(Iodomethyl)triphenylphosphonium iodide
(Iodomethyl)triphenylphosphonium iodide (CAS: 3020-28-8, C19H17I2P) is a key reagent with a molecular weight of 530.12. This compound is primarily utilised in organic synthesis for C-C bond formation and olefination reactions. Its applications extend to the creation of phosphacyclic compounds, enamides, and terminal alkynes, showcasing its versatility in constructing complex molecular architectures.
- IUPAC
- NSC 116665

Phosphacyclic Compound Synthesis
Serves as a reactant in oxidative dimerisations to form phosphacyclic compounds, contributing to the synthesis of novel organophosphorus heterocycles.
Enamide Formation
Utilised in cross-coupling reactions for the synthesis of enamides, which are important intermediates in pharmaceutical and agrochemical development.
Cyclopeptide Alkaloid Synthesis
A precursor in the synthesis of cyclopeptide alkaloids, investigated for their potential antibacterial and cytotoxic activities.
Terminal Alkyne Preparation
Employed in the dehydrohalogenation of aldehydes to generate terminal alkynes, a valuable transformation in synthetic organic chemistry.
Olefination Reactions
Acts as an olefination agent in Lewis acid-catalysed electrocyclisation reactions of trienes, facilitating complex ring formation.
| Molecular weight | 530.12 |
|---|---|
| Empirical formula | C19H17I2P |
| Assay | 95% |
| Application | Reactant or reagent for synthesis of: • Phosphacyclic compounds via oxidative dimerizations1• Enamides via cross-coupling2• Cyclopeptide alkaloids for use as antibacterial or cytotoxic agents3• Terminal alkynes via dehydrohalogenation of aldehydes4Reactant for vinylcyclopropanation / cyclopentenation of strained alkenes using a sequential carborhodation process5Used as an olefination agent in the Lewis acid catalysis of electrocyclization of trienes6 |
| Melting point | 260-266 °C |

Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Hazard codes (EU) | Xi |
|---|---|
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-28 |
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 (Iodomethyl)triphenylphosphonium iodide used for?
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(Iodomethyl)triphenylphosphonium iodide is used as a reactant or reagent in various organic syntheses, including the formation of phosphacyclic compounds, enamides, cyclopeptide alkaloids, terminal alkynes, and in olefination reactions.
What is the CAS number and formula for (Iodomethyl)triphenylphosphonium iodide?
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The CAS number is 3020-28-8 and the empirical formula is C19H17I2P.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (Iodomethyl)triphenylphosphonium iodide with an assay of 95%. This is a research grade material and is not represented as USP, BP, or EP.
What are the safety considerations when handling this compound?
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This compound is a Warning irritant, causing skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Handle with appropriate personal protective equipment in a well-ventilated area.
How is (Iodomethyl)triphenylphosphonium iodide typically packed and exported?
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We offer this chemical in various pack sizes suitable for laboratory and bulk requirements. As a global supplier, Tech Serve Solutions exports fine chemicals worldwide, adhering to all necessary shipping regulations.
How can I request a sample or quote?
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To request a sample or a quote for (Iodomethyl)triphenylphosphonium iodide, please contact our sales team through the website or by calling us directly.
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