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| | Diethyl diallylmalonate Basic information |
| Product Name: | Diethyl diallylmalonate | | Synonyms: | Diethyl 2,2-diallylmalonate , Tech.;2,2-(Diallyl)malonic acid diethyl ester;Di-2-propenylpropanedioic acid diethyl ester;Diethyl diallylmalonate 98%;Diethyl-2-allyl-2-butenylmalonate;Malonic acid, diallyl-, diethyl ester;Propanedioic acid, di-2-propenyl-, diethyl ester;DIALLYLMALONIC ACID DIETHYL ESTER | | CAS: | 3195-24-2 | | MF: | C13H20O4 | | MW: | 240.3 | | EINECS: | 221-696-4 | | Product Categories: | monomer;Aliphatics;Esters;C12 to C63;Carbonyl Compounds | | Mol File: | 3195-24-2.mol |  |
| | Diethyl diallylmalonate Chemical Properties |
| Boiling point | 128-130 °C/12 mmHg (lit.) | | density | 0.994 g/mL at 25 °C (lit.) | | vapor pressure | 4.266Pa at 25℃ | | refractive index | n20/D 1.446(lit.) | | Fp | >230 °F | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform, DMSO, Methanol | | form | Oil | | color | Clear Colourless | | Water Solubility | Sparingly Soluble in water. (0.72 g/L) (25°C) | | BRN | 1790529 | | InChI | 1S/C13H20O4/c1-5-9-13(10-6-2,11(14)16-7-3)12(15)17-8-4/h5-6H,1-2,7-10H2,3-4H3 | | InChIKey | LYUUVYQGUMRKOV-UHFFFAOYSA-N | | SMILES | CCOC(=O)C(CC=C)(CC=C)C(=O)OCC | | LogP | 3.46 | | CAS DataBase Reference | 3195-24-2(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | WGK Germany | 3 | | HS Code | 2917198090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | Diethyl diallylmalonate Usage And Synthesis |
| Uses | Diethyl diallylmalonate is the starting material for enantioselective synthesis of carbocyclic nucleoside analogues. It is also used as Low catalyst loading in ring-closing metathesis reaction. Cationic nickel (with monodentate phosphoramidites and Wilkes azaphospholene as ligands) catalyzed cycloisomerisation of diethyl diallylmalonate has been reported. | | Definition | ChEBI: Diethyl diallylmalonate is a fatty acid ester. | | General Description | Low catalyst loading in ring-closing metathesis reaction of diethyl diallylmalonate has been reported. Cationic nickel (with monodentate phosphoramidites and Wilke′s azaphospholene as ligands) catalyzed cycloisomerisation of diethyl diallylmalonate has been reported. | | Synthesis | To a mixture of diethyl malonate (10 g, 62.5 mmol) and allyl bromide (14.25 g, 187.5 mmol), a concentrated solution of sodium ethanolate (70 mL ethanol solution of 8.6 g sodium) was slowly added between 5-10C with continuous stirring. After the addition of sodium ethoxide, the reaction mixture was stirred at the same temperature for another 1 h. The cold water bath was then removed and the mixture was stirred at room temperature overnight. The excess solvent was removed and the residue was added to water and extracted with ethyl acetate. The organic phase was dried over Na2SO4 and evaporated to give a light yellow liquid. The crude substance was purified by vacuum distillation to give a colorless liquid. |
| | Diethyl diallylmalonate Preparation Products And Raw materials |
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