Dimethyl 1,3-Acetonedicarboxylate

Autor: James M. Cook, Mundla S. Reddy
Rok vydání: 2001
Předmět:
Zdroj: e-EROS Encyclopedia of Reagents for Organic Synthesis
DOI: 10.1002/047084289x.rd294m
Popis: (1; R = Me) [1830-54-2] C7H10O5 (MW 174.15) InChI = 1S/C7H10O5/c1-11-6(9)3-5(8)4-7(10)12-2/h3-4H2,1-2H3 InChIKey = RNJOKCPFLQMDEC-UHFFFAOYSA-N (2; R = Et) [105-50-0] C9H14O5 (MW 202.21) InChI = 1S/C9H14O5/c1-3-13-8(11)5-7(10)6-9(12)14-4-2/h3-6H2,1-2H3 InChIKey = ZSANYRMTSBBUCA-UHFFFAOYSA-N (3; R = H) [542-05-2] C5H6O5 (MW 146.10) InChI = 1S/C5H6O5/c6-3(1-4(7)8)2-5(9)10/h1-2H2,(H,7,8)(H,9,10) InChIKey = OXTNCQMOKLOUAM-UHFFFAOYSA-N (acidic β-keto esters, which undergo 2∶1 condensations with α-dicarbonyl compounds to form bicyclo[3.3.0]octane-3,7-diones;1-6 Robinson–Schopf condensation to form piperidones;7 α,α- and α,α′-dialkylation with 1,n-dibromoalkanes; aldol and Claisen condensations with 1,3-dicarbonyl compounds;13 various heterocyclizations with nitriles and aldehydes;16 α,α′-aldol annulations with 1,2-enedials, producing tropone derivatives22) Physical Data: (1) bp 150 °C/25 mmHg; d 1.185 g cm−3. (2) bp 250 °C/760 mmHg; bp 140 °C/12 mmHg; d 1.113 g cm−3. (3) decomposes upon heating. Solubility: sol ethanol, methanol. Form Supplied in: colorless liquid. Purification: distillation at reduced pressure. Handling, Storage, and Precautions: can be stored in the refrigerator. Does not appear to be toxic.
Databáze: OpenAIRE