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| | TERT-BUTYL METHYL MALONATE Basic information |
| | TERT-BUTYL METHYL MALONATE Chemical Properties |
| Melting point | -10 °C | | Boiling point | 80 °C11 mm Hg(lit.) | | density | 1.03 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.415(lit.) | | Fp | 175 °F | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | pka | 11.83±0.46(Predicted) | | form | Liquid | | color | Clear colorless to slightly yellow | | BRN | 1772136 | | InChI | InChI=1S/C8H14O4/c1-8(2,3)12-7(10)5-6(9)11-4/h5H2,1-4H3 | | InChIKey | XPSYZCWYRWHVCC-UHFFFAOYSA-N | | SMILES | C(OC(C)(C)C)(=O)CC(OC)=O |
| Safety Statements | 23-24/25 | | WGK Germany | 3 | | HS Code | 29171900 |
| | TERT-BUTYL METHYL MALONATE Usage And Synthesis |
| Chemical Properties | clear colorless to slightly yellow liquid | | General Description | tert-Butyl methyl malonate is an ester. Stereospecific Pd(O)-catalyzed addition of tert-butyl methyl malonate to allylic carbonates is reported. | | Synthesis | To a 200 mL round bottom flask equipped with a magnetic stirrer was added mono-tert-butyl malonate (3.0 g, 18.7 mmol) and methanol (70 mL). To this solution was added hafnium(IV) chloride tetrahydrofuran complex (1:2) (88 mg, 0.19 mmol). The reaction mixture was stirred at room temperature for 48 hours. After completion of the reaction, saturated saline was added to the mixture and extracted with dichloromethane (3 x 70 mL). The organic layers were combined, dried with anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate = 50:50) to afford the target compound tert-butyl methyl malonate (3.0 g, 91% yield) as a colorless oily liquid.1H NMR (400 MHz, CDCl3) δ 3.74 (s, 3H), 3.30 (s, 2H), 1.47 (s, 9H); 13C NMR ( 100 MHz, CDCl3) δ 167.5, 165.8, 82.1, 52.3, 42.7, 27.9; HR-FAB MS m/z calculated value C8H15O4 [M+H]+ 175.0883, measured value 175.0875. | | References | [1] Tetrahedron Asymmetry, 2015, vol. 26, # 4, p. 214 - 218 |
| | TERT-BUTYL METHYL MALONATE Preparation Products And Raw materials |
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