|
| | 2-Chloro-1,3,2-dioxaphospholane-2-oxide Basic information |
| Product Name: | 2-Chloro-1,3,2-dioxaphospholane-2-oxide | | Synonyms: | 2-Chloro-1,3-dioxa-2-phosphacyclopentane 2-oxide;Ethylene chlorophosphate, tech. 90%;2-Chloro-2-oxo-1,3,2-dioxaphospholane, Ethylene cycl-chlorophosphate;2-Chloro-1,3,2-dioxaphospholane-2-oxide, Ethylene cycl-chlorophosphate;1,3,2-Dioxaphospholane, 2-chloro-, 2-oxide;CYCLIC CHLOROPHOSPHATE;Ethylene glycol chlorophosphate, 95%;2-Chloro-1,3,2-dioxaphospholane-2-oxide,95% | | CAS: | 6609-64-9 | | MF: | C2H4ClO3P | | MW: | 142.48 | | EINECS: | 229-560-6 | | Product Categories: | Biochemistry;Nucleosides, Nucleotides & Related Reagents;Phosphorylating and Phosphorothioating Agents;Phosphorylation;Protecting Agents, Phosphorylating Agents & Condensing Agents;Synthetic Organic Chemistry | | Mol File: | 6609-64-9.mol |  |
| | 2-Chloro-1,3,2-dioxaphospholane-2-oxide Chemical Properties |
| Melting point | 12-14 °C | | Boiling point | 89-91 °C0.8 mm Hg(lit.) | | density | 1.55 g/mL at 25 °C(lit.) | | vapor pressure | 1.06hPa at 25℃ | | refractive index | n20/D 1.45(lit.) | | Fp | >230 °F | | storage temp. | -20°C | | solubility | Chloroform (Soluble), Ethyl Acetate (Slightly) | | form | Solid or Film | | color | White to off-white | | Water Solubility | Miscible with water and chloroform. | | Sensitive | Moisture Sensitive | | BRN | 606582 | | Stability: | Extremely moisture sensitive | | InChIKey | SBMUNILHNJLMBF-UHFFFAOYSA-N | | LogP | -0.485 at 25℃ and pH7 | | CAS DataBase Reference | 6609-64-9(CAS DataBase Reference) |
| Hazard Codes | C | | Risk Statements | 14-34 | | Safety Statements | 26-36/37/39-45-8-25-27 | | RIDADR | UN 3265 8/PG 2 | | WGK Germany | 3 | | F | 10 | | HazardClass | 8 | | PackingGroup | II | | HS Code | 29209090 |
| | 2-Chloro-1,3,2-dioxaphospholane-2-oxide Usage And Synthesis |
| Chemical Properties | clear colourless liquid | | Uses | 2-Chloro-1,3,2-dioxaphospholane 2-oxide may be used in the synthesis of:
- 2-methacryloyloxyethylphosphorylcholine
- miltefosine (hexadecylphosphocholine, MT) analogs
- phosphoric acid 2-trimethylamino-ethyl ester undec-10-enyl ester
- uridine nucleolipid, (2′,3′-O-16-hentriacontanyliden-uridine-5′-phosphocholine, PUPC)
- adenosine nucleoamphiphile, (2′,3′-O-16-hentriacontanyliden-adenosine-5′-phosphocholine, PAPC)
- structurally related phospholipids which are either conformationally restricted or flexible
- phosphatidylcholines
| | Uses | 2-Chloro-1,3,2-dioxaphospholane-2-oxide is used in the synthesis of α-naphthylphosphorylcholine as a method to detect phospholipase C activity. | | Uses | Ethylene chlorophosphate is used in the syntheses of 2-methacryloyoxyethylphophocholine, phosphatidylcholines, 2',3'-O-16-hentriacontanyliden-adenosine-5'-phosphocholine and hexadecylphosphocholine. It is also involved the synthesis of alpha-naphthylphosphorylcholine, which is used to detect phospholipase C activity. It is an important reactant for the synthesis of a zwitterionic silane, UV-polymerizable lipids utilizing Chabrier reaction and block copolymers of poly(aliphatic ester) clickable polyphosphoester. | | General Description | 2-Chloro-1,3,2-dioxaphospholane 2-oxide (COP) is a cyclic chlorophosphate reagent that can be prepared from 2-chloro-1,3,2-dioxaphospholane by reacting with molecular oxygen. | | Purification Methods | It should be distilled under high vacuum as some polymerisation occurs at -1atmospheric pressure. It has IR bands at 3012, 2933, 1477, 1366, 1325, 1040, 924 and 858 cm . It is hydrolysed to HOCH2CH2OPO3H2 in 30minutes in H2O at 100o [IR: Cox & Westheimer J Am Chem Soc 80 5441 1958]. [Beilstein 1 IV 2419.] |
| | 2-Chloro-1,3,2-dioxaphospholane-2-oxide Preparation Products And Raw materials |
| Raw materials | 2-Chloro-1,3,2-dioxaphospholane-->1,2-Bis(trimethylsilyloxy)ethane-->Ethylene glycol | | Preparation Products | 1,3,2-Dioxaphospholane, 2-ethoxy-, 2-oxide-->2-Hydroxy-1,3,2-dioxaphospholane 2-oxide-->1,3,2-Dioxaphospholane, 2-(2,2,2-trifluoroethoxy)-, 2-oxide |
|
