Triethyl 2-phosphonopropionate
Triethyl 2-phosphonopropionate (CAS 3699-66-9) is a chemical reagent with the linear formula (C2H5O)2P(O)CH(CH3)CO2C2H5 and a molecular weight of 238.22 g/mol. This compound serves as a valuable building block in organic synthesis. It is principally employed in C-C bond formation, particularly within Horner-Wadsworth-Emmons reactions and olefination processes, facilitating the creation of more complex molecular structures.
- IUPAC
- 2-(Diethoxyphosphoryl)propionic acid ethyl ester
- Synonyms
- 2-(Diethoxyphosphoryl)propionic acid ethyl ester
Horner-Wadsworth-Emmons Reactions
Triethyl 2-phosphonopropionate is a key reagent in Horner-Wadsworth-Emmons (HWE) reactions, enabling the stereoselective synthesis of $\alpha$,$\beta$-unsaturated esters from aldehydes and ketones.
C-C Bond Formation
This phosphonate ester is instrumental in forming carbon-carbon bonds, a fundamental transformation in organic chemistry. It participates in various olefination reactions to construct alkene functionalities.
Synthesis of Floresolide B
The compound has been utilised as a reactant in intramolecular conjugate addition reactions for the specific synthesis of the complex natural product, floresolide B.
Gamma-Butyrolactone Synthesis
It plays a role in chemoenzymatic one-pot syntheses, contributing to the efficient production of chiral $\gamma$-butyrolactones.
Asymmetric Synthesis
Triethyl 2-phosphonopropionate is involved in enantioselective synthesis pathways, such as the preparation of spiroindane di-Me acetic acid via asymmetric hydrogenation.
| Molecular weight | 238.22 |
|---|---|
| Linear formula | (C2H5O)2P(O)CH(CH3)CO2C2H5 |
| Assay | 98% |
| Boiling point | 143-144 °C/12 mmHg(lit.) |
| Density | 1.111 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.431(lit.) |
| Application | Reactant involved in:• Intramolecular conjugate addition for the synthesis of floresolide B1• Chemoenzymatic one-pot synthesis of γ-butyrolactones2• Enantioselective synthesis of spiroindane di-Me acetic acid via asymmetric hydrogenation3• Stereoselective intramolecular Diels-Alder reactions4,5• Horner-Wadsworth-Emmons reactions6 |
| Protective equipment | Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 89 °C / 192.2 °F |
| Transport (UN / ADR) | NA 1993 / PGIII |
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Triethyl 2-phosphonopropionate used for?
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Triethyl 2-phosphonopropionate (CAS 3699-66-9) is primarily used as a reagent in organic synthesis, particularly for C-C bond formation through Horner-Wadsworth-Emmons reactions and olefination processes. It is also involved in the synthesis of specific compounds like floresolide B and $\gamma$-butyrolactones.
What is the CAS number and chemical formula for Triethyl 2-phosphonopropionate?
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The CAS number for Triethyl 2-phosphonopropionate is 3699-66-9. Its linear formula is (C2H5O)2P(O)CH(CH3)CO2C2H5.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Triethyl 2-phosphonopropionate with a minimum assay of 98%. This product is not classified as USP, BP, or EP grade. TSS does not represent this product as suitable for pharmaceutical, food, or nutraceutical applications.
How should Triethyl 2-phosphonopropionate be handled safely?
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Triethyl 2-phosphonopropionate has a flash point of 89 °C (192.2 °F). Handling requires appropriate personal protective equipment, including eyeshields and chemical-resistant gloves. Use in a well-ventilated area or with respiratory protection (e.g., type ABEK respirator filter or multi-purpose combination cartridge) is advised. It is classified under NA 1993 / PGIII for transport.
Is Triethyl 2-phosphonopropionate a controlled substance?
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Based on the provided data, Triethyl 2-phosphonopropionate (CAS 3699-66-9) is not indicated as a controlled substance.
How can I request a sample or quote for Triethyl 2-phosphonopropionate?
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To request a sample or a quote for Triethyl 2-phosphonopropionate, please contact the TSS sales department through our website or by phone. Our team will be pleased to assist you with your requirements.
How is Triethyl 2-phosphonopropionate typically packed and shipped?
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Triethyl 2-phosphonopropionate is typically packed in suitable containers to ensure stability and safety during transit. It is exported globally by TSS, adhering to all relevant transportation regulations, including classification as NA 1993 / PGIII.
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