(Methoxycarbonylmethyl)triphenylphosphonium bromide
(Methoxycarbonylmethyl)triphenylphosphonium bromide (CAS 1779-58-4) is a phosphonium salt with the molecular formula C21H20BrOP and a molecular weight of 415.26 g/mol. This white to off-white solid serves as a versatile reagent in organic synthesis. It is primarily utilised in Wittig reactions for C-C bond formation, enabling the synthesis of various complex organic molecules, including potential pharmaceuticals and functional materials.
- IUPAC
- (Carbomethoxymethyl)triphenylphosphonium bromide,NSC 136109
Wittig Reagent for C-C Bond Formation
This phosphonium salt is a key reagent in Wittig reactions, facilitating the synthesis of alkenes from carbonyl compounds. It is used in the preparation of GSK-3 inhibitors and other complex organic structures.
Synthesis of Heterocyclic Compounds
It acts as a precursor for substituted furanones, which have shown promise for antifungal and cytostatic activities. This highlights its utility in medicinal chemistry research.
Preparation of Functional Materials
The compound is employed in the synthesis of photochromic dithienylethene derivatives, materials with potential applications in optical switches and data storage.
Synthesis of Gem-diiodoalkanes
It is a reactant in the preparation of gem-diiodoalkanes containing allylic alcohols, which are valuable intermediates in further synthetic transformations.
| Molecular weight | 415.26 |
|---|---|
| Linear formula | CH3OCOCH2P(Br)(C6H5)3 |
| Assay | 98% |
| Application | Reactant for synthesis of:• GSK-3 inhibitors using theWittig reaction1• Substituted furanones for antifungal and cytostatic activities2• Photochromic dithienylethene derivatives3• Gem-diiodoalkanes containing allylic alcohols4• Highly substituted cyclopentenes and brazilanes via Au-catalyzed deoxygenative Nazarov cyclization5Reactant for: • Asymmetric hydrogenation of α,β-unsaturated ester-phosphonates6• Studies of thermal decomposition of phosphonium alkyl ester salts7 |
| Melting point | 165-170 °C (dec.)(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 (Methoxycarbonylmethyl)triphenylphosphonium bromide used for?
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(Methoxycarbonylmethyl)triphenylphosphonium bromide is primarily used as a reagent in Wittig reactions for C-C bond formation. It is also employed in the synthesis of substituted furanones, photochromic dithienylethene derivatives, and gem-diiodoalkanes containing allylic alcohols.
What is the CAS number and chemical formula?
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The CAS number is 1779-58-4 and the chemical formula is C21H20BrOP.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (Methoxycarbonylmethyl)triphenylphosphonium bromide with a purity of 98% (assay). This product is supplied for laboratory and research purposes and is not intended for USP, BP, EP, or pharmaceutical use unless explicitly stated.
What are the safety and handling precautions for this chemical?
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This compound is a Warning substance, causing skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Handle with appropriate personal protective equipment, including a dust mask (N95), eyeshields, and gloves, in a well-ventilated area.
How is this chemical packed and shipped?
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Tech Serve Solutions packs and ships chemicals in compliance with international regulations for the safe transport of hazardous materials. Specific packaging details can be provided upon request.
How can I request a quote or sample?
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To request a quote or a sample of (Methoxycarbonylmethyl)triphenylphosphonium bromide, please contact our sales team via the website or directly via email.
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