2-(Triphenylphosphoranylidene)propionaldehyde
2-(Triphenylphosphoranylidene)propionaldehyde (CAS 24720-64-7) is an organophosphorus compound with the linear formula (C6H5)3P=C(CH3)CHO and a molecular weight of 318.35. This Wittig reagent serves as a valuable building block in organic synthesis, facilitating C-C bond formation. It is primarily employed as a reactant in various olefination reactions, contributing to the synthesis of complex organic molecules and pharmaceutical intermediates.
- IUPAC
- 1-Formylethylidenetriphenylphosphorane
- Synonyms
- 1-Formylethylidenetriphenylphosphorane
Wittig Reagent in Olefination
This compound is a key reactant in Wittig reactions, enabling the stereoselective synthesis of olefins. It is utilized in the preparation of specific molecular fragments, such as the C1-C14 segment of sarcoglaucol-16-one.
Synthesis of Pharmaceutical Intermediates
It serves as a crucial building block in the synthesis of potential therapeutic agents. Examples include the preparation of acitretin analogs with antitumor activity and phosphonic acid-containing inhibitors of IMPDH.
Complex Molecule Synthesis
The reagent is employed in the stereoselective synthesis of complex natural products and their analogs. This includes its use in the preparation of ring-expanded and epothilone-hybridized macrosphelide analogs.
| Molecular weight | 318.35 |
|---|---|
| Linear formula | (C6H5)3P=C(CH3)CHO |
| Assay | 98% |
| Application | Reactant for:• Preparation of acitretin analogs with antitumor activity1• Stereoselective synthesis of essential building blocks of phorboxazole A via hetero Diels-Alder and stereoselective hetero-Michael addition/equilibration2• Preparation of C1-C14 fragment of sarcoglaucol-16-one via Z-selective ando-type Horner-Wadsworth-Emmons olefination3• Wittig reactions4• Synthesis of ring-expanded and epothilone-hybridized macrosphelide analogs as apoptosis-inducing agents5• Preparation of phosphonic acid-containing analogs of mycophenolic acid as inhibitors of IMPDH6 |
| Melting point | 219-221 °C(lit.) |
| 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 2-(Triphenylphosphoranylidene)propionaldehyde used for?
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2-(Triphenylphosphoranylidene)propionaldehyde is primarily used as a Wittig reagent in organic synthesis for C-C bond formation and olefination reactions. It serves as a building block in the preparation of pharmaceutical intermediates and complex organic molecules.
What are the CAS number and linear formula for this compound?
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The CAS number is 24720-64-7, and the linear formula is (C6H5)3P=C(CH3)CHO.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product with a minimum assay of 98%. It is generally considered a research or technical grade chemical. TSS does not represent this product as USP, BP, or EP grade.
How should 2-(Triphenylphosphoranylidene)propionaldehyde be handled safely?
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Safe handling requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used. It has a WGK rating of 3 in Germany, indicating a higher level of hazard to water.
Can Tech Serve Solutions export this chemical globally?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including 2-(Triphenylphosphoranylidene)propionaldehyde.
How can I request a quote or sample?
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To request a quote or sample, please contact the Tech Serve Solutions sales team through our official website or designated contact channels.
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