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4 protocols using p toluidine

1

Synthesis and Characterization of Cellulose Nanofiber Composite

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5-bromo-2-methylisoindoline-1, 3 dione, p-toluidine and tetrakis(triphenylphosphine) palladium (0) were purchased from Alfa Aesar and used as received. Commercially available N-methyl-2-pyrrolidinone (NMP), m-cresol, N, N-dimethylacetamide (DMAc), N,N-dimethylformamide (DMF), dimethyl sulfoxide (DMSO), tetrahydrofuran (THF) and other reagents were all used as received. TiO2 nanoparticles with an average particle size of about 30–50 nm were purchased from Neutrino Co (Tehran, Iran). Nitrogen and Carbon dioxide gases from BOC were used for the permeation study. The cellulose nanofibers (CNFs) used in this study were provided by the Institute of Tropical Forestry and Forest Products (INTROP), Malaysia, and were isolated from the kenaf bast fibers (Hibiscus cannabinus). The details of the CNFs isolation process are reported elsewhere [48] . The selected fungus was a white rot fungus (Trametes versicolor), which was obtained from the National Collection of Biology Laboratory, University of Tehran, Iran. Glycerol, methanol, acetone, acetic anhydride (95%), pyridine, and malt extract agar (MEA) were purchased from the Merck Chemical Co., Germany. All the materials and solvents that were used were obtained from the suppliers without further purification.
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2

Synthetic Protocols for Halogenated Organic Compounds

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Unless otherwise stated, all air sensitive manipulations were carried out inside an inertatmosphere glove box (N2) or using standard Schlenk techniques (Ar). 2,6-Dibromoaniline (AK Scientific), N-iodosuccinimide (AK Scientific), p-toluidine (Alfa Aesar), N-bromosuccinimide (Alpha Aesar), 2-formylphenyl boronic acid (Combi Blocks), Pd(PPh3)4 (Alfa Aesar), Na2CO3 (Alfa Aesar), chlorodiphenylphosphine (VWR), CuBr (Aldrich), CuI (Aldrich) and CuCl (Acros) were purchased from commercial suppliers and used as received. 2-Bromo-4-methylaniline, 48 6-bromo-2-iodo-4methylaniline, 9 4-bromo-2-methylphenanthridine, 9 8-bromo-6-methylquinoline, 48 4diphenylphosphinophenanthridine 8 (L1) and {(4diphenylphosphino)phenanthridine}CuBr (1-Br) 8 were synthesized following published procedures. Organic solvents were dried over appropriate reagents and deoxygenated prior to use, with the exception of 1,2-dimethoxyethane and water, which were simply degassed. NMR spectra were recorded on a Bruker Avance 300 MHz or Bruker Avance-III 500 MHz spectrometer as noted. Elemental analyses were performed b y Canadian Microanalytical Service Ltd., Delta, BC (Canada).
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3

Preparation of Substituted Anilines and Furaldehyde

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Aniline (99.8%), o-toluidine (99%), m-toluidine (99%), p-toluidine (99%), p-anisidine (99%), o-chloroAniline (>98%), m-chloroAniline (99%), p-chloroAniline (98%), p-fluoroAniline (98%), p-bromoAniline (>99%), n-hexylamine (99%), and 5-(acetoxymethyl)-2-furaldehyde (97%) from Acros Organics (Geel, Belgium), as well as 5-hydroxymethylfurfural (99%) from Sigma-Aldrich (St Louis, MO, USA), were used without additional purification. Methanol (99.8%) from J.T. Baker (Phillipsburg, NJ, USA), ethanol (99.9%) from J.T. Baker and isopropanol (99.5%) from Acros Organics were employed as a solvent.
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Synthesis of p-Toluidine Schiff Base

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p-Toluidine (Tol-NH2), salicylaldehyde (SA), 1,4-dioxane (DO), sodium hydroxide, ethanol, formaldehyde, anhydrous sodium sulfate, sodium borohydride (NaBH4), and chloroform were acquired from Acros Organics (Belgium).
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