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Tosyl chloride

Manufactured by Merck Group
Sourced in United States

Tosyl chloride is a chemical compound commonly used as a reagent in organic synthesis. It serves as a sulfonating and acylating agent, facilitating the introduction of various functional groups into organic molecules. Tosyl chloride is widely utilized in pharmaceutical, agrochemical, and fine chemical industries.

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5 protocols using tosyl chloride

1

Quantification of Biogenic Amines

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Biogenic amines standards methylamine hydrochloride 99% (MA), ethylamine hydrochloride 98%(EA), dimethylamine hydrochloride 99% (DMA), diethylamine hydrochloride 99% (DEA), propylamine hydrochloride 99% (PA), butylamine 99% (BA), 2-phenylethylamine hydrochloride 98% (PHA), tyramine hydrochloride 98% (TYR), tryptamine hydrochloride 99% (TRP), histamine dihydrochloride 99% (HIS), hexylamine 99%(HEA), isopentylamine 99% (isoPA), putrescine dihydrochloride 98% (PUT), cadaverine dihydrochloride 98% (CAD),spermidine trihydrochloride 99.5%(SPD), spermine tetrahydrochloride 99.5% (SPE), agmatine sulfate 98% (AGM) were obtained from Sigma Aldrich (St. Louis, MO, USA). The internal standard (IS) was 1.7-diamoheptane 98% (DAH) purchased from Sigma Aldrich (St. Louis, MO, USA). Formic acid (FA) was obtained from Merck (Darmstadt, Germany). Boric acid and sodium hydroxide were purchased from POCH (Gliwice, Poland). Acetonitrile (ACN) with LC-MS grade, ammonium formate and tosyl chloride (≥99%) were obtained from Sigma Aldrich (St. Louis, MO, USA). Nylon Captiva Econofilters (25 mm diameter, 0.2 µm pore size) were purchased from Agilent Technologies (Santa Clara, CA, USA). Ultrapure water was produced by the HLP5 system from Hydrolab (Wiślina, Poland).
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2

Synthesis of Functional Azide-Containing Monomers

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Propargyloxylactic acid (5) was synthesized according to our previous report.31 (link) The tosylate of triethylene glycol monomethyl ether was prepared following a previous report.32 1-(2-azidoethoxy)-2-(methoxyethoxy) ethane (m3PEGN3)33 and 1-azidodecane (C10H21N3)34 were synthesized using literature procedures. Sodium azide, tosyl chloride (TsCl), p-toluenesulfonic acid monohydrate (TsOH), 4-tert-butylbenyl alcohol (TBBA), triethylene glycol monomethyl ether (m3PEG) and 1-bromo-decane were purchased from Sigma-Aldrich. l-Lactide (LA) was purchased from Sigma-Aldrich and recrystallized from ethyl acetate before use. Stannous octanoate (Sn(Oct)2) was freshly distilled under vacuum and kept in dry box before use. THF and toluene were dried over sodium/benzophenone and distilled before use. The silica gel (60 Å porosity) for column chromatography was purchased from SiliCycle Inc. All other reagents and solvents were ACS grade and used as received unless specified.
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3

Determination of Biogenic Amines by LC-MS

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Seventeen biogenic amines: propylamine, dimethylamine, diethylamine, methylamine, tryptamine, cadaverine, spermine, 2-phenylethylamine, tyramine, putrescine, histamine, butylamine, hexylamine, isopentylamine, isobutylamine, spermidine, agmatine, acetonitrile (LC–MS grade), and tosyl chloride (≥99%) were obtained from Sigma Aldrich (St. Louis, USA). Formic acid (FA) was purchased from Merck (Darmstadt, Germany). Boric acid and sodium hydroxide were purchased from POCH (Gliwice, Poland). Nylon Captiva Econofilters (25 mm diameter, 0.2 µm pore size) were purchased from Agilent Technologies (Santa Clara, USA). Ultrapure water was prepared using HLP5 system from Hydrolab (Wiślina, Poland). Borate buffer was prepared by titrating 0.5 M boric acid solution with sodium hydroxide to the required pH value. Chemical structures of studied biogenic amines are shown in Fig. 4.

Chemical structures of biogenic amines under the study

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4

Synthesis of Nanoparticles from Organometallic Precursors

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Ethylene (99.9%) and argon (99.999%) were purchased from Linde AG (Munich, Germany). Toluene (HPLC grade) was bought from Sigma-Aldrich Chemie GmbH (Munich, Germany), and degassed and stored over a molecular sieve. Butyloctylmagnesium (20 wt % in heptane) was purchased from Chemtura Europe GmbH (Frauenfeld, Switzerland). AgNO3 (Fluka, 98%, Schwerte, Germany), oleylamine (ACROS organics, Geel, Belgium, C-18 content 80–90%), tetra-N-octylammonium bromide (ABCR, 98%), hydrogen tetrachloroaurate trihydrate (ABCR, Karlsruhe, Germany, 99.9%), and NdCl3 (Fisher Scientific GmbH, Schwerte, Germany, 99.9%) were used as received. Tetrahydrofuran (Sigma-Aldrich, Munich, Germany) was distilled over CaH2 and stored over a molecular sieve. Phenylmethanethiol, lithium pentamethylcyclopentadienide (>98%) N,N-dimethylformamide (DMF) (p.A.), sodium citrate tribasic dihydrate (99%), methanol (99.8%), sodium borohydride (96%), chloroform (p.A.), potassium hydroxide, aliquat 336, tosyl chloride (>98%), and hydrazine monohydrate (98%) were purchased from Sigma-Aldrich and used as received.
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5

Synthesis of Functionalized Lignin Polymers

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Sulfonated lignin, Tosyl chloride, 2-methyl oxazoline, 3-amino-1H-1,2,4 triazole was purchased from Sigma Aldrich, USA. All solvents were of analytical grade from Merck (India). Fetal bovine serum, Hank’s balanced salt solution (HBSS) and Dulbecco’s modified Eagle’s medium (DMEM)/F-12 were from Mediatech, Valley Park, MO, USA. Dulbecco’s Modified Eagle Media (DMEM-F12), Fetal bovine serum (FBS), Antimycotic antibiotic, L-glutamine, 0.05% trypsin-EDTA solution and Phosphate Buffered Saline (PBS) were purchased from high media, India.
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