Propyltriphenylphosphonium bromide
Propyltriphenylphosphonium bromide (CAS: 6228-47-3) is a chemical compound with the formula CH3CH2CH2P(C6H5)3Br and a molecular weight of 385.28 g/mol. It is a Wittig reagent widely used in organic synthesis. This compound is particularly valuable for C-C bond formation, serving as a key reactant in various olefination and epoxidation reactions. Its utility extends to chemical synthesis, making it a staple in research and development laboratories.
- IUPAC
- NSC 50539
Wittig Reagent for Olefination
Propyltriphenylphosphonium bromide is employed as a Wittig reagent to facilitate the formation of carbon-carbon double bonds through the Wittig reaction, enabling the synthesis of alkenes.
Catalyst in Carboxylation
This compound acts as a catalyst for the carboxylation of styrene oxide, contributing to the synthesis of specific organic acids.
Epoxidation of Arylalkenes
It serves as a reactant in the epoxidation of arylalkenes, a process crucial for generating epoxide intermediates in organic synthesis.
Boration of Allylic Epoxides
Propyltriphenylphosphonium bromide is involved in the boration of allylic epoxides, a reaction that introduces boron functional groups into organic molecules.
Indole Synthesis
The compound is utilised in the synthesis of indoles, a significant class of heterocyclic compounds with applications in pharmaceuticals and materials science.
| Molecular weight | 385.28 |
|---|---|
| Linear formula | CH3CH2CH2P(C6H5)3Br |
| Assay | 98% |
| Application | Catalyst for the carboxylation of styrene oxide1Reactant involved in:• Epoxidation of arylalkenes2• Boration of allylic epoxides3• Wittig reactions4• Selective dimerization of α-olefins5• Synthesis of indoles6 |
| Melting point | 235-238 °C(lit.) |
Hazard statements
- H302Harmful if swallowed
- H312Harmful in contact with skin
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 21/22 |
| Safety statements (S) | 36/37 |
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 Propyltriphenylphosphonium bromide used for?
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Propyltriphenylphosphonium bromide is primarily used as a Wittig reagent for C-C bond formation, in olefination reactions, epoxidation of arylalkenes, boration of allylic epoxides, synthesis of indoles, and as a catalyst for the carboxylation of styrene oxide.
What are the CAS number and formula for Propyltriphenylphosphonium bromide?
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The CAS number is 6228-47-3 and the chemical formula is CH3CH2CH2P(C6H5)3Br.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Propyltriphenylphosphonium bromide with an assay of 98%. This product is intended for research and laboratory use and is not represented as USP, BP, EP, or other pharmacopoeia grades.
What are the safety and handling considerations for Propyltriphenylphosphonium bromide?
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This compound is classified as harmful if swallowed and harmful in contact with skin (H302, H312). Recommended personal protective equipment includes a dust mask type N95 (US), eyeshields, and gloves. Handle with appropriate care in a well-ventilated area.
How is Propyltriphenylphosphonium bromide packed and shipped?
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Propyltriphenylphosphonium bromide is carefully packaged to ensure stability during transit and is available for global export by Tech Serve Solutions.
How can I request a quote or sample for Propyltriphenylphosphonium bromide?
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To request a quote or sample, please contact our sales team through the website, providing your details and the product of interest.
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