3 butenenitrile

Manufactured by Merck Group

Sourced in Germany

3-butenenitrile is a colorless, flammable liquid chemical compound with the molecular formula CH2=CHCH2CN. It is a member of the nitrile functional group and is commonly used as a precursor in the synthesis of various organic compounds.

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Lab products found in correlation

Benzonitrile, by Merck Group (4 mentions) 3 phenylpropanenitrile, by Merck Group (4 mentions) Methylene chloride gc ultra grade, by Carl Roth (3 mentions) 4 pentenenitrile, by Merck Group (3 mentions) 4 hydroxybenzyl gls, by Carl Roth (3 mentions) 2 phenylethyl isothiocyanate, by Merck Group (2 mentions) 4 methylthio butyl itc 4 mtb itc, by Santa Cruz Biotechnology (2 mentions) Acetonitrile ultra gradient hplc grade, by Avantor (2 mentions) 2 propenyl itc, by Merck Group (1 mentions) 3 methylthio propyl itc, by Merck Group (1 mentions) Suprapur, by Merck Group (1 mentions) Thioglucosidase, by Merck Group (1 mentions) Potato dextrose agar (pda), by Merck Group (1 mentions) Phenol chloroform isoamyl alcohol, by Carl Roth (1 mentions) Chloroform isoamylalcohol, by Carl Roth (1 mentions) Ethylene diamine tetraacetic acid (edta), by Carl Roth (1 mentions) β mercaptoethanol, by Carl Roth (1 mentions) Aryl sulfatase, by Merck Group (1 mentions) Deae sephadex a 25, by Merck Group (1 mentions)

4 protocols using 3 butenenitrile

Purchasing Standard Compounds for Research

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Benzonitrile (≥99.9%), 3-butenenitrile (2Prop-CN; ≥98%), 3-(methylthio)propyl ITC (3MTP-ITC; ≥98%), 2-propenyl ITC (2Prop-ITC; ≥99%), 4-pentenenitrile (3But-CN; ≥97%), 3-phenylpropanenitrile (2PE-CN; ≥99%), and 2-phenylethyl isothiocyanate (2PE-ITC; ≥99%) were purchased from Sigma–Aldrich Chemie GmbH (Steinheim, Germany). 1-Cyano-2,3-epithiopropane [CETP; ≥97.6% (by GC-MS)] was purchased from Taros Chemicals GmbH Co. KG (Dortmund, Germany). 3-Indoleacetonitrile (IAN) (≥98%) was acquired from Acros Organics (Fischer Scientific GmbH, Schwerte, Germany). 3-Butenyl ITC (3But-ITC; ≥95%) was obtained from TCI Deutschland GmbH (Eschborn, Germany). 3-(Methylsulfinyl)propyl ITC (3MSOP-ITC) and 4-(methylthio)butyl ITC (4MTB-ITC; ≥98%) were purchased from Santa Cruz Biotechnology (Heidelberg, Germany). 4-(Methylsulfinyl)butyl ITC (4MSOB-ITC) was bought from Enzo Life Sciences GmbH (Lörrach, Germany). (R)-5-Vinyloxazolidine-2-thione (R-OZT) was purchased from Biosynth AG (Staad, Switzerland). 4-Hydroxybenzyl GLS (≥99%) and methylene chloride (GC Ultra grade) was obtained from Carl Roth GmbH (Karlsruhe, Germany). Acetonitrile (Ultra Gradient HPLC grade) was procured from J.T. Baker (Deventer, The Netherlands). NaSO₄ (≥99%) and methanol (>99.9) was purchased from VWR International GmbH (Darmstadt, Germany).
All solvents were of LC-MS or GC-MS grade, water was of Milli-Q quality.

Hanschen F.S, & Schreiner M. (2017). Isothiocyanates, Nitriles, and Epithionitriles from Glucosinolates Are Affected by Genotype and Developmental Stage in Brassica oleracea Varieties. Frontiers in Plant Science, 8, 1095.

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Glucosinolate and Isothiocyanate Compound Analysis

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2-propenyl glucosinolate hydrate (sinigrin, allyl-GLS, ≥ 99%), 2-propenyl isothiocyanate (allyl-ITC, ≥ 99%), benzonitrile (≥ 99.9%), 3-butenenitrile (allyl-CN, ≥ 98%), thioglucosidase (myrosinase) from Sinapis alba (white mustard) seed (EC 3.2.1.147), 2-phenylethyl isothiocyanate (2-phenylethyl-ITC, ≥ 99%), and 3-phenylpropanenitrile (2-phenylethyl-CN, ≥ 99%) were purchased from Sigma-Aldrich Chemie GmbH (Steinheim, Germany). 4-(Methylthio)butyl ITC (4-MTB-ITC; ≥ 98%) was purchased from Santa Cruz Biotechnology (Heidelberg, Germany); 1-cyano-2,3-epithiopropane (CETP, ≥ 95%) was purchased from Taros Chemicals GmbH & Co. KG (Dortmund, Germany); methylene chloride (GC Ultra Grade) from Carl Roth GmbH (Karlsruhe, Germany); acetonitrile (Ultra Gradient HPLC grade) from J.T. Baker (Deventer, The Netherlands); iron standard (1 g/L Fe, (FeCl₃ in 15% HCl) Titrisol), HNO₃ (65%, Suprapur) and H₂O₂ (30%, Suprapur) were purchased from Merck KGaA (Darmstadt, Germany). NaSO₄ (≥ 99%) was purchased from VWR International GmbH (Darmstadt, Germany). Water was of Milli-Q quality.

Hanschen F.S., Yim B., Winkelmann T., Smalla K, & Schreiner M. (2015). Degradation of Biofumigant Isothiocyanates and Allyl Glucosinolate in Soil and Their Effects on the Microbial Community Composition. PLoS ONE, 10(7), e0132931.

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Comprehensive Phytochemical Compound Database

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2Prop-ITC, (≥99%), benzonitrile (≥99.9%), 3-butenenitrile (2Prop-CN, ≥98%), 4-pentenenitrile (3But-CN, ≥97%), 3-phenylpropanenitrile (2PE-CN, ≥99%) and sucrose-sodium nitrate media were purchased from Sigma-Aldrich Chemie GmbH, Steinheim, Germany; IAN, (≥98%) from Acros Organics (Fischer Scientific GmbH, Schwerte, Germany); 3-butenyl ITC (3But-ITC, ≥95%) and 4-pentenyl ITC (4Pent-ITC, ≥95%) were purchased from TCI Deutschland GmbH, Eschborn, Germany; 3-hydroxypropionitrile was purchased from Thermo Fischer Scientific, Erembodegem, Belgium; 4-(methylthio)butyl ITC (4MTB-ITC, ≥98%) was purchased from Santa Cruz Biotechnology, Heidelberg, Germany; 5-(methylsulfinyl)pentyl ITC (5MSOP-ITC) was purchased from Enzo Life Sciences GmbH, Lörrach, Germany; 1-cyano-2,3-epithiopropane (CETP), (≥95%) was purchased from Taros Chemicals GmbH Co. KG, Dortmund, Germany; 4-hydroxybenzyl GLS (≥97%), methylene chloride (GC Ultra Grade), Tris, EDTA, NaCl, CTAB, chloroform/isoamylalcohol (24:1), β-mercaptoethanol and phenol/chloroform/isoamylalcohol (25:24:1) from Carl Roth GmbH, Karlsruhe, Germany; acetonitrile (Ultra Gradient HPLC grade) was purchased from J.T. Baker, Deventer, The Netherlands and NaSO₄ (≥99%) and methanol (>99.9) were purchased from VWR International GmbH, Darmstadt, Germany. Potato dextrose agar was purchased from Merck, Darmstadt, Germany. All solvents were of LC or GC-MS grade.

Witzel K., Hanschen F.S., Klopsch R., Ruppel S., Schreiner M, & Grosch R. (2015). Verticillium longisporum infection induces organ-specific glucosinolate degradation in Arabidopsis thaliana. Frontiers in Plant Science, 6, 508.

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Synthesis and Characterization of Glucosinolates

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4-hydroxybenzyl GLS (≥ 99%), methylene chloride (GC Ultra Grade) and 2-propenyl GLS were purchased from Carl Roth GmbH + Co. KG (Karlsruhe, Germany); allyl ITC (≥ 99%), aryl sulfatase, benzonitrile (≥ 99.9%), 3-butenenitrile (≥ 98%), DEAE-Sephadex A-25, 4pentenenitrile (≥ 97%), and 3-phenylpropanenitrile (≥ 99%) were obtained from Sigma-Aldrich Chemie GmbH (Steinheim, Germany); 3-butenyl ITC (≥ 95 %) and 4-pentenyl ITC (≥ 95%) were purchased from TCI Deutschland GmbH (Eschborn, Germany); NaSO4 anhydrous (≥ 99%) was obtained from VWR International GmbH (Darmstadt, Germany); NaHCO3 (p.A, ≥ 99%) was purchased from Merck (Darmstadt, Germany); 3-(methylsulfinyl)propyl ITC and 4-(methylsulfanyl)butyl ITC (≥ 98 %) were purchased from Santa Cruz Biotechnology (Heidelberg, Germany); 4MSOB-ITC was purchased from Enzo Life Sciences GmbH (Lörrach, Germany). The ETN 1-cyano-2,3-epithiopropane (≥ 95 %) was synthetized by Taros Chemicals GmbH Co. KG (Dortmund, Germany) and 1-cyano-3,4-epithiobutane was synthetized by ASCA GmbH Angewandte Synthesechemie Adlershof (Berlin, Germany). 5-(Methylsulfanyl)pentanenitrile and 5-(methylsulfinylpentanenitrile were purchased from Enamine (SIA Enamine, Latvia, Riga). Methanol (≥ 99.95 %), acetonitrile (LC-MS grade), and arylsulfatase were purchased from Th. Geyer GmbH & Co. KG (Renningen, Germany) and ultrapure water was used.

Hanschen F.S. (2020). Domestic boiling and salad preparation habits affect glucosinolate degradation in red cabbage (Brassica oleracea var. capitata f. rubra). Food chemistry, 321.

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