Phenacyltriphenylphosphonium bromide
Phenacyltriphenylphosphonium bromide (CAS: 6048-29-9) is a chemical compound with the molecular formula C26H22BrOP and a molecular weight of 461.33 g/mol. It is recognised for its utility as a Wittig reagent in organic synthesis, particularly for C-C bond formation. This compound plays a key role in olefination reactions and is also employed as a catalyst in specific etherification processes for alcohols.
- IUPAC
- (2-Oxo-2-phenylethyl)triphenylphosphonium bromide,(Benzoylmethyl)triphenylphosphonium bromide
- Synonyms
- (2-Oxo-2-phenylethyl)triphenylphosphonium bromide(Benzoylmethyl)triphenylphosphonium bromide
Wittig Reagent for Olefination
Phenacyltriphenylphosphonium bromide is a crucial reagent in Wittig reactions, facilitating the synthesis of alkenes from aldehydes and ketones. Its application is vital for constructing carbon-carbon double bonds in complex organic molecules.
Catalyst for Etherification
This compound acts as a catalyst in the protection and deprotection of alcohols through etherification reactions. This capability is valuable in multi-step syntheses where selective functional group manipulation is required.
Intermediate in Heterocycle Synthesis
It is involved in the synthesis of various polyfunctionally substituted heterocycles. These reactions often leverage its reactivity to build complex ring systems relevant in medicinal chemistry and materials science.
Reagent in Cascade Reactions
Phenacyltriphenylphosphonium bromide participates in asymmetric cascade reactions, such as those involving hydroxylamines and enones. This highlights its utility in stereoselective synthesis.
| Molecular weight | 461.33 |
|---|---|
| Linear formula | C6H5COCH2P(C6H5)3Br |
| Assay | ≥90% |
| Application | Catalyst for protections and deprotection of alcohols via etherification1Reactant involved in:• Investigations of gas-phase pyrolysis2• Asymmetric hydroxylamine / enone cascade reactions3• Reductive Michael cyclizations4• Microwave-assisted Wittig olefination5• Synthesis of polyfunctionally substituted heterocycles6 |
| Melting point | 265-268 °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) | 26-37/39 |
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 Phenacyltriphenylphosphonium bromide used for?
+
Phenacyltriphenylphosphonium bromide is primarily used as a Wittig reagent for olefination reactions, in the synthesis of heterocycles, and as a catalyst in the etherification of alcohols.
What is the CAS number and formula for Phenacyltriphenylphosphonium bromide?
+
The CAS number is 6048-29-9, and its linear formula is C26H22BrOP.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies Phenacyltriphenylphosphonium bromide with an assay of ≥90%. This is a technical/research grade material, and TSS does not represent it as USP, BP, or EP grade.
What are the safety and handling precautions for this chemical?
+
This compound is classified as a warning substance, with hazards including skin irritation (H315), eye irritation (H319), and respiratory irritation (H335). Appropriate personal protective equipment, including a dust mask (N95), eyeshields, and gloves, should be used. Ensure good ventilation.
How is Phenacyltriphenylphosphonium bromide shipped and exported?
+
Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, and Phenacyltriphenylphosphonium bromide is available for international shipment.
How can I request a sample or a quote for Phenacyltriphenylphosphonium bromide?
+
Please contact the Tech Serve Solutions sales team directly through our website or by phone to request a sample or obtain a quotation for Phenacyltriphenylphosphonium bromide.
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis