HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl diethylphosphonoacetate
Methyl 2-(diethoxyphosphoryl)acetate · POME · diethyl methoxycarbonylmethyl phosphonate · APAZ-027 · NSC 147757 · LABOTEST-BB LT00452673 · Mirogabalin Impurity 59 · DIETHYLMETHYLPHOSPHONOACETATE
Identifiers & Physical Properties
| CAS No. | 1067-74-9 |
|---|---|
| Molecular formula | C7H15O5P |
| Average molar mass | 210.16 g/mol |
| Monoisotopic mass | 210.06571021 g/mol |
| SMILES | CCOP(=O)(CC(=O)OC)OCC |
| InChIKey | CTSAXXHOGZNKJR-UHFFFAOYSA-N |
| PubChem CID | 66113 |
| EC No. | 213-938-2 |
| DTXSID | DTXSID50147732 |
Chemical & Physical Properties
| XLogP | 0.1 |
|---|---|
| Topological polar surface area | 61.8 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 5 |
| Rotatable bonds | 7 |
| Heavy atoms | 13 |
| Formal charge | 0 |
| Complexity | 193 |
| Boiling point | 127-131 °C9 mm Hg(lit.) |
| Density | 1.145 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.433(lit.) |
| Flash point | >230 °F |
| Storage conditions | Sealed in dry,Room Temperature |
| Solubility | Miscible with tetrahydrofuran. |
| Physical state | Liquid |
| Color | Clear colorless to faint yellow |
| BRN | 1782397 |
| InChI | InChI=1S/C7H15O5P/c1-4-11-13(9,12-5-2)6-7(8)10-3/h4-6H2,1-3H3 |
| InChIKey | CTSAXXHOGZNKJR-UHFFFAOYSA-N |
| SMILES | C(OC)(=O)CP(OCC)(OCC)=O |
| CAS DataBase Reference | 1067-74-9(CAS DataBase Reference) |
| NIST Chemistry Reference | Acetic acid, phosphono-, p,p-diethyl c-methyl ester(1067-74-9) |
| UNSPSC Code | 12352108 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H315-H319 |
| GHS precautionary statements | P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
| Water hazard class (WGK) | 3 |
| F | 10 |
| Customs code | 29310095 |
| Storage class | 10 - Combustible liquids |
| Hazard class | Eye Irrit. 2Skin Irrit. 2 |
Safety & Regulations
| GHS classification | WarningH315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Diethyl methoxycarbonylmethanephosphonate: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Irrit. 2 (97.9%) |
| F | 10 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| Customs code | 29310095 |
| Risk statements (R) | 36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| Safety statements (S) | 26-36 |
| Storage class | 10 - Combustible liquids |
| GHS hazard statements | H315-H319 |
| Hazard class | Eye Irrit. 2Skin Irrit. 2 |
| GHS precautionary statements | P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313 |
Applications & Uses
Uses
Methyl diethylphosphonoacetate is used as a reagent in the preparation of allylic fluorides compounds and in regioselective Diels-Alder reactions. It also serves as a reactant in the preparation of substituted thiophenes and furans, which finds application in type 2 diabetes treatment. Further, it acts as a precursor in the synthesis of pyridone alkaloids and immunosuppressive cyclopentanediol derivatives. In addition to this, it is utilized in the modification of botulinum neurotoxin serotype A protease inhibitors.