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20 protocols using 2400 series 2 chns o

1

Synthesis of Pyrano[2,3-f]chromene Derivative

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All chemicals were purchased from commercial suppliers and used as delivered. 1H NMR, 13C NMR and 19F NMR spectra were recorded at 400 (or 600), 100 (or 150) and 376 (or 565) MHz, respectively. Chemical shifts are reported in parts per million (ppm) and coupling constants in Hertz (Hz). Residual solvent peaks in DMSO-d6 (δ = 2.50 ppm) [22 (link)] and CDCl3 (δ = 7.26 ppm) served as internal standards for recording. Microanalyses were performed on PerkinElmer Series II CHNS/O 2400 elemental analyzer. Melting points were determined using a Stuart SMP 3 apparatus. Thin-layer chromatography (TLC) was performed using Merck silica gel 60 F254 TLC plates.
Images of 1H and 13C NMR spectra are provided in the Supplementary Materials.
5-Hydroxy-2,2-dimethyl-10-propyl-2H,8H-pyrano[2,3-f]chromen-8-one 3 was prepared from 5,7-dihydroxy-4-propylcoumarin according to the published procedure [21 (link)].
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2

Synthesis and Characterization of Novel Compounds

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All the chemicals were purchased from commercial suppliers and used as delivered. The 1H NMR and 13C NMR spectra were recorded at 400 and 100 MHz, respectively (the NMR spectra of all the new compounds are available in the Supplementary Materials). The chemical shifts were reported in parts per million (ppm) and the coupling constants in Hertz (Hz). Tetramethylsilane (TMS) (δ = 0.00 ppm) or the residual solvent peak in DMSO-d6 (δ = 2.50 ppm) and CDCl3 (δ = 7.26 ppm) served as the internal standard for recording [34 (link)]. The molecular weights of unknown compounds were checked by the LC-MS 6200 series supplied by Agilent Technology. The microanalyses were performed on a PerkinElmer Series II CHNS/O 2400 elemental analyzer. The melting points were determined using a Stuart SMP 3 apparatus. Thin-layer chromatography (TLC) was performed using Merck silica gel 60 F254 TLC plates.
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3

Synthesis and Characterization of Compound 3

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Compound 3 and (anilinium) 3 [Fe III (dto) 3 ](H 2 O) were prepared by a reported procedure. 18 Compound n PrPh 3 P bromide was purchased from Sigma-Aldrich. Infrared (IR) spectra were recorded on an FT/IR-4600 (JASCO) spectrometer using a diamond attenuated total reflectance (ATR) method. The spectral data are given as major peaks in wavenumbers (cm -1 ) and recorded in a spectral window of 4000-400 cm -1 . Elemental analyses were conducted using a PerkinElmer Series II CHNS/ O 2400 analyser. Powder X-ray diffraction (PXRD) spectra of 2 and 3 were recorded at room temperature (rt) and 1.0 × 10 -4 GPa (1 atm) using a Rigaku MiniFlex600 diffractometer (Cu Kα radiation: λ = 1.54184 Å). To determine the crystal structure of 3 by single-crystal X-ray diffraction (SCXRD), a single crystal was prepared by a liquid-liquid diffusion method using a ϕ4 glass tube. A minute amount of ascorbic acid was dissolved in methanol to prevent the oxidation of the iron(II) ion. A methanolic solution of (anilinium) 3 [Fe III (dto) 3 ]•3H 2 O and FeCl 2 •4H 2 O 1/1 (10 mmol L -1 , 0.50 mL) was introduced into the glass tube and layered with methanol (0.1 mL) for the purpose of buffering the reaction. A methanolic solution of n PrPh 3 P bromide (10 mmol L -1 , 0.50 mL) was layered on top. After 2 weeks at rt, black hexagonal prismatic crystals were obtained.
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4

Comprehensive Analytical Characterization

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Elemental analyses (C, H, N) were carried out on a Perkin Elmer Series II CHNS/O 2400 elemental analyzer. NMR spectra were recorded on a Bruker AV-500 NMR spectrometer. Fluorescence measurements were performed on a Shimadzu RF-5301/PC spectrofluorophotometer. The region between 200 and 400 nm was scanned for each sample. UV-Vis spectra were recorded on a TU-1901 ultraviolet spectrophotometer.
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5

Spectroscopic Characterization of Organic Compounds

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1H and 13C NMR spectra were recorded on Bruker Avance II spectrometer in DMSO-d6 or CDCl3 (400 and 100 MHz, respectively) using Me4Si as an internal standard. Mass experiments were performed on Shimadzu GCMS-QP2010 Ultra gas chromatograph operating at an ionization potential of 70 eV (EI). The IR data have been recorded on a Bruker Alpha (NPVO, ZnSe) FTIR spectrometer. Microanalyses were performed on PerkinElmer Series II CHNS/O 2400 elemental analyzer. The melting point was determined on a Stuart SMP 3 apparatus. The progress of the reactions and the purity of the compounds were monitored by TLC on TLC Silica gel 60 F245 Aluminum sheets (Merck KGaA) in EtOAc/hexane (1:2), EtOAc/hexane (1:1), CHCl3/EtOH (1:1), CHCl3/EtOH (20:1), CHCl3/EtOH (50:1) system.
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6

Measuring Phytoplankton Growth Rates

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Triplicate sampling was performed once a day (Fig. 1). 12.64 mL of culture were filtered onto glass-fiber filters (Watman GF/C, Maidstone, UK) precombusted at 450 °C for 12 h. Samples were kept at 60 °C before analysis with a CHN analyzer (2400 Series II CHNS/O, Perkin Elmer, Norwalk, CT, USA). Continuous functions of Savitzky Golay filter [20 ] were fitted to carbon data series (µgC mL−1), and the derivate was used to compute the net carbon specific growth rates µ (µgC µgC−1 d−1) according to the following equation: μ=1Xt2Xt2-Xt1t2-t1+D·Xt2, where X is the particulate carbon concentration or carbon biomass concentration (µgC mL−1) at time t1 and t2, respectively.
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7

Degree of Substitution Analysis for Starch Derivatives

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The degree of substitution (DS)
of the products was determined by analyzing their nitrogen content
with an elemental analyzer (PerkinElmer 2400 Series II CHNS/O). The
DS was calculated using the following equation where N is the
percentage
of nitrogen, 162.15 is the molecular weight of the anhydroglucose
unit of starch, 157.24 is the molecular weight of the octyl carbamate
group, and 1401 is the atomic weight of nitrogen multiplied by 100.45 (link),65
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8

Growth and Pigment Analysis of Chlorella neogracilis

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C. neogracilis cells were counted and sized (equivalent spherical diameter) before and after culture dilution using a Beckman Multisizer 4 Coulter Counter. The concentrations of particulate C and N were determined daily. For particulate carbon and nitrogen, an aliquot of 10 mL of algal culture was filtered onto glass-fiber filters (Whathman GF/F 0.7μm, 25mm) pre-combusted at 500°C for 12 h. Filters were kept desiccated before elemental analysis with a CHN analyzer (2400 Series II CHNS⁄ O; Perkin Elmer, Norwalk, CT, USA). For pigment analysis, an aliquot of algal culture (5mL) was filtered onto glass-fiber filters (Whathman GF/F 0.7μm, 25mm), immediately flash-frozen in liquid nitrogen and stored at -80°C until analysis using the protocol described in Zapata, Rodriguez [29 ]. The xanthophyll de-epoxidation state (%) was calculated as Dt/(Dd + Dt)*100, where Dd is diadinoxanthin, the epoxidized form and Dt is diatoxanthin, the de-epoxidizedf [30 ].
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9

Elemental Analysis of Organic Compounds

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Quantitative elemental analysis was expressed as a percentage of the quantitative ratios between the atoms of the studied organic compound. A Perkin-Elmer 2400 Series II CHNS/O was used. The samples were weighed in tin microcans using a Perkin Elmer microbalance. The combustion temperature was set at 850° C and in the reduction zone the temperature was 500 °C. Cystine was used as an analytical standard. For each analyzed sample, two determinations were performed, using different amounts from the sample (~1.5 mg and ~2.5 mg). The result was calculated as the average of the two determinations.
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10

Comprehensive Characterization of Food Waste Biochar

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The heating value of the food waste-based biochar was measured using a bomb calorimeter (6400 Automatic Isoperibol Calorimeter, Parr, Moline, IL, USA). For chlorine measurement, an ion chromatograph (AQF-2100H, Mitsubishi Chemical Analytech Co., Ltd., Kanagawa, Japan) was used. Proximate analysis was conducted according to the American Society for Testing and Materials D7582 experimental standard. For ultimate analysis, 2400 series II CHNS/O (Perkin Elmer, Boston, MA, USA) was used. The heavy metals in bio-SRF were analyzed using a mercury analyzer (M7600, Teledyne, Thousand Oaks, CA, USA), and an inductively coupled plasma-optical emission spectrometer (Agilent 720, Agilent, Santa Clara, CA, USA) was used to analyze ionic components. To analyze saltwater quality, biochemical oxygen demand (BOD), suspended solids (SS), total nitrogen (TN), and total phosphorus (TP) were analyzed using a standard method [62 ]. Total organic carbon (TOC) was analyzed using a TOC-L analyzer (Shimadzu, Kyoto, Japan). Chloride, sulfate, phosphate, nitrate, nitrite, and bromide ions were analyzed using an ion chromatograph (ICS-1100, Thermo Fisher Scientific, Waltham, MA, USA). The remaining volatile organic compounds (VOCs) were analyzed using a high-sensitivity (HS)–gas chromatography/mass spectrometer (QP2020NX, Shimadzu, Kyoto, Japan).
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