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Stannous 2 ethylhexanoate sn oct 2

Manufactured by Merck Group
Sourced in United States

Stannous 2-ethylhexanoate [Sn(Oct)2] is a tin-based organometallic compound used as a catalyst in various industrial and laboratory applications. It is a colorless to pale yellow liquid with a characteristic odor. The compound is soluble in organic solvents and is primarily used as a catalyst in the synthesis of polyurethanes, silicones, and other polymeric materials.

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14 protocols using stannous 2 ethylhexanoate sn oct 2

1

Synthesis of Alkyne-functionalized Benzoin

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ε-Caprolactone (ε-CL) (Aldrich) and Cyclohexene oxide (CHO) (Aldrich) were distilled over calcium hyride (CaH2) and stored in a refrigerator under nitrogen before use. Acetylene-functionalized benzoin (PI-alkyne) was synthesized by slightly modifying the procedure described in the literature.[15 (link)] Stannous-2-ethylhexanoate (Sn(Oct)2) (Aldrich), 3-cyclohexene-1-methanol (Aldrich), Sodium azide (Aldrich), Propargyl bromide (80 wt. % in toluene, Aldrich), Diphenyliodonium hexafluorophosphate (Fluka), CuBr (Aldrich), Iodic acid (HIO3) (Sigma-Aldrich), Potassium bromide (KBr) (Sigma-Aldrich), Sodium thiosulfate (Na2S2O3) (Sigma-Aldrich), Sodium azide (NaN3) (Merck), Tetrabutylammonium bromide (Sigma-Aldrich), and 2,2-bipyridine (Merck) were used as received. 1-Ethoxy-2-methylpyridinium hexafluorophosphate (EMP+PF6) was prepared according to the published procedure.[33 (link)] Solvents, dichloromethane (CH2Cl2), toluene, and tetrahydrofuran (THF), were distilled over drying agents under nitrogen prior to use.
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2

Chloroquine-Loaded Polymeric Nanoparticles

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The study was conducted in Zanjan University of Medical Sciences, Zanjan, Iran in 2018. Chloroquine (CQ) were purchased from Sigma Co. (Germany), PEG (Mn=6000Da) (Aldrich, St. Louis, USA, CAS.9004744), stan-nous 2-ethyl-hexanoate (Sn(Oct)2
) (Aldrich, St. Louis, USA, CAS. 301100), ε-caprolactone (97% purity) (Aldrich, USA, CAS. No 502443), PLN (Sigma-Aldrich, USA), ethanol, acetone, and all reagents and chemicals used in this work were analytical grade.
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3

Polypeptide Nanoparticle Synthesis Protocol

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Cur was purchased from Hangzhou Guang Lin Biological Pharmaceutical Co. Ltd. (Hangzhou, China). (ACP)-GPLGIAGQr9-(ACP) was from ChinaPeptides Co. Ltd. (Shanghai, China). Poloxamer188 was obtained from BASF (Shanghai, China). Stannous 2-ethylhexanoate [Sn(Oct)2] was obtained from Sigma (St. Louis, MO, USA). Dialysis bags (MWCO = 14,000) were obtained from Gene Star Co. (Shanghai, China). L929 mouse embryonic fibroblasts and A549 cells were from the Cell Bank of the Chinese Academy of Sciences (Beijing, China). Kunming mice were obtained from Zhejiang Academy of Medical Sciences (Hangzhou, China). mPEG (Mn = 1900) and ε-caprolactone (ε-CL) were purchased from Aladdin Chemicals (Shanghai, China). Other reagents (analytical or chromatographic grade) were obtained from Aladdin Chemicals.
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4

Biomaterial-Based Antimicrobial Wound Dressing

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PCL (Mn = 80,000), CS (75–85% deacetylated, medium molecular), sodium triphosphate pentabasic (TPP), poly 4, 4’-methylenebis(phenylisocyanate)-alt-14 butanediol/dipropyleneglycol/polycaprolactone, glutaraldehyde, meso tetrakis(N-methyl pyridinium-4-yl)porphyrin tetratosylate salt, 3,(4,5-dimethyithiazol-2-yl)2,5-diphenyl-tetrazolium bromide (MTT), N, N-dimethylformamide (DMF), Dimethyl sulfoxide (DMSO), and Stannous 2-ethyl hexanoate (Sn(Oct)2) were purchased from Sigma-Aldrich. Polyethylene glycol (PEG4000), Nutrient Broth, ε-caprolactone (ε-CL), and Acetic acid were obtained from Merck Chemical Co. Trypsin/EDTA solution (0.25%), Phosphate-buffered saline (PBS), Penicillin-Streptomycin (Pen-Strep), High-glucose content Dulbecco’s Modified Eagle Medium (DMEM/HG), and Fetal Bovine Serum (FBS) were supplied from GIBCO. Human fetal foreskin fibroblast (HFFF2) cells were obtained from the Iranian Cell Bank (Pasteur Institute, Iran). Gram-positive Staphylococcus aureus (ATCC 25,923) and Gram-negative Escherichia Coli (ATCC 25,922) were obtained from the National Collection of Industrial Microorganisms (NCIM, Iran).
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5

Synthesis of PCL Polymers

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PCL (Mn = 45000
g mol–1), ε-caprolactone (CL, >99%), stannous
2-ethyl hexanoate (Sn(Oct)2, purity 92.5–100.0%),
cyclohexanol (purity 98.5%), and 2-chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane
(TMDP, purity 95%) were acquired from Sigma-Aldrich (St. Louis, MO).
Alkaline LN was acquired from TCI Inc. (Portland, OR). Methanol (purity
≥99%), dichloromethane (DCM, purity ≥99.9% extra dry),
oxalyl chloride (purity ≥99%), dimethylformamide (DMF,
purity ≥99.5%), dimethyl sulfoxide (DMSO, purity ≥99.7%),
ethyl ether (purity ≥99%), toluene (purity ≥99.5%, extra
dry), and trehalose (purity ≥99%) were acquired from Fisher
Scientific (Pittsburgh, PA).
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6

Synthesis and Characterization of mPEG-Based Nanoparticles

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Benzyl bromide, 2,2-bis(hydroxymethyl)propionic acid, methoxy poly(ethylene glycol) (mPEG, Mn = 5000, PDI = 1.03), and stannous 2-ethylhexanoate (Sn(Oct)2) were purchased from Sigma-Aldrich (St. Louis, MO). Tetraethylenpentamine and dodecanol were purchased from Alfa-Aesar (Ward Hill, MA). TaqMan reverse transcription reagent kit was purchased from Life Technologies (Grand Island, NY). Radioimmunoprecipitation assay (RIPA) buffer and SYBR green-1 were purchased from (Roche, Indianapolis, IN). miR-let7b (mature sequence UGAGGUAGUAGGUUGUGUGGUU) and scrambled miRNA were purchased from Invitrogen (Carlsbad, CA). All other reagents were purchased from Sigma-Aldrich and used without further purification.
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7

Synthesis and Characterization of Polymeric Materials

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l-Lactide (LA, Serva Feinbiochemica) was recrystallized from toluene twice, polyethylene glycol monomethyl ether (mPEG2k, Sigma-Aldrich) was dried under reduced pressure, and stannous 2-ethylhexanoate (Sn(Oct)2, ∼95%, Sigma-Aldrich) was dried over molecular sieves. Dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine (DMAP), ammonium hydroxide, hydrochloric acid (37%), succinic anhydride, p-phenylenediamine, N-phenyl-p-phenylenediamine, and phenyl hydrazine (97%) were all obtained from Sigma-Aldrich and used without further purification; ammonium persulfate, ethanol, and dichloromethane were obtained from VWR. Dimethylformamide (DMF, HPLC, VWR) was dried over CaH2 and distilled under reduced pressure before use. Methanol (MeOH, HPLC, Fisher Scientific), trichloroacetyl isocyanate (96%, Sigma-Aldrich), 1,6-diphenyl-1,3,5-hexatriene (DPH, 98%, Sigma-Aldrich), chloroform (99%, Fisher Scientific), diethyl ether (99.8%, Sigma-Aldrich), anhydrous tetrahydrofuran (THF, Sigma-Aldrich), and hexamethylene diisocyanate (HMDI, 99%, Sigma-Aldrich) were all used without further purification.
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8

Synthesis and Characterization of Biodegradable Polymers

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(3s)-cis-3,6-dimethyl-1,4-Dioxane-2,5-dione (L-lactide) was purchased from SigmaAldrich Inc. (St. Louis, MO) and purified by recrystallization from toluene. Stannous 2ethylhexanoate (Sn(Oct)2) and 2-hydroxyethyl methacrylate (HEMA) were purchased from Sigma-Aldrich Inc. and distilled under reduced pressure before use. 1,4-Dioxane (99%) was purchased from Aldrich Chemical (Milwaukee, WI) and dehydrated with calcium chloride. 2,2’-Azoisobutyronitrile (AIBN) was purchased from Sigma-Aldrich Inc. and recrystallized from ethanol. PLLA (inherent viscosity 1.6 dL/g) was purchased from Boehringer Ingelheim (Ingelheim, Germany). Poly(ethylene glycol) monomethyl ether methacrylate (PEGMA), FITC labeled BSA, 3-aminopropyltriethoxysilane (APTS), 3-(Trimethoxysilyl)propyl methacrylate (TMSPMA), Ncetyltrimethylammonium bromide (CTAB), tetraethyl orthosilicate (TEOS), 1,3,5trimethylbenzene (TMB) and ammonium hydroxide, polyethyleneimine (PEI, Mw 800 Da and 25 kDa), poly(ethylene glycol) (PEG, Mw 2000, 5000, 10000, and 20000 Da), and hyperbranched bis-MPA polyester (H20: 16 hydroxyls, H30: 32 hydroxyls, and H40: 64 hydroxyls) were purchased from Sigma–Aldrich Inc. and used without further treatment.
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9

Synthesis and Characterization of (ACP)-GPLGIAGQr9-(ACP) Peptide

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(ACP)-GPLGIAGQr9-(ACP) was purchased from ChinaPeptides Co. Ltd. (Shanghai, China). Poloxamer-188 was from BASF (Shanghai, China). 4-Aminophenylmercuric acetate (APMA), collagenase IV, stannous 2-ethylhexanoate [Sn(Oct)2], and MePEG (Mw = 1.9 kDa) were received from Sigma-Aldrich (Shanghai, China). Fetal calf serum, pancreatic enzymes, and Dulbecco’s modified Eagle’s medium (DMEM) were from Hangzhou Yu Jie Biotechnology Co. Ltd. (Hangzhou, China). Curcumin was purchased from Hangzhou Guang Lin Biological Pharmaceutical Co. Ltd. (Hangzhou, China). Dialysis bags (MWCO = 14 kDa) were obtained from Gene Star Co. (Shanghai, China). Other reagents (analytical or chromatographic grade) were obtained from Aladdin Chemicals (Shanghai, China).
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10

Synthesis and Characterization of PEG-Peptide Conjugates

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TP (purity, >98%) was purchased from the National Institutes for Food and Drug Control (Beijing, People’s Republic of China). Toluene (99%; Sigma-Aldrich Co., St Louis, MO, USA) was refluxed with a sodium bead/benzophenone complex and distilled until the solution turned purple. Dilactide was purchased from J&K Chemicals Ltd. (Shanghai, People’s Republic of China), recrystallized three times from ethyl acetate, and stored under vacuum prior to use. PEG methyl ether (PEG-OH; Sigma-Aldrich Co.) (99%; molecular weight [MW]=5,000 g/mol), maleimide-PEG-hydroxy (Mal-PEG-OH) (America; MW=5,000 g/mol; >95%), and stannous 2-ethylhexanoate (Sn[Oct]2) (99%; Sigma-Aldrich Co.) were used as received without further purification. FSH-β peptide (YTRDLVYKDPARPNTQKVCTF) was synthesized via solid-phase peptide synthesis by ChinaPeptides Co., Ltd. (Shanghai, People’s Republic of China), purified by high-performance liquid chromatography (HPLC), and identified by mass spectrometry (MS). Its MW was 2,515.89, and the purity of the peptide was >95%.
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