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| | HYDROXYPIVALIC ACID METHYL ESTER Basic information |
| Product Name: | HYDROXYPIVALIC ACID METHYL ESTER | | Synonyms: | HYDROXYPIVALIC ACID METHYL ESTER;METHYL HYDROXYPIVALATE;METHYL 2,2-DIMETHYL-3-HYDROXYPROPIONATE;2,2-DIMETHYL-3-HYDROXYPROPIONIC ACID METHYL ESTER;methyl 3-hydroxypivalate;AI3-28360;HYDROXY PIVALIC ACID METHYL ESTERS;2,2-Dimethyl-3-hydroxypropanoic acid methyl ester | | CAS: | 14002-80-3 | | MF: | C6H12O3 | | MW: | 132.16 | | EINECS: | 237-805-3 | | Product Categories: | C6 to C7;Carbonyl Compounds;Esters | | Mol File: | 14002-80-3.mol |  |
| | HYDROXYPIVALIC ACID METHYL ESTER Chemical Properties |
| Melting point | -16 °C | | Boiling point | 177-178 °C740 mm Hg(lit.) | | density | 1.036 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.428(lit.) | | Fp | 169 °F | | storage temp. | Sealed in dry,Room Temperature | | Water Solubility | Soluble in water | | form | Liquid | | pka | 14.21±0.10(Predicted) | | color | Clear colorless | | InChI | InChI=1S/C6H12O3/c1-6(2,4-7)5(8)9-3/h7H,4H2,1-3H3 | | InChIKey | KJRFTNVYOAGTHK-UHFFFAOYSA-N | | SMILES | C(OC)(=O)C(C)(C)CO |
| | HYDROXYPIVALIC ACID METHYL ESTER Usage And Synthesis |
| Chemical Properties | Clear colorless liquid | | Synthesis Reference(s) | Journal of the American Chemical Society, 85, p. 1460, 1963 DOI: 10.1021/ja00893a017 | | Synthesis Reference(s) | The Journal of Organic Chemistry, 41, p. 585, 1976 DOI: 10.1021/jo00865a049 | | General Description | Kinetics of decomposition of methyl 2,2-dimethyl-3-hydroxypropionate to methyl isobutyrate and formaldehyde in a static system has been investigated. | | Synthesis | 3-Hydroxy-2,2-dimethylpropionic acid (15.00 g, 127.0 mmol) was dissolved in methanol (200 mL), concentrated sulfuric acid (13.5 g, 254 mmol) was added, and the reaction was stirred under reflux conditions for 16 hours. After completion of the reaction, the reaction mixture was concentrated under vacuum, diluted with ethyl acetate (100 mL) and washed sequentially with water (2 x 50 mL), saturated aqueous sodium bicarbonate solution (50 mL), water (50 mL) and brine (50 mL). The organic phase was dried with anhydrous sodium sulfate and the organic solvent was subsequently removed under vacuum to afford methyl 3-hydroxy-2,2-dimethylpropionate (6.4 g, 57.2% yield) as a colorless liquid.1H NMR (400 MHz, DMSO-d6) δ: 3.71 (s, 3H), 3.56 (s, 2H), 2.05-2.04 (m, 1H), 1.19 ( s, 6H). | | References | [1] Patent: WO2014/145023, 2014, A1. Location in patent: Paragraph 0390
[2] Bulletin de la Societe Chimique de France, 1904, vol. <3>31, p. 129 |
| | HYDROXYPIVALIC ACID METHYL ESTER Preparation Products And Raw materials |
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