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| | 2-HYDROXYETHYL PHOSPHONIC ACID Basic information |
| Product Name: | 2-HYDROXYETHYL PHOSPHONIC ACID | | Synonyms: | 2-HYDROXYETHYL PHOSPHONIC ACID;(2-hydroxyethyl)-phosphonicaci;BRN 1751212;2-Hydroxyethyl phosphonic acid, 97 %;2-Hydroxyethanephosphonic acid;Einecs 245-370-6;Phosphonic acid, (2-hydroxyethyl)-;P-(2-Hydroxyethyl)-phosphonic Acid | | CAS: | 22987-21-9 | | MF: | C2H7O4P | | MW: | 126.05 | | EINECS: | 245-370-6 | | Product Categories: | | | Mol File: | 22987-21-9.mol |  |
| | 2-HYDROXYETHYL PHOSPHONIC ACID Chemical Properties |
| Boiling point | 398.8±44.0 °C(Predicted) | | density | 1.611±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | DMSO (Sparingly), Methanol (Slightly) | | pka | 2.25±0.10(Predicted) | | form | Colourless to Red Thick Oil to Semi-Solid | | Appearance | Colorless to light yellow Viscous Liquid | | Stability: | Hygroscopic | | InChI | InChI=1S/C2H7O4P/c3-1-2-7(4,5)6/h3H,1-2H2,(H2,4,5,6) | | InChIKey | SEHJHHHUIGULEI-UHFFFAOYSA-N | | SMILES | P(CCO)(=O)(O)O |
| | 2-HYDROXYETHYL PHOSPHONIC ACID Usage And Synthesis |
| Uses | 2-Hydroxyethanephosphonic acid is an substrate used in the study of 2-hydroxyethylphosphonate dioxygenase reaction mechanism. 2-Hydroxyethanephosphonic Acid is also a required intermediate in labelled Fosfomycin (F727502) biosynthesis. | | Definition | ChEBI: A phosphonic acid consisting of ethanol with the phospho group at the 2-position. | | Synthesis | The general procedure for the synthesis of (2-hydroxyethyl)phosphonic acid from ethyl 2-(dimethoxyphosphono)acetate was as follows: to a 500 mL four-necked round-bottomed flask equipped with a heating jacket, thermocouples, a 10-pallet old Shore column and distillation head, were added sequentially dimethyl-2-(acetoxy)ethyl phosphonate (293 g, 1.5 mol), AMBERLYST-15 ion exchange resin (48 g) and water (72 g, 4 mol). The reaction mixture was heated to 100 °C. After 15 hours of reaction, the reaction temperature was raised to 105°C. During this process, the vapor temperature frequently reached 95 °C and the distillate was mainly water. Subsequently, about 150 g of additional water was added to the reaction system and the volatile components were removed under vacuum, resulting in 168 g (89% yield) of hydroxyethylphosphonic acid. The method avoids the use of stoichiometric HCl, thereby reducing the generation of corrosive and carcinogenic by-products (e.g., hydrochloric acid and methyl chloride), which are mainly methanol and methyl acetate, as compared to conventional methods. In addition, the method offers the advantage of easy recovery and reuse of the ion exchange resin. | | References | [1] Patent: US2015/361117, 2015, A1. Location in patent: Paragraph 0009
[2] Phosphorus and Sulfur and the Related Elements, 1982, vol. 13, p. 363 - 370 |
| | 2-HYDROXYETHYL PHOSPHONIC ACID Preparation Products And Raw materials |
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