Dimethyl 2-oxopropylphosphonate
Dimethyl 2-oxopropylphosphonate (CAS: 4202-14-6) is a chemical compound with the linear formula CH3COCH2P(O)(OCH3)2 and a molecular weight of 166.11 g/mol. It functions as a valuable reagent in organic synthesis, particularly known for its role in C-C bond formation via olefination reactions. This compound is a key component in methods like the Horner-Wadsworth-Emmons reaction, facilitating the creation of carbon-carbon double bonds.
- IUPAC
- Dimethyl acetonylphosphonate
- Synonyms
- Dimethyl acetonylphosphonate
Alkynylation Reagent
Dimethyl 2-oxopropylphosphonate serves as a reagent in the one-pot alkynylation of aldehydes. It is typically used in conjunction with tosyl azide to achieve this transformation.
Horner-Wadsworth-Emmons Reagent
As a phosphonate ester, it is employed in the Horner-Wadsworth-Emmons (HWE) reaction, a variant of the Wittig reaction used for synthesizing alkenes. This methodology is crucial for C-C bond formation in complex molecule synthesis.
Chemical Synthesis
This compound is broadly applicable in chemical synthesis, offering a route to introduce specific functional groups and build molecular complexity. Its reactivity profile makes it a useful tool for synthetic chemists.
| Molecular weight | 166.11 |
|---|---|
| Linear formula | CH3COCH2P(O)(OCH3)2 |
| Assay | 95% |
| Boiling point | 76-79 °C/3 mmHg(lit.) |
| Density | 1.202 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.439(lit.) |
| Application | Reagent used together with tosyl azide in a one-pot alkynylation of aldehydes.1,2 |
| Protective equipment | Eyeshields, Gloves, half-mask respirator (EU), half-mask respirator (US), multi-purpose combination respirator cartridge (US) |
|---|---|
| Flash point | 93 °C / 199.4 °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 Dimethyl 2-oxopropylphosphonate used for?
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Dimethyl 2-oxopropylphosphonate is used as a reagent in organic synthesis, particularly for C-C bond formation via olefination reactions like the Horner-Wadsworth-Emmons reaction, and in the alkynylation of aldehydes when used with tosyl azide.
What is the CAS number and formula for Dimethyl 2-oxopropylphosphonate?
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The CAS number is 4202-14-6, and the linear formula is CH3COCH2P(O)(OCH3)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Dimethyl 2-oxopropylphosphonate with an assay of 95%. We do not represent this product as meeting USP, BP, or EP pharmacopoeia standards.
What are the safety and handling considerations for Dimethyl 2-oxopropylphosphonate?
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Dimethyl 2-oxopropylphosphonate has a flash point of 93 °C (199.4 °F) and is combustible. Appropriate personal protective equipment, including eyeshields, gloves, and respiratory protection, should be used when handling. Refer to the Safety Data Sheet for full details.
Is Dimethyl 2-oxopropylphosphonate a controlled substance?
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The provided data does not indicate that Dimethyl 2-oxopropylphosphonate is a controlled substance.
How is Dimethyl 2-oxopropylphosphonate packed and shipped?
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Dimethyl 2-oxopropylphosphonate is shipped according to relevant regulations (e.g., NA 1993 / PGIII). TSS is a global supplier and exporter, capable of meeting diverse shipping requirements.
How can I request a sample or quote for Dimethyl 2-oxopropylphosphonate?
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Please contact our sales team via the website or direct contact details to request a sample or a quotation for Dimethyl 2-oxopropylphosphonate.
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