Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate
Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate (CAS 13148-05-5) is a white to off-white solid with a molecular weight of 390.41 g/mol. This Wittig reagent serves as a valuable intermediate in organic synthesis, particularly for C-C bond formation and olefination reactions. Its applications include the synthesis of substituted cyclopentanones and pyranones, making it a useful tool for chemists in various research and development settings.
- IUPAC
- 3-Oxo-4-(triphenylphosphoranylidene)butanoic acid ethyl ester,4-(Triphenylphosphoranylidene)acetoacetic acid ethyl ester,[3-(Ethoxycarbonyl)-2-oxopropylidene]triphenylphosphorane
- Synonyms
- 3-Oxo-4-(triphenylphosphoranylidene)butanoic acid ethyl ester4-(Triphenylphosphoranylidene)acetoacetic acid ethyl ester[3-(Ethoxycarbonyl)-2-oxopropylidene]triphenylphosphorane
Synthesis of 4-Hydroxycyclopentanones
This compound can be reacted with glyoxals in a single step to efficiently produce 4-hydroxycyclopentanones, a class of cyclic ketones.
Preparation of 2H-Pyran-2-ones
It is employed in the synthesis of 2H-pyran-2-ones, a significant group of heterocyclic compounds, through reactions with oxazolones.
C-C Bond Formation
As a Wittig reagent, it facilitates the formation of new carbon-carbon bonds, a fundamental transformation in organic chemistry.
Olefination Reactions
This reagent is utilized in olefination processes, enabling the conversion of carbonyl compounds into alkenes.
| Molecular weight | 390.41 |
|---|---|
| Linear formula | (C6H5)3P=CHCOCH2CO2C2H5 |
| Assay | 97% |
| Application | Can be coupled with glyoxals in a one-step route to 4-hydroxycyclopentanones.1 Also used to prepare 2H-pyran-2-ones from oxazolones.2 |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| 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 Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate used for?
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Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate is primarily used for C-C bond formation and olefination reactions in chemical synthesis. It is particularly useful for preparing 4-hydroxycyclopentanones from glyoxals and 2H-pyran-2-ones from oxazolones.
What are the CAS number and molecular formula for this product?
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The CAS number is 13148-05-5. The linear formula is (C₆H₅)₃P=CHCOCH₂CO₂C₂H₅.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate with an assay of 97%. We do not represent this product as USP, BP, EP, or pharmacopoeia grade.
What are the safety and handling precautions for this chemical?
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This compound has a WGK Germany classification of 3, indicating it is hazardous. Recommended personal protective equipment includes eyeshields, gloves, and a type N95 (US) or type P1 (EN143) respirator filter. Handle with appropriate caution in a well-ventilated area.
How is this chemical packed and shipped?
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Tech Serve Solutions ensures products are appropriately packed and exported globally according to international shipping regulations for fine chemicals.
How can I request a sample or a quote?
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Please contact our sales team directly through the website or by phone to request a sample or a quote for Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate.
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