1-(Triphenylphosphoranylidene)-2-propanone
1-(Triphenylphosphoranylidene)-2-propanone (CAS 1439-36-7) is a Wittig reagent with a molecular weight of 318.35 g/mol. This organophosphorus compound is a valuable synthetic tool, primarily employed in olefination reactions for C-C bond formation. It serves as a key reactant in the synthesis of various organic molecules, including complex natural products and functionalized intermediates, offering precise control in synthetic pathways.
- IUPAC
- (2-Oxopropylidene)triphenylphosphorane,Acetylmethylene-triphenylphosphorane,Methyl (triphenylphosphoranylidene)methyl ketone,NSC 407394
- Synonyms
- (2-Oxopropylidene)triphenylphosphoraneAcetylmethylene-triphenylphosphoraneMethyl (triphenylphosphoranylidene)methyl ketoneNSC 407394
Synthesis of Indane Derivatives
This compound is utilized as a reactant in cascade reactions of enals, enabling the enantioselective synthesis of indane derivatives, contributing to the creation of complex cyclic structures.
Indole Synthesis
It plays a role in the enantioselective conjugate addition for the synthesis of alpha-branched indoles, facilitating the construction of substituted indole frameworks.
Olefination Reactions
As a Wittig reagent, it is broadly applied in olefination reactions to form carbon-carbon double bonds, essential for constructing unsaturated organic molecules.
Natural Product Synthesis
This reagent has been employed in the asymmetric synthesis of natural products, such as (+)-awajanomycin via asymmetric allylboration, showcasing its utility in complex molecule construction.
| Molecular weight | 318.35 |
|---|---|
| Linear formula | CH3COCH=P(C6H5)3 |
| Assay | 99% |
| Application | Reactant for: • Cascade reactions of enals for enantioselective synthesis of indane derivatives1• Enantioselective conjugate addition for synthesis of α-branched indoles2• Synthesis of 1,2-dioxanes with antitrypanosomal activity3• Asymmetric allylboration for enantioselective synthesis of (+)-awajanomycin4• Domino Suzuki / Heck coupling reactions for preparation of fluorenylidenes5• Synthesis of amphibian pyrrolizidine alkaloids via allylic aminations6• Synthesis of silicon-containing acyclic dienone musk odorants7 |
| Melting point | 203-205 °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 1-(Triphenylphosphoranylidene)-2-propanone used for?
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1-(Triphenylphosphoranylidene)-2-propanone is primarily used as a Wittig reagent in olefination reactions for C-C bond formation, and as a reactant in the synthesis of indane derivatives, alpha-branched indoles, 1,2-dioxanes, and natural products.
What is the CAS number and formula for 1-(Triphenylphosphoranylidene)-2-propanone?
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The CAS number is 1439-36-7 and the linear formula is CH3COCH=P(C6H5)3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 1-(Triphenylphosphoranylidene)-2-propanone with a minimum purity of 99%. TSS does not represent this product as USP, BP, EP, or other pharmacopoeia grades.
What are the safety and handling precautions for this chemical?
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Handling requires protective equipment including eyeshields and gloves. A respirator filter (type N95 or P1) is recommended. The substance has a WGK Germany rating of 3, indicating it is hazardous.
How is 1-(Triphenylphosphoranylidene)-2-propanone packed, shipped, and exported?
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Tech Serve Solutions professionally packs, ships, and exports fine chemicals globally, adhering to all relevant regulations for safe transport.
How can I request a quote or sample?
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To request a quote or sample, please contact our sales team through the website or by phone, providing the product name and CAS number (1439-36-7).
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