[A12771] CAS 609-09-6 | Diethyl ketomalonate, 95%
0 ₩
609-09-6 |
CAS : 609-09-6
MDL : MFCD00009121
EINECS : 210-176-2
Other name :
Diethyl mesoxalateDiethyl oxomalonate
Chemical Properties
Formula : C7H10O5
Formula weight : 174.15
Melting Point : ca -70°
Boiling Point : 208-210°
Flash point : >110°(230°F)
Density : 1.142
Refractive Index : 1.4150
Sensitivity : Moisture Sensitive. Store under Nitrogen. Ambient temperatures.
Form : Liquid
Solubility : Fully miscible with water.
Literature References
The carbonyl group behaves as a heterodienophile towards simple dienes. Curtius degradation of the gem-diester to carbonyl completes a synthesis of ß-unsaturated δ-lactones: Rocz. Chem., 38, 707 (1964); J. Am. Chem. Soc., 97, 6892 (1975); J. Org. Chem., 42, 4095 (1977): For asymmetric Diels-Alder reaction, see: J. Chem. Soc., Chem. Commun., 676 (1987). For addition to aza-dienes, see: Tetrahedron Lett, 30, 2685 (1989). Ene-addition to alkenes occurs at the less-substituted carbon. Oxidative degradation leads to ß-unsaturated carboxylic acids: J. Am. Chem. Soc., 102, 2473 (1980); 106, 3797 (1984): Thus, the reagent could be regarded as a CO2 equivalent in both the above sequences. Undergoes the Baylis-Hillman reaction in which a carbanionic species, generated by the reversible addition of 1,4-Diazabicyclo[2.2.2]octane, A14003, to a Michael acceptor, adds to the carbonyl group: Synth. Commun., 19, 2461 (1989). Reacts with activated arenes under Friedel-Crafts conditions, or with aryllithium or Grignard derivatives, to give aryl hydroxymalonates, hydrolysis and decarboxylation of which gives substituted mandelic acids: Org. Synth. Coll., 3, 326 (1955). Alternatively, they may be transformed reductively to arylmalonates and hence to ester enolates: J. Org. Chem., 47, 4692 (1982).
Notes
Moisture Sensitive. Store in cool dry place in tightly closed container. With good ventilation. Store away from oxidizing agent and water/moisture.Other References:Beilstein: 971873Merck: 14,5913
Grade Specifications
Grade Specifications
Hazard Statements :
Precautionary Statements :
| Pakage | 100g, 25g, 5g |
|---|---|
| brand | Alfa Aesar |
