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Propargyl bromide

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Propargyl bromide is a chemical reagent used in organic synthesis. It is a colorless liquid with a pungent odor. Propargyl bromide is commonly used as a building block in the synthesis of various organic compounds.

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Lab products found in correlation

Sodium azide nan3, by Merck Group (2 mentions) 2 2 azobisisobutyronitrile, by Merck Group (1 mentions) Methyl 3 4 5 trihydroxybenzoate, by Merck Group (1 mentions) β alanine, by Merck Group (1 mentions) N n diisopropylethylamine, by Merck Group (1 mentions) N boc ethylenediamine, by Merck Group (1 mentions) 2 cyanopropan 2 yl dithiobenzoate, by Merck Group (1 mentions) 2 thiazoline 2 thiol, by Merck Group (1 mentions) Methyl 3 5 dihydroxybenzoate, by Merck Group (1 mentions) Trifluoroacetic acid tfa, by Iris Biotech (1 mentions) Butylated hydroxyanisole bha, by Merck Group (1 mentions) Proline, by Merck Group (1 mentions) Celltiter96 mts reagent, by Promega (1 mentions) Dulbecco s modified eagle medium dmem, by Thermo Fisher Scientific (1 mentions) Ascorbic acid, by Merck Group (1 mentions) Glycerol, by Merck Group (1 mentions) 6 hydroxy 2 5 7 8 tetramethylchroman 2 carboxylic acid trolox, by Merck Group (1 mentions) Triethylamine, by Merck Group (1 mentions) Syringaldehyde, by Merck Group (1 mentions) Tetrabutylammonium bromide, by Merck Group (1 mentions)

4 protocols using propargyl bromide

1

Synthesis of LacNAc Derivatives

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Ligand 1 (LacNAc; Galβ4GlcNAc) was obtained from Carbosynth (Compton, UK). The preparation of β-galactosidase from Bacillus circulans Biolacta® was from Daiwa Kasei (Aichi, Japan). β-Alanine, 2,2′-azobisisobutyronitrile (AIBN), 2-cyanopropan-2-yl dithiobenzoate, 2-thiazoline-2-thiol (CTA), CuBr, methyl 3,5-dihydroxybenzoate, methyl-3,4,5-trihydroxybenzoate, N-Boc-ethylenediamine, and N,N-diisopropylethylamine (DIPEA) were obtained from Sigma-Aldrich (Prague, Czech Republic). Propargyl bromide was purchased from Acros Organics (Pardubice, Czech Republic), and trifluoroacetic acid (TFA) was acquired from Iris Biotech (Marktredwitz, Germany).
Bertuzzi S., Gimeno A., Martinez-Castillo A., Lete M.G., Delgado S., Airoldi C., Rodrigues Tavares M., Bláhová M., Chytil P., Křen V., Abrescia N.G., Ardá A., Bojarová P, & Jiménez-Barbero J. (2021). Cross-Linking Effects Dictate the Preference of Galectins to Bind LacNAc-Decorated HPMA Copolymers. International Journal of Molecular Sciences, 22(11), 6000.
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2

Synthesis and Characterization of DES

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All chemicals were analytical grade and used without further purification. Sulfuric acid-hydrolyzed CNCs (98% freeze-dried powder, 0.8–0.9% S) were purchased from the University of Maine, USA. Ascorbic acid, butylated hydroxyanisole (BHA), copper (II) bromide (CuBr2), dimethylformamide (DMF), glycerol, proline, potassium carbonate (K2CO3), p-toluenesulfonyl chloride, sodium azide (NaN3), triethylamine, 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (Trolox), and syringaldehyde were purchased from Sigma-Aldrich. Propargyl bromide (80 wt% in toluene) was acquired from Acros Organics, and diethyl malonate and pyridine were from Tokyo Chemical Industries (TCI). 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical was acquired from Bio-Strategy Pty Ltd, Australia. Dulbecco’s Modified Eagle Medium (DMEM) was purchased form Gibco™, and CellTiter 96® MTS reagent was purchased from Promega, Australia. Cream N (Neutrogena® Oil-Free Moisture) and Cream S (Neutrogena® Oil-Free Moisture Sun Protection Factor (SPF) 15,13.5% active ingredients) are commercially available facial creams purchased in a local pharmacy. DES was synthesized via proline-mediated Knoevenagel condensation of syringaldehyde and diethyl malonate (Figure S1), as we have reported previously [14 (link)].
Mendoza D.J., Maliha M., Raghuwanshi V.S., Browne C., Mouterde L.M., Simon G.P., Allais F, & Garnier G. (2021). Diethyl sinapate-grafted cellulose nanocrystals as nature-inspired UV filters in cosmetic formulations. Materials Today Bio, 12, 100126.
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3

Synthesis and Functionalization of Silica-Based Materials

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Tetraethoxysilane (TEOS, 98%, Alfa Aesar), ethanol (95-96%, Merck), HCl (37% Riedel de Haen), NaNO3 (99%, Fluka), cetyltrimethylammonium bromide (CTAB, 99%, Acros) were used as received for films synthesis. 4,4′-dimethyl-2,2′-bipyridine (99%, Merck), sodium hydride (NaH, Merck, 90%), propargyl bromide (80 Wt.% solution in toluene, stabilized, ACROS organics), 1,4-dioxane (Merck, 99,8%), selenium (IV) oxide (SeO2, ACROS organics, 99.8%), sodium carbonate (Na2CO3, Merck, 99.5%), sodium bicarbonate (NaHCO3, Merck, 99%), magnesium sulfate anhydrous (MgSO4, Merck, 99.5%), sodium chloride (Merck, 99.5%), methanol (Merck, 99.9%), dichloromethane (Merck, 99.8%) were analytical grade. FeSO4 (Merck, 99%), 2,2'-bipyridine (bpy, Lancaster, 97%) lithium perchlorate (LiClO4, Merck, 99.9%), (3chloropropyl)triethoxysilane (95%, Sigma-Aldrich), sodium azide (NaN3, 98% Sigma-Aldrich), tetrabutylammonium bromide (NBu4Br, 99%, Sigma-Aldrich) and acetonitrile (CH3CN, 99.9% Sigma-Aldrich) were used as received for the synthesis of the 3-azidopropyltriethoxysilane and the tris(2,2'-bipyridine) iron (II) sulfate.
Ahoulou S., Vilà N., Pillet S., Carteret C., Schaniel D, & Walcarius A. (2021). Multi-stimuli Photo and Redox-active Nanostructured Mesoporous Silica Films on Transparent Electrodes. Chemphyschem : a European journal of chemical physics and physical chemistry, 22(23).
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4

Synthesis of Multifunctional PEG Macromonomers

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Hydroxyl-terminated 8-armed poly(ethylene glycol) (PEG-(OH)8, Mn = 20 kg/mol, Ð 1.06) was purchased from Jenkem (Allen, Texas, USA) and purified before use by dissolution in dichloromethane and precipitation in cold diethyl ether. ε-caprolactone was obtained from Acros (Geel, Belgium).
Propargyl bromide (80 wt % in toluene), lithium diisopropylamide (LDA, 2 M in THF/heptane/ethylbenzene), 2,2-dimethoxy-2-phenylacetophenone (DMPA), benzyl mercaptan, tin(II)
2-ethylhexanoate (stannous octoate), methanesulfonyl chloride (mesyl chloride), triethylamine (TEA) and 25 % aqueous ammonia solution were all from Sigma-Aldrich (St-Quentin Fallavier, France).
Dichloromethane, toluene and ε-caprolactone were dried over calcium hydride, whereas TEA was dried over potassium hydroxide. All were distilled prior to use.
Buwalda S., Al Samad A., El Jundi A., Bethry A., Bakkour Y., Coudane J, & Nottelet B. (2018). Stabilization of poly(ethylene glycol)-poly(ε-caprolactone) star block copolymer micelles via aromatic groups for improved drug delivery properties. Journal of colloid and interface science, 514.
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