|
|
| | 2-CHLORO-3-OXO-SUCCINIC ACID DIETHYL ESTER Basic information |
| Product Name: | 2-CHLORO-3-OXO-SUCCINIC ACID DIETHYL ESTER | | Synonyms: | DIETHYL 2-CHLORO-3-OXOSUCCINATE;2-CHLORO-3-OXO-SUCCINIC ACID DIETHYL ESTER;Chlorooxalacetic Acid Diethyl Ester;Diethyl Chlorooxalacetate;Diethyl 2-chloro-3-oxobutane-1,4-dioate;diethyl 2-chloro-3-oxobutanedioate;Diethyl 2-chlorooxalacetate, technical, 90%;2-Chloro-3-oxo butanedioic acid 1,4-diethyl ester | | CAS: | 34034-87-2 | | MF: | C8H11ClO5 | | MW: | 222.62 | | EINECS: | 200-589-5 | | Product Categories: | 34034-87-2 | | Mol File: | 34034-87-2.mol |  |
| | 2-CHLORO-3-OXO-SUCCINIC ACID DIETHYL ESTER Chemical Properties |
| Boiling point | 130 °C / 9mmHg | | density | 1.23 | | refractive index | 1.4480 | | Fp | 108℃ | | storage temp. | 0-10°C | | pka | 5.24±0.46(Predicted) | | form | clear liquid | | color | White to Yellow to Green |
| Hazard Codes | Xi | | Hazard Note | Irritant | | HS Code | 2918300090 |
| | 2-CHLORO-3-OXO-SUCCINIC ACID DIETHYL ESTER Usage And Synthesis |
| Synthesis | NaOtBu (96.1 g, 1.0 mol) was dissolved in THF (1 L) and the solution was cooled to 0°C. A mixture of ethyl chloroacetate (107 mL, 1.0 mol) and diethyl oxalate (136 mL, 1.0 mol) was added slowly and dropwise at this temperature under vigorous mechanical stirring. After the reaction mixture was stirred overnight at room temperature, an aqueous HCl solution (90 mL of concentrated hydrochloric acid mixed with 400 mL of water) was added. The resulting solution was extracted with CH2Cl2 (3 x 200 mL). The organic layers were combined, dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by reduced pressure distillation (boiling point range 110-140°C, pressure 10 torr). The product diethyl 2-chloro-3-oxosuccinate was obtained 157.6 g in 71% yield.1H NMR (CDCl3, 400 MHz) δ= 1.31 (t, J = 7.2Hz, 3H), 1.39 (t, J = 7.2Hz, 3H), 4.31 (q, J = 7.2Hz, 2H), 4.39 (q, J = 7.2Hz, 2H), 4.39 (q, J = 7.2Hz, 2H) 5.46 (s, 1H). | | References | [1] European Journal of Medicinal Chemistry, 2018, vol. 154, p. 367 - 391
[2] Patent: CN104177296, 2017, B. Location in patent: Paragraph 0043; 0044; 0045
[3] Macromolecules, 2011, vol. 44, # 23, p. 9146 - 9154
[4] Chemische Berichte, 1910, vol. 43, p. 3529
[5] Bulletin des Societes Chimiques Belges, 1975, vol. 84, p. 341 - 360 |
| | 2-CHLORO-3-OXO-SUCCINIC ACID DIETHYL ESTER Preparation Products And Raw materials |
|