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1 3 5 tribromobenzene

Manufactured by Thermo Fisher Scientific
Sourced in Germany, United States, United Kingdom

1,3,5-tribromobenzene is a chemical compound with the formula C6H3Br3. It is a colorless crystalline solid that is commonly used as a building block in organic synthesis and as a flame retardant additive.

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5 protocols using 1 3 5 tribromobenzene

1

Synthesis of Substituted Benzenes

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Tetraphenylmethane (95%, ABCR, Karlsruhe, Germany), 1,3,5-tribromobenzene (98%, Acros Organics, Geel, Belgium), bromine (99%, Acros Organics, Geel, Belgium) trimethylsilylacetylene (98%, ABCR, Karlsruhe, Germany), CuBr (98%, Sigma-Aldrich, Darmstadt, Germany), CuI (98%, Fluka, Dresden, Germany), tetrakis(triphenylphosphine)palladium(0) (99%, Sigma-Aldrich, Darmstadt, Germany), bis(triphenylphosphine)palladium(II) dichloride (98%, Sigma-Aldrich, Darmstadt, Germany), Bu4NF (1M solution in THF, ABCR, Karlsruhe, Germany), bis(4-bromophenyl)ether (99%, Sigma-Aldrich, Darmstadt, Germany), 1,4-diiodobenzene (98%, ABCR, Karlsruhe, Germany), phenylacetylene (98%, Acros Organics, Geel, Belgium), 1,3-diphenyl-2-propanone (99%, Sigma-Aldrich, Darmstadt, Germany), potassium hydroxide (99%, Acros Organics, Geel, Belgium), glacial acetic acid (99%, Sigma-Aldrich, Darmstadt, Germany), potassium permanganate, triethylamine (99%, Acros Organics, Geel, Belgium), toluene (99.5%, Component Reactive, Moscow, Russia), ethanol (96%, Component Reactive, Moscow, Russia), diphenylether (99%, ABCR, Karlsruhe, Germany), THF ( HPLC grade, Carlo Erba reagents, Milan, Italy), and gases: N2 (99.999%) and CO2 (99.999%) were used as received.
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2

Synthesis of Metal-Organic Frameworks

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Lead (II) nitrate (Pb(NO 3 ) 2 ) and p-Formylbenzeneboronic acid were purchased from Sigma-Aldrich. 2,5-Dihydroxyterephthalic acid, Tetrakis(triphenylphosphine) palladium(0), and 1,3,5-tribromobenzene were purchased from Acros. Hydrazine hydrate (98%), mesitylene, and potassium carbonate were obtained from Alfa Aesar. Analytical grade methanol, ethanol, 1,4-dioxane, glacial acetic acid, and acetone were obtained and utilized without puri cation.
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3

Synthesis of Functionalized Organic Compounds

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1,3,5-Tribromobenzene (98%), trimethylsilyl-acetylene (98%), trimethylsilyl azide (94%), and diethylamine (99%) were purchased from Alfa Aesar (Ward Hill, MA, USA). Sodium nitrite (97%), phosphate buffered saline (PBS) tablets, and copper(II) chloride dihydrate were obtained from EMD Chemicals (Gibbstown, NJ, USA). Glutathione (98%) was purchased from AMRESCO (Solon, OH, USA). Low molecular weight chitosan (96% deacetylated) and copper(I) iodide (99.5%) were purchased from Sigma-Aldrich (St. Louis, MO, USA). Deionized water (18.2 MΩ·cm) was obtained from a Millipore Direct-Q water purification system (EMD Millipore, Billerica, MA, USA). Ultrahigh purity nitrogen and oxygen gases were supplied by Airgas (Denver, CO, USA). Bis(triphenylphosphine)-palladium(II) dichloride (98%) was purchased from TCI America (Portland, OR, USA). All materials were used as received without any further purification.
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4

Synthesis of Organosilicon Compounds

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Dichlorodiphenylsilane (97%), 1,3,5-tribromobenzene, chlorodimethylsilane (97%), and hexaphenylcyclotrisiloxane (98%) were purchased from Alfa Aesar. Magnesium (powder, 99%) was purchased from Wako Pure Chemical Industries Ltd. Magnesium sulfate anhydride (MgSO4, 99%), sodium bicarbonate (NaHCO3, 99.5%), and organic solvents such as tetrahydrofuran (THF), toluene, diethyl ether, n-hexane, and xylene were purchased from OCI Co., Ltd. All organic solvents were distilled from sodium/benzophenone under argon gas. Barium hydroxide monohydrate (BH, Ba(OH)2·H2O, 98%) was purchased from Aldrich. The platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex solution (Karstedt’s catalyst) and vinyltrimethoxysilane (VTMS) were purchased from Sigma-Aldrich Co., Ltd. and used without further purification.
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5

Synthesis of Phosphonium Salts

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All procedures associated with the preparation of the starting reagents, synthesis, and isolation of products were carried out under inert atmosphere using the standard Schlenk technique. Tri-tert-butylphosphine (Dal-Chem, Nizhny Novgorod, Russia), ethyl iodide and n-alkyl bromide (Sigma-Aldrich, St. Louis, MO, USA), phenylboronic acid (Alfa Aesar, Heysham, Lancashire, UK), 1,3,5-tribromobenzene (Alfa Aesar), Pd(OAc)2 (Alfa Aesar), KOH (Himreaktiv, Nizhny Novgorod, Russia), NaBF4 (Himreaktiv, Nizhny Novgorod, Russia) analytical grade, without additional purification were used in the work. Detailed synthesis and characterization of the phosphonium salts described in Supplementary Materials.
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