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| | DIETHYL DIMETHYLMALONATE Basic information |
| Product Name: | DIETHYL DIMETHYLMALONATE | | Synonyms: | 2,2-dimethyl-malonicaciddiethylester;Diethyl 2,2-dimethylmalonate;Malonic acid, dimethyl-, diethyl ester;DIETHYL DIMETHYLMALONATE;Dimethylmalonic Acid Diethyl Ester;2,2-Dimethylpropanedioic acid diethyl ester;Diethyl dimethylmalonate,97%;Propanedioic acid, 2,2-diMethyl-, 1,3-diethyl ester | | CAS: | 1619-62-1 | | MF: | C9H16O4 | | MW: | 188.22 | | EINECS: | 216-582-6 | | Product Categories: | C8 to C9;Carbonyl Compounds;Esters;Pharmaceutical Intermediates | | Mol File: | 1619-62-1.mol |  |
| | DIETHYL DIMETHYLMALONATE Chemical Properties |
| Melting point | -30.4°C | | Boiling point | 192 °C (lit.) | | density | 0.991 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.412(lit.) | | Fp | 160 °F | | storage temp. | Sealed in dry,Room Temperature | | form | Liquid | | color | Clear colorless | | InChI | 1S/C9H16O4/c1-5-12-7(10)9(3,4)8(11)13-6-2/h5-6H2,1-4H3 | | InChIKey | UELKSYXXNGHTSE-UHFFFAOYSA-N | | SMILES | CCOC(=O)C(C)(C)C(=O)OCC |
| Hazard Codes | Xn | | Risk Statements | 22-52/53 | | Safety Statements | 24/25-61 | | WGK Germany | 3 | | HS Code | 29171900 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Acute Tox. 4 Oral |
| | DIETHYL DIMETHYLMALONATE Usage And Synthesis |
| Chemical Properties | CLEAR COLOURLESS LIQUID | | Uses | Diethyl dimethylmalonate forms adducts with α,α,α′,α′-tetraaryl-1,3-dioxolane-4,5-dimethanol based titanium catalysts. | | General Description | Diethyl dimethylmalonate forms adducts with α,α,α′,α′-tetraaryl-1,3-dioxolane-4,5-dimethanol based titanium catalysts. | | Synthesis | 1) Synthesis of diethyl 2,2-dimethylmalonate (Compound 1-2): Dissolve sodium (36 g, 1.56 mol) in 800 mL of anhydrous ethanol and cool in an ice water bath. Slowly add diethyl malonate (compound 1-1) (100 g, 0.62 mol) dropwise. After completion of the dropwise addition, continue the slow dropwise addition of iodomethane (97.3 mL, 1.56 mol). After completion of the dropwise addition, the ice water bath was removed and the reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, 1000 mL of water was added to the mixture and extracted three times with 1000 mL of ethyl acetate. The organic phases were combined, washed with saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The desiccant was removed by filtration and the filtrate was concentrated to give the crude product Compound 1-2 as a light yellow oil (102.1 g, 87.5% yield), which could be used in the next reaction without further purification. | | References | [1] Molecules, 2016, vol. 21, # 5,
[2] Patent: US2014/179638, 2014, A1. Location in patent: Page/Page column
[3] Synthesis, 1985, # 1, p. 54 - 55
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992, # 3, p. 365 - 368
[5] Patent: WO2015/95227, 2015, A2. Location in patent: Page/Page column 101 |
| | DIETHYL DIMETHYLMALONATE Preparation Products And Raw materials |
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