(4-Bromobutyl)triphenylphosphonium bromide
(4-Bromobutyl)triphenylphosphonium bromide (CAS: 7333-63-3) is a chemical compound with the formula Br(CH2)4P(C6H5)3Br and a molecular weight of 478.20 g/mol. It functions as a valuable reagent in organic synthesis, particularly for C-C bond formation and olefination reactions. Its utility extends to specialized transformations like azidification and mediating stereoselective coupling reactions, making it a key intermediate for complex molecule synthesis.
- IUPAC
- NSC 84071
Azidification Reactions
This phosphonium salt is employed as a reactant in azidification processes, facilitating the introduction of azide groups into organic molecules.
C-H Activation and Cyclisation
It participates in C-H activation and subsequent beta-elimination, leading to the formation of eight-membered ring systems.
1,3-Dipolar Cycloaddition
The compound can be involved in 1,3-dipolar cycloaddition reactions with alkenes and azides, a key step in heterocyclic synthesis.
Stereoselective Coupling Reactions
It acts as a reagent in stereoselective coupling reactions, notably SmI2-mediated couplings with unsaturated carbonyl compounds and aldehydes.
Synthesis of Labeled Compounds
This reagent is utilized in the synthesis of specifically labeled compounds, such as D-labeled methylenecyclobutane.
| Molecular weight | 478.20 |
|---|---|
| Linear formula | Br(CH2)4P(C6H5)3Br |
| Assay | 98% |
| Application | Reactant involved in:• Azidification1• C-H activation and β -elimination to product an eight-membered ring system2• 1,3-Dipolar cycloaddition of azides onto alkenes 3• Stereoselective SmI2-mediated coupling of unsaturated carbonyl compounds and aldehydes4• Synthesis of D-labeled methylenecyclobutane5• Coupling reactions6 |
| Melting point | 210-213 °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 (4-Bromobutyl)triphenylphosphonium bromide used for?
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(4-Bromobutyl)triphenylphosphonium bromide is primarily used in organic synthesis for C-C bond formation, olefination reactions, azidification, and the synthesis of ring systems and labeled compounds.
What are the CAS number and formula for (4-Bromobutyl)triphenylphosphonium bromide?
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The CAS number is 7333-63-3 and the linear formula is Br(CH2)4P(C6H5)3Br.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (4-Bromobutyl)triphenylphosphonium bromide with an assay of 98%. This product is supplied for research and laboratory use and is not intended for USP, BP, EP, or other pharmacopoeia applications.
How should (4-Bromobutyl)triphenylphosphonium bromide be handled?
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Handle with care. This compound is a Warning irritant (H315-H319-H335). Wear appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves. Ensure adequate ventilation.
Is (4-Bromobutyl)triphenylphosphonium bromide shipped internationally?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and laboratory reagents.
How can I request a sample or quote for (4-Bromobutyl)triphenylphosphonium bromide?
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Please contact our sales team via the website or direct email to request a sample or a quotation.
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