(Ethoxycarbonylmethyl)triphenylphosphonium chloride
(Ethoxycarbonylmethyl)triphenylphosphonium chloride (CAS 17577-28-5) is a valuable phosphonium salt with a molecular weight of 384.84. It serves as a key reagent in organic synthesis, primarily for C-C bond formation through olefination reactions like the Wittig reaction. This compound facilitates the synthesis of complex organic molecules, including pharmaceuticals, natural products, and heterocyclic compounds, making it a staple in research and development laboratories.
- IUPAC
- (2-Ethoxy-2-oxoethyl)triphenylphosphonium chloride
- Synonyms
- (2-Ethoxy-2-oxoethyl)triphenylphosphonium chloride
Preparation of Disubstituted Tetrahydrofurans
This phosphonium salt is utilised in the preparation of disubstituted tetrahydrofurans. These compounds are important intermediates in the development of selective serotonin re-uptake inhibitors for treating depression.
Wittig Reagent for Ring-Opening Reactions
The compound acts as a Wittig reagent in ring-opening reactions. This application is instrumental in the synthesis of various cyclic and acyclic organic structures.
Enantioselective Synthesis of Lactone Herbarumin III
It plays a role in the enantioselective total synthesis of the phytotoxic lactone herbarumin III. This process involves advanced synthetic techniques like Keck's asymmetric allylation and Sharpless epoxidation.
Synthesis of Fluorobenzofurans
This reagent is employed in the synthesis of fluorobenzofurans through microwave-assisted tandem intramolecular Wittig and Claisen rearrangement reactions, offering an efficient route to these heterocyclic compounds.
Preparation of Phosphonium Derivatives of Coumarin
It is used in the preparation of coumarin derivatives bearing phosphonium functionalities, expanding the scope of coumarin chemistry for various applications.
| Molecular weight | 384.84 |
|---|---|
| Linear formula | CH3CH2OCOCH2P(Cl)(C6H5)3 |
| Assay | ≥90% (AT) |
| Storage temperature | 2-8°C |
| Application | Reactant for:• Preparation of disubstituted tetrahydrofurans as selective serotonin re-uptake inhibitors for the treatment of depression1• Ring-opening reactions with Wittig reagents2• Enantioselective total synthesis of the phytotoxic lactone herbarumin III via Keck′s asymmetric allylation and Sharpless epoxidation3• Synthesis of fluorobenzofurans via microwave-assisted tandem intramolecular Wittig and Claisen rearrangement reactions4• Preparation of phosphonium derivatives of coumarin5 |
| Melting point | 120-123 °C (dec.)120-123 °C(lit.) |
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
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
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 (Ethoxycarbonylmethyl)triphenylphosphonium chloride used for?
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(Ethoxycarbonylmethyl)triphenylphosphonium chloride is primarily used as a reagent in organic synthesis for C-C bond formation, particularly in Wittig reactions and the preparation of various organic compounds such as tetrahydrofurans and fluorobenzofurans.
What is the CAS number and formula for (Ethoxycarbonylmethyl)triphenylphosphonium chloride?
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The CAS number is 17577-28-5 and the linear formula is CH3CH2OCOCH2P(Cl)(C6H5)3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (Ethoxycarbonylmethyl)triphenylphosphonium chloride with an assay of ≥90% (AT). We do not represent this product as USP, BP, or EP grade.
How should (Ethoxycarbonylmethyl)triphenylphosphonium chloride be handled and stored?
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Handle with appropriate personal protective equipment, including a dust mask (type N95), eyeshields, and gloves, as it may cause skin, eye, and respiratory irritation (H315-H319-H335). Store at 2-8°C.
Is (Ethoxycarbonylmethyl)triphenylphosphonium chloride a controlled substance?
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Based on the provided data, there is no indication that (Ethoxycarbonylmethyl)triphenylphosphonium chloride is a controlled substance.
How is this chemical packed, shipped, and exported?
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Tech Serve Solutions, as a specialist global supplier and exporter, adheres to all necessary regulations for packing, shipping, and exporting fine chemicals. Specific details regarding packaging for (Ethoxycarbonylmethyl)triphenylphosphonium chloride can be provided upon request.
How can I request a sample or a quote?
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To request a sample or a quote for (Ethoxycarbonylmethyl)triphenylphosphonium chloride, please contact our sales department through the official Tech Serve Solutions website or directly via email/phone.
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