Methyl diethylphosphonoacetate
- Product Name
- Methyl diethylphosphonoacetate
- CAS No.
- 1067-74-9
- Chemical Name
- Methyl diethylphosphonoacetate
- Synonyms
- POME;APAZ-027;NSC 147757;LABOTEST-BB LT00452673;Mirogabalin Impurity 59;DIETHYLMETHYLPHOSPHONOACETATE;Methyl 2-(diethoxyphosphoryl);METHYL DIETHYLPHOSPHONOACETATE;MethylDiethylphosphonoacetate>Diethyl methyl phosphonylacetate
- CBNumber
- CB9468917
- Molecular Formula
- C7H15O5P
- Formula Weight
- 210.16
- MOL File
- 1067-74-9.mol
Methyl diethylphosphonoacetate Property
- 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 temp.
- Sealed in dry,Room Temperature
- solubility
- Miscible with tetrahydrofuran.
- form
- 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)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- 158763
- Product name
- Methyl diethylphosphonoacetate
- Purity
- 97%
- Packaging
- 10g
- Price
- $59.99
- Updated
- 2025/07/31
- Product number
- 158763
- Product name
- Methyl diethylphosphonoacetate
- Purity
- 97%
- Packaging
- 50g
- Price
- $175
- Updated
- 2025/07/31
- Product number
- D2873
- Product name
- Methyl Diethylphosphonoacetate
- Purity
- >96.0%(GC)
- Packaging
- 5g
- Price
- $20
- Updated
- 2025/07/31
- Product number
- D2873
- Product name
- Methyl Diethylphosphonoacetate
- Purity
- >96.0%(GC)
- Packaging
- 25g
- Price
- $47
- Updated
- 2025/07/31
- Product number
- M301703
- Product name
- Methyl Diethylphosphonoacetate
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
Methyl diethylphosphonoacetate Chemical Properties,Usage,Production
Chemical Properties
Clear colorless to slightly yellow liquid
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.
reaction suitability
reaction type: C-C Bond Formation
Synthesis
64-17-5
67605-34-9
1067-74-9
TMSBr (90 μL, 0.691 mmol) was added to a solution of anhydrous CH2Cl2 (0.55 mL) of trimethyl phosphonoacetate (2; 50.3 mg, 0.276 mmol) at room temperature. After the reaction mixture was stirred under argon protection at room temperature for 5 h, the solvent was removed by vacuum evaporation to afford methyl 2-[bis[(trimethylmethylsilyl)oxy]phosphono}acetate (4), which was used for the next reaction without further purification. Subsequently, Ph3P (181 mg, 0.691 mmol) and I2 (175 mg, 0.691 mmol) were added to an anhydrous CHCl3 (1.8 mL) solution of 4 under argon protection. The reaction mixture was stirred at room temperature for 15 minutes and then imidazole (188 mg, 2.76 mmol) was added. Stirring was continued at room temperature for 15 minutes, then the reaction mixture was heated to 50°C and held for 30 minutes. Next, 2,2,2-trifluoroethanol (79 μl, 1.10 mmol) was added and the reaction mixture was stirred at 60°C for 5 hours. Upon completion of the reaction, the reaction mixture was filtered and the filtrate was evaporated under vacuum to give the crude product 1. The crude product was purified by column chromatography [silica gel PSQ 60B: n-hexane-EtOAc (2:1)] to give the final product methyl diethylphosphonoacetate (1; 82.3 mg, 94%) as a colorless oil.
References
[1] Synlett, 2018, vol. 29, # 11, p. 1461 - 1464
Methyl diethylphosphonoacetate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl diethylphosphonoacetate manufacturers
- Product
- Methyl diethylphosphonoacetate 1067-74-9
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-25
- Product
- Methyl diethylphosphonoacetate 1067-74-9
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-29
- Product
- Methyl diethylphosphonoacetate 1067-74-9
- Price
- US $20.00-1.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 20 tons
- Release date
- 2023-09-28