2,2-Dimethyl-1,3-dioxan-5-one

Autor: Linus F. Reichenbach, Stefanie Breukers, Dieter Enders
Rok vydání: 2012
Předmět:
Zdroj: e-EROS Encyclopedia of Reagents for Organic Synthesis
Popis: [74181-34-3] C6H10O3 (MW 130.14) InChI = 1S/C6H10O3/c1-6(2)8-3-5(7)4-9-6/h3-4H2,1-2H3 InChIKey = ASFQDNDZFGFMMP-UHFFFAOYSA-N (reagent utilized as a C3 building block equivalent of dihydroxyacetone (DHA) in syntheses, often used with the SAMP/RAMP methodology2, in asymmetric aldol reactions,3 Mannich reactions,4 Michael additions,5 or as starting material in the synthesis of different carbohydrates6) Physical Data: bp 50–54 °C/11 Torr; d 1.09 g cm−3. Solubility: soluble in H2O and most organic solvents. Form Supplied in: colorless to pale yellow liquid. Analysis of Reagent Purity: NMR. Preparative Methods: synthesized from 2-amino-2-hydroxymethyl-1,3-propanediol hydrochloride in two steps.7 Purification: fractional distillation at 11 Torr over a Vigreux column. Handling, Storage, and Precaution: 2,2-dimethyl-1,3-dioxan-5-one is hygroscopic; store at 4 °C under argon atmosphere to prevent polymerization and decomposition. It is irritating to eyes, skin, and the respiratory system; use personal protective equipment and work in a well-ventilated hood. Incompatible with oxidizing agents and acids.
Databáze: OpenAIRE