Mcpba

Manufactured by Merck Group

Sourced in India

MCPBA is a laboratory reagent used in organic synthesis. It is a peroxycarboxylic acid that functions as an oxidizing agent. The core function of MCPBA is to facilitate various chemical transformations in the laboratory setting.

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7 protocols using mcpba

Fatty Acid Profiling of Edible Oils

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Acetonitrile (ACN), dichloromethane (DCM) and water were purchased from Fisher Scientific (Pittsburgh, PA). Fatty acid standards, oil samples including coconut, olive, corn and peanut oil, formic acid, trifluoroacetic acid (TFA), m-CPBA, 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide (EDCI), hydroxybenzotriazole (HOBt), N-methylmorpholine (NMM), potassium hydroxide (KOH), ethanol and dimethylformamide (DMF) were purchased from Sigma-Aldrich (St. Louis, MO). Sep-Pak C18 1 cc Vac Cartridges were purchased from Waters Corporation (Milford, MA). SUGAR tags were synthesized in-house. All reagents were used without additional purification.

Feng Y., Lv Y., Gu T.J., Chen B, & Li L. (2022). Quantitative Analysis and Structural Elucidation of Fatty Acids by Isobaric Multiplex Labeling Reagents for Carbonyl-Containing Compound (SUGAR) Tags and m-CPBA Epoxidation. Analytical chemistry, 94(38), 13036-13042.

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Epoxy-SBS Nanocomposite Synthesis

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The Lapox L12, diglycidyl ether of bisphenol-A (DGEBA) epoxy resin (with an average epoxy equivalent weight of 182–192 gm/eq), Lapox-K5, and 4,4-diaminodiphenylmethane (DDM) were supplied by Atul Ltd. Pala, Kottayam, Kerala, India. The SBS (poly(styrene-block-butadiene-block-styrene) tri block linear copolymer (with a weight average molecular weight of <150,000 gmol⁻¹ and the styrene weight percentage of 29.5%) was supplied by Kraton-D1102 AS, Mumbai, India. MCPBA (metachloroperbenzoic acid) and THF (Tetrahydrofuran −99%) were supplied by Sigma-Aldrich, India.

Remya V.P., Parani S., Sakho E.H., Rajendran J.V., Maluleke R., Lebepe T.C., Masha S., Hameed N., Thomas S, & Oluwafemi O.S. (2023). Highly Toughened Nanostructured Self-Assembled Epoxy-Based Material—Correlation Study between Nanostructured Morphology and Fracture Toughness—Impact Characteristics. Polymers, 15(7), 1689.

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Synthesizing Poly(epoxide-valerolactone) Nanoparticles

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Poly(α-allyl-valerolactone, valerolactone) containing 4% allyl groups was epoxidized with meta-chloroperoxybenzoic acid (mcpba, 1.2 eq per alkene, Sigma) in CH₂Cl₂ (0.065 M alkene) for 48 hours and washed with saturated sodium bicarbonate (15 ). The resulting polymer was dried under reduced pressure. 2,2′-ethylenedioxy-bis(ethylamine) (7.5 μL, 0.51 mmol, Sigma) was added to a solution of poly(epoxide-valerolactone, valerolactone) (0.173 g, M_n = 3,644 Da) dissolved in CH₂Cl₂ (21.1 mL). The reaction mixture refluxed for 12 hours at 46° C. Residual bisamine was removed by dialyzing with Snakeskin Pleated Dialysis Tubing (MWCO = 10,000) against CH₂Cl₂ to yield nanoparticles (NP).

de la Croix Ndong J., Stevens D.M., Vignaux G., Uppuganti S., Perrien D.S., Yang X., Nyman J.S., Harth E, & Elefteriou F. (2015). Combined MEK inhibition and BMP2 treatment promotes osteoblast differentiation and bone healing in Nf1Osx−/− mice. Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 30(1), 55-63.

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Butyl Rubber Modification with MCPBA

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Example 1

To a preheated mill (30° C. or 50° C.) was added butyl rubber. Once the elastomer had banded, m-chloroperoxybenzoic acid (MCPBA, <77% pure, purchased from Sigma Aldrich) was slowly added as a powder. The material was refined by 6×% cuts and 6× end-wise passes. The well dispersed material was allowed to mill for an additional time as specified in Table 1. The material was then removed from the mill and epoxy mol % determined by ¹H NMR. RB301, RB40 and RB402 are regular butyl rubbers. BB2030 and BB4010 are bromobutyl rubbers. CB1240 is a chlorobutyl rubber.

US10774158B2. Process for epoxidation of unsaturated polymer (2020-09-15). ARLANXEO Singapore Pte. Ltd. [SG]. Inventors: Brianna Binder [CA], Sarah Elliott [CA], Gregory J. E. Davidson [CA], Sharon Guo [CA].

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Synthesis and Characterization of Hydrophilic Nitroxides

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H₂TSMP, H₂TMP, and H₂TDClP were purchased from Frontier Scientific and used without further purification. Ferrous ammonium sulfate, Dowex AG-50W X8 ion-exchange resin (Na form), Sephadex LH-20 size exclusion gel, anhydrous sodium phosphate monobasic, acetic acid, perchloric acid, potassium hydroxide, TEMPO, and methanol were purchased from Sigma-Aldrich and used as received. mCPBA was obtained from Sigma-Aldrich and was purified by washing with pH 7.0 phosphate buffer (100 mM) to remove mCBA. D₂O and methanol-d₄ were purchased from Cambridge Isotope Laboratories, Inc. Water was distilled and deionized (Millipore, Milli-Q). Buffer solutions were prepared from a stock solution of 100 mM sodium phosphate/acetic acid and were corrected using concentrated KOH or perchloric acid solutions. pH values of the ACN/buffer mixtures were determined using the method of Bosch and co-workers.^{40 (link)} pH was measured using a sympHony meter that had been calibrated prior to use (pH 4.0, 7.0, and 10.0).

Boaz N.C., Bell S.R, & Groves J.T. (2015). Ferryl Protonation in Oxoiron(IV) Porphyrins and Its Role in Oxygen Transfer. Journal of the American Chemical Society, 137(8), 2875-2885.

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Bipyridine Synthesis and Characterization

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tert-Butylamine was purchased from Acros Organics. 2,2′-Bipyridine, mCPBA, 6-bromo-2,2′-Bipyridine, (S)-BINAP, iron powder, PhCF₃, and KOtBu
were purchased from Sigma-Aldrich. p-Toluenesulfonic
acid anhydride was purchased from VWR. Pd(dba)₂, TFA, and
MTBE were purchased from Fisher Scientific. All chemicals were used
as received without further purification. The concentration of mCPBA
was determined via titration with sodium thiosulfate before use. (S)-BINAP, iron powder, PhCF₃, and KOtBu were stored under argon.
2,2′-Bipyridine mono-N-oxide, 6-amino-2,2′-Bipyridine, and N,N-bis(2,2′-bipyrid-6-yl)amine were synthesized according to
literature procedures.^{63 (link)−65 (link)} Solvents were degassed according to standard freeze–pump–thaw
protocols.
UV–vis spectra were recorded on a Varian Cary
50 Scan spectrophotometer.
Mass spectra were measured on a Thermo Scientific MSQ Plus ESI spectrometer.
Elemental analyses were performed by Mikroanalytisches Laboratorium
Kolbe in Germany.

Kottrup K.G., D’Agostini S., van Langevelde P.H., Siegler M.A, & Hetterscheid D.G. (2017). Catalytic Activity of an Iron-Based Water Oxidation Catalyst: Substrate Effects of Graphitic Electrodes. ACS Catalysis, 8(2), 1052-1061.

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Synthesis and Characterization of Fluorescent Polymer Nanoparticles

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All the materials were used without any further purification. 2,2,6,6-Tetramethyl-4-piperidyl methacrylate (>98%; PMA) was purchased from TCI Chemicals Pvt. Ltd. Glycidyl methacrylate (≥98%; GMA) and poly(ethyleneglycol)methylether 4-cyano 4[(dodecylsulfanylthiocarbonyl)sulfanyl] pentanoate (PEGmacro-CTA; M_n = 10 kDa) were purchased from Sigma. We measured M_p = 8300 g mol⁻¹ by SEC see Fig. 2 and M_n = 9.8 kg mol⁻¹ by NMR. 6-Aminofluorescein (≥95%; 6-AF), 3-chloroperbenzoic acid (≥78%; mCPBA) and 2,2′-azobis(2-methylpropionitrile) (≥98%; AIBN) were purchased from Sigma. Human LDL (Sigma-Aldrich) and Oil Red O solution (0.5% in isopropanol, Sigma-Aldrich) were purchased from Sigma. Hoechst 33342 Solution (20 mM) (Thermo Scientific™), ProLong® Gold mount media (Thermo Fisher Scientific), Nunc™ MicroWell™ 96-Well Microplates – Thermo Fisher Scientific, Total Antioxidant Capacity Assay Kit (Sigma-Aldrich), Cell Counting Kit – 8 (Sigma-Aldrich), Dulbecco's Phosphate Buffered Saline (PBS) (Cell culture grade, Sigma-Aldrich), DMEM (Dulbecco's Modified Eagle's medium) (Sigma-Aldrich), chloroform-d 99.8 atom % D (≥99.8%, Sigma-Aldrich), dichloromethane ≥99.8% stabilized.

Basak S., Khare H.A., Kempen P.J., Kamaly N, & Almdal K. (2022). Nanoconfined anti-oxidizing RAFT nitroxide radical polymer for reduction of low-density lipoprotein oxidation and foam cell formation. Nanoscale Advances, 4(3), 742-753.

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