Description

Ethyl (dimethoxyphosphinoyl)acetate (CAS No. 311-46-6) is a high-purity organophosphorus compound with the molecular formula C₆H₁₃O₅P. This specialty chemical is widely utilized in organic synthesis, pharmaceutical research, and agrochemical development due to its unique phosphoryl and ester functionalities. The IUPAC name for this compound is ethyl 2-dimethoxyphosphorylacetate, and it is characterized by its clear to pale yellow liquid appearance with a distinct ester-like odor.

Our product is rigorously tested to ensure >98% purity (GC) and is supplied in amber glass bottles under inert gas to maintain stability. It is soluble in common organic solvents such as dichloromethane, ethanol, and acetone but exhibits limited solubility in water. Researchers value this compound for its role as a versatile intermediate in Horner-Wadsworth-Emmons reactions and other carbon-carbon bond-forming processes.

Key identifiers include EINECS 206-222-6, DTXSID00185043, and DTXCID10107534. Proper storage at 2-8°C is recommended to prolong shelf life. Safety data sheets are available upon request.

Properties

• CAS Number: 311-46-6
• Complexity: 182
• IUPAC Name: ethyl 2-dimethoxyphosphorylacetate
• InChI: InChI=1S/C6H13O5P/c1-4-11-6(7)5-12(8,9-2)10-3/h4-5H2,1-3H3
• InChI Key: HUNISAHOCCASGM-UHFFFAOYSA-N
• Exact Mass: 196.05006051
• Molecular Formula: C6H13O5P
• Molecular Weight: 196.14
• SMILES: CCOC(=O)CP(=O)(OC)OC
• Topological: 61.8
• Monoisotopic Mass: 196.05006051
• Synonyms: 311-46-6, Ethyl (dimethoxyphosphinoyl)acetate, EINECS 206-222-6, DTXSID00185043, DTXCID10107534, 206-222-6, Ethyl dimethylphosphonoacetate, ethyl 2-(dimethoxyphosphoryl)acetate, ethyl 2-dimethoxyphosphorylacetate, Acetic acid, 2-(dimethoxyphosphinyl)-, ethyl ester, MFCD00015677, Ethyl (dimethoxyphosphoryl)acetate, Acetic acid, (dimethoxyphosphinyl)-, ethyl ester, XGA6D2ZB8Q, DIMETHYL(ETHOXYCARBONYLMETHYL)PHOSPHONATE, ethyl dimethyl phosphonoacetate, ethyl(dimethylphosphono)acetate, SCHEMBL639641, HUNISAHOCCASGM-UHFFFAOYSA-, BCP24421, ethyl[bis(methyloxy)phosphoryl]acetate, AKOS015899895, CS-W022647, ethyl [bis(methyloxy)phosphoryl]acetate, Dimethylphosphonoacetic Acid Ethyl Ester, AS-15164, SY006735, DB-047977, E1160, NS00029028, Ethyl dimethylphosphonoacetate, technical, >=90% (GC), InChI=1/C6H13O5P/c1-4-11-6(7)5-12(8,9-2)10-3/h4-5H2,1-3H3

Application

Ethyl (dimethoxyphosphinoyl)acetate serves as a key building block in organic synthesis, particularly in the preparation of α,β-unsaturated esters via Horner-Wadsworth-Emmons olefination reactions. In pharmaceutical research, this compound finds application in the synthesis of bioactive molecules with potential therapeutic effects. The agrochemical industry utilizes it as an intermediate for crop protection agents. Its dual functionality makes it valuable for creating complex molecular architectures in medicinal chemistry. Researchers also employ it in materials science for modifying polymer properties.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.