o-Xylylenebis(triphenylphosphonium bromide)
o-Xylylenebis(triphenylphosphonium bromide) (CAS: 1519-46-6) is a white to off-white solid with the molecular formula C6H4[CH2P(C6H5)3Br]2 and a molecular weight of 788.53 g/mol. This phosphonium salt serves as a valuable reactant in various organic syntheses, particularly in C-C bond formation and olefination reactions. It is widely employed as a Wittig reagent and a key component in the synthesis of complex organic molecules and advanced materials.
- IUPAC
- (o-Phenylenedimethylene)bis[triphenylphosphonium bromide],1,2-Bis(triphenylphosphoniomethyl)benzene dibromide,NSC 665614,NSC 78589
![o-Xylylenebis(triphenylphosphonium bromide) (C6H4[CH2P(C6H5)3Br]2) — chemical structure, CAS 1519-46-6; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F1519-46-6.png&w=3840&q=75)
Synthesis of Cyclacenes and Metacyclophanes
This compound is used as a reactant in the synthesis of macrocyclic compounds like [6.8]cyclacene and polyunsaturated [23] and [24]metacyclophanes, contributing to the construction of complex ring systems.
Host-Guest Chemistry
It facilitates the selective inclusion of equatorial isomers of cyclohexane-polyols within phosphonium salt hosts, demonstrating its utility in supramolecular chemistry.
Photoactive DNA Intercalator Synthesis
Utilised in the preparation of photoactive platinum(II) DNA intercalators, highlighting its role in the development of novel chemotherapeutic agents or diagnostic tools.
Pyrrole Derivative Preparation
Serves as a precursor for the synthesis of (phenylenedivinylidene)bis[pyrrole] derivatives, which can have applications in materials science or organic electronics.
Organophosphorus Chemistry
Reacts with reagents like sodium hexamethyldisilazide to form acyclic, ring, and cage organoarsenic, antimony, and carbon (AS,C) compounds.
Furan Derivative Synthesis
Employed in the preparation of styryl-substituted annelated furan derivatives, useful intermediates in organic synthesis.
| Molecular weight | 788.53 |
|---|---|
| Linear formula | C6H4[CH2P(C6H5)3Br]2 |
| Assay | 97% |
| Application | Reactant for: • Synthesis of [6.8]3cyclacene and polyunsaturated [23] and [24]metacyclophanes1• Selective inclusion of equatorial isomers of cyclohexane-polyols in phosphonium salt hosts2• Photoactive platinum(II) DNA intercalator synthesis3• Preparation of (pheynlenedivinylene)bis[pyrrole] derivatives4• The reaction with sodium hexamethyldisilazide to form acyclic, ring, and cage AS,C compounds5• Synthesis of styryl substituted annelated furan derivatives6 |
| Melting point | >300 °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 o-Xylylenebis(triphenylphosphonium bromide) used for?
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This compound is primarily used as a reactant in organic synthesis, particularly for C-C bond formation, olefination reactions (Wittig reagent), and the synthesis of complex molecules like cyclacenes, metacyclophanes, and various heterocyclic derivatives.
What is the CAS number and formula for o-Xylylenebis(triphenylphosphonium bromide)?
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The CAS number is 1519-46-6, and the linear formula is C6H4[CH2P(C6H5)3Br]2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies o-Xylylenebis(triphenylphosphonium bromide) with an assay of 97%. This product is intended for research and laboratory use and is not represented as USP, BP, EP, or pharmaceutical grade.
What are the safety and handling precautions for this chemical?
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This compound is classified as a Warning. It causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Appropriate personal protective equipment, including a dust mask (type N95), eyeshields, and gloves, should be used. Handle in a well-ventilated area.
How is o-Xylylenebis(triphenylphosphonium bromide) packed and shipped?
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Tech Serve Solutions ensures careful packaging for all its chemicals, including o-Xylylenebis(triphenylphosphonium bromide), and handles export documentation for international clients.
How can I request a sample or a quote for this chemical?
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To request a sample or a quote for o-Xylylenebis(triphenylphosphonium bromide), please visit our website or contact our sales department directly with your specific requirements.
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