO3 was purchased from Merck, Darmstadt, Germany. Helium gas (5.0) was purchased from AGA Gas AB, Malmö, Sweden. MilliQ water purified by a Q-Gard® 1 (Millipore, Bedford, MA, USA) equipped with a 0.22-μm Millipak® Express 20 filter.
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3

Optimized LPME Procedure for Aromatic Amines

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The aromatic amines used (Table 1) were purchased from Sigma-Aldrich (Steinheim, Germany), except for 4-chloro-2-methylaniline and 3-chloro-2,6-dimethylaniline which were purchased from Fluka (Darmstadt, Germany) and Alfa Aesar (Karlsruhe, Germany), respectively.

List of aromatic amines used with their corresponding abbreviation, structure, CAS-number, pKa value of the corresponding anilinium ion, log P value for the neutral compound, and purity

For the LPME optimization, the solvents dodecyl acetate (97%, abbreviated DDA), undecane (≥ 99%, UD), and dihexylether (97%, DHE) were purchased from Sigma-Aldrich, and 2-octanone (98%, 2O) was purchased from Alfa Aesar. Concentrated hydrochloric acid (ACS reagent, 37%, HCl) and sodium hydroxide (98%, NaOH) were purchased from Bernd Kraft (Duisburg, Germany).
During the derivatization, hydriodic acid (ACS reagent, unstabilized, 55%), sodium nitrite (99%), and Alizarin red S (98%) obtained from Sigma-Aldrich, and sodium sulfite (puriss. p.a., ACS reagent, RT, ≥ 98%) and sulfamic acid (T, ≥ 99%) from Fluka were used.
Diethyl ether (DEE) and HPLC grade methanol were purchased from Fisher Scientific (Schwerte, Germany), and ultrapure water was obtained from a PureLab Ultra water system from ELGA LabWater (Celle, Germany).
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4

Quantitative Analysis of Novel Psychoactive Substances

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Methanol and sodium hydroxide were purchased from Merck Millipore (Darmstadt, Germany). Formic acid, dodecyl acetate, hexadecane, isopentylbenzene, 2-nonanone, dihexyl ether, 2-nitrophenyl octyl ether, and trioctylamine were from Sigma-Aldrich (St. Louis, MO, USA). Ammonium formate was from VWR (Radnor, PA, USA), and deionized water was purified with a MilliQ water purification system from Millipore (Molsheim, France).
MDAI was kindly donated from the National Criminal Investigation Service (NCIS/KRIPOS, Oslo, Norway). Methylone, pentedrone, and 2C-E were from Lipomed (Arlesheim, the Netherlands). PFA, 6-APB, and bromo-dragonfly, as well as the internal standards 13 C 6 -MDA (3,4-methyl-dioxyamphetamine), 13 C 6 -PMA (4-methoxyamphetamine), 13 C 6 -MDEA (3,4-methylenedioxy-N-ethylamphetamine), and 13 C 6 -PMMA (para-methoxymetamphetamine) were from Chiron AS (Trondheim, Norway). mCPP was from Sigma-Aldrich (Steinheim, Germany), methoxetamine was from LGC (Teddington, Great Britain), and MDPV was from National Measurement Institute (Montvale, New Jersey, USA). Ethylphenidate and AH-7921 were from Cayman Chemical Company (Ann Arbor, Michigan, USA).
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5

Synthesis of Luminescent Lanthanide Nanostructures

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The
chemicals used in the various synthesis procedures were La2O3 (Merck), Eu2O3 (Highways International,
4N), diammonium phosphate (Merck, 99%), LaCl3·6H2O (Strem chemicals, 99.9%), EuCl3·6H2O (Fisher Scientific, 99.9%), tributyl phosphate (Fluka Analytical,
≥ 99%), diphenyl ether (Sigma-Aldrich, 99%), tributylamine
(Sigma-Aldrich, ≥99%), phosphoric acid (Aldrich, ≥99.9%),
dihexyl ether (Aldrich, 97%), dodecylamine (Acros Organics, 98%),
poly(5)oxyethylene-4-nonylphenyl-ether (Igepal Co 520, Sigma-Aldrich),
tetraethyl orthosilicate (TEOS, Sigma-Aldrich, 99%), and ammonia 28%
in water stored at 7 °C (Sigma-Aldrich, 99.9%), methanol (Sigma-Aldrich,
99.8%), cyclohexane (Sigma-Aldrich, anhydrous, 99.5%), ethanol (Alfa
Aeasar, 96%), and toluene (Sigma-Aldrich, anhydrous, 99.8%). All chemicals
were used as received.
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6

Synthesis of Rare-Earth-Doped Luminescent Nanoparticles

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The chemicals used in the various synthesis procedures are LaCl3.6H2O (Strem chemicals, 99.9 %), EuCl3.6H2O (Fisher Scientific, 99.9 %), CeCl3 (Aldrich, 99.99 %), TbCl3.6H2O (Aldrich, 99.9 %), tributyl phosphate (Fluka Analytical, ≥99 %), diphenyl ether (Sigma-Aldrich, 99 %), tributylamine (Sigma-Aldrich, ≥99 %), tridodecylamine (Aldrich, 85 %), phosphoric acid (Aldrich, ≥99.9 %), dihexyl ether (Aldrich, 97 %), dodecylamine (Acros Organics, 98 %), decylamine (Aldrich, 95 %), poly(5)oxyethylene-4-nonylphenyl-ether (Igepal Co 520, Sigma-Aldrich), tetraethyl orthosilicate (TEOS, Sigma-Aldrich, 99 %), and ammonia 28 % in water stored at 7 °C (Sigma-Aldrich, 99.9 %) were used as received. The solvents used are methanol (Sigma-Aldrich, 99.8 %), cyclohexane (Sigma-Aldrich, anhydrous, 99.5 %), ethanol (Alfa Aeasar, 96 %), and toluene (Sigma-Aldrich, anhydrous, 99.8 %) and were used as received.
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