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- W1953111645 abstract "[3268-49-3] C4H8OS (MW 104.2) InChI = 1S/C4H8OS/c1-6-4-2-3-5/h3H,2,4H2,1H3 InChIKey = CLUWOWRTHNNBBU-UHFFFAOYSA-N (reagent used as the aldehyde or thioether component in a range of standard reactions as well as a chelating aldehyde in rhodium-catalyzed hydroacylation) Physical Data: bp 165–166 °C; d 1.043 g cm−3 at 25°C. Solubility: soluble in organic solvents. Form supplied in: clear light-yellow liquid, widely available, kosher. Preparative Methods: methional is found naturally in a wide range of foodstuffs.1-3 It is one of the radical decomposition products of methionine.4 In a laboratory it can be synthesized from the corresponding alcohol using a copper(I) catalyst along with TEMPO as an oxidant.5 On a large scale (2 mole), it is synthesized via the conjugate addition of methanethiol to acrolein catalyzed by a tertiary amine.6, 7 Purification: distillation under vacuum. Handing, storage, and precautions: to prevent oxidation and decomposition store between 2 and 8°C and under an inert atmosphere. Harmful by inhalation and if swallowed and can cause burns. Toxicity (oral) rat LD50: 700 mg kg−1. Toxicity (inhalation) rat 4 h LC50: 5,820 mg kg−1. Incompatible with strong oxidizing agents and strong bases. Avoid moisture, heat, flames, and sparks. Stench—handle in a well-ventilated fume hood." @default.
- W1953111645 created "2016-06-24" @default.
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- W1953111645 date "2013-04-22" @default.
- W1953111645 modified "2023-10-16" @default.
- W1953111645 title "3-(Methylthio)propionaldehyde/Methional" @default.
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- W1953111645 doi "https://doi.org/10.1002/047084289x.rn01527" @default.
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