Benzyltriphenylphosphonium Chloride BTPPCl CAS 1100-88-5
- CAS: 1100-88-5
- Synonyms: Benzyltriphenylphosphonium chloride; (Phenylmethyl)triphenylphosphonium chloride; BTPPCl
- EINECS No.: 214-154-3
- Molecular Formula: C₂₅H₂₂ClP
- Cấp độ: Cấp độ công nghiệp
- Packaging: 25 kg fiber drum or customer-specified
Tree Chem supplies Benzyltriphenylphosphonium Chloride (CAS 1100-88-5) for customers who need to purchase high-purity phosphonium salts for organic synthesis and specialty chemical manufacturing. This compound is manufactured as a stable crystalline solid, offering good handling, storage, and reactivity characteristics.
Benzyltriphenylphosphonium Chloride is mainly used as a benzylidene ylide precursor in Wittig and related reactions, allowing precise construction of aromatic and functionalized alkene structures. Tree Chem supports pharmaceutical, agrochemical, and materials science clients with consistent supply and technical support. For detailed specifications and ordering, please contact info@cntreechem.com.
Đặc điểm kỹ thuật
Thông tin cơ bản
| Mục | Chi tiết |
| Tên sản phẩm | Benzyltriphenylphosphonium Chloride |
| Từ đồng nghĩa | (Phenylmethyl)triphenylphosphonium chloride; Triphenyl(phenylmethyl)phosphonium chloride; BTPPCl |
| Số CAS. | 1100-88-5 |
| Công thức phân tử | C₂₅H₂₂ClP |
| Trọng lượng phân tử | 388.87 |
| Số EINECS. | 214-154-3 |
Thông số kỹ thuật
| Mục | Đặc điểm kỹ thuật |
| Vẻ bề ngoài | Bột tinh thể màu trắng đến trắng ngà |
| Assay (HPLC) | ≥ 99,0% |
| Điểm nóng chảy | 215–220 °C |
| Độ ẩm | ≤ 0,5% |
Ứng dụng
Phase-Transfer Catalysis for Fine Chemicals and Pharmaceutical Synthesis
- Benzyltriphenylphosphonium chloride (BTPPCl) is widely used as a phase-transfer catalyst in reactions where inorganic nucleophiles are generated in an aqueous phase (or from solid salts) but must react efficiently with organic substrates in an organic phase. Its lipophilic phosphonium cation forms ion pairs with reactive anions, helping move them into the organic layer and improving mass transfer, which typically leads to higher conversion and more consistent reaction kinetics in biphasic systems.
- In O-alkylation processes, BTPPCl is applied to accelerate phenol alkylation under alkaline biphasic conditions, enabling efficient ether formation with practical stirring and moderate temperature. This role is valuable in manufacturing where robust conversion and manageable workup are needed, and where catalyst recovery by extraction can be integrated into the process design.
- BTPPCl is also used in azidation of alkyl halides to prepare azide-bearing intermediates used downstream in pharmaceutical or coordination-chemistry routes. In such systems, BTPPCl helps sodium azide behave more effectively toward organic substrates under mild temperature, improving throughput while keeping the overall setup compatible with standard solvent/water operations.
Wittig Reagent Precursor for Alkene Construction
- BTPPCl serves as a key precursor to phosphorus ylides used in Wittig reactions, enabling the conversion of aldehydes into alkenes such as stilbene-type products. This function is widely used for building carbon–carbon double bonds in synthetic routes where alkene geometry and reliable conversion are required.
- A notable advantage highlighted is the feasibility of solvent-free or low-solvent protocols, where mechanical activation and moderate heating can drive olefination without relying heavily on organic solvents. This positions BTPPCl as a practical ylide precursor not only for classical solution chemistry but also for greener processing concepts that prioritize lower solvent use while maintaining strong yield and product selectivity.
- Because many alkene motifs serve as versatile intermediates, the ylide chemistry enabled by BTPPCl can be integrated upstream of additional functionalization steps such as hydrogenation, epoxidation, or cross-coupling, supporting flexible route design in fine chemical development.
Pharmaceutical and Bioactive Intermediate Synthesis
- BTPPCl is used in pharmaceutical intermediate preparation where phase-transfer catalysis is needed to facilitate acylation and related transformations under controlled temperature windows. In these workflows, BTPPCl supports reactions between polar/ionic reagents and organic substrates, improving reactivity while allowing practical solvent selection and manageable quench/workup steps.
- The document emphasizes its relevance in preparing bioactive compound classes (including inhibitor-type structures and substituted stilbene derivatives) where consistent conversion and selectivity matter. In this context, BTPPCl is not treated as a niche additive, but as a functional catalyst choice that can simplify the reaction design by improving interphase transport rather than forcing specialized single-phase conditions.
Epoxy Resins and One-Component Curing Acceleration
- BTPPCl functions as a curing accelerator for epoxy resins, improving crosslinking efficiency and supporting enhanced mechanical performance of cured systems. Its latency characteristics make it suitable for one-component epoxy designs where storage stability is required before heat-activated curing.
- In epoxy coatings, BTPPCl is introduced at low phr levels to drive efficient network formation when paired with anhydride curing agents. This approach supports industrial requirements such as strong cured-film performance, hardness development, and consistent gloss, while keeping the formulation compatible with common pigments, thixotropes, and solvent systems used for application and processing.
Powder Coatings for Heat Resistance and Efficient Cure
- BTPPCl is applied as a cure catalyst in powder coatings, particularly in heat-resistant polyester systems. At low dosage, it improves curing efficiency during bake, supporting stable film formation and reducing processing issues associated with incomplete cure or inconsistent crosslink development.
- In heat-resistant powder coatings, BTPPCl is used alongside hydroxyl-functional polyester resins and uretdione curing agents, with heat-resistant fillers such as mica included to maintain performance under sustained elevated temperatures. This application is positioned for coated components exposed to heat stress, where the coating must retain integrity and appearance while delivering durable protection.
Fluoroelastomer Compounding and Cure Acceleration
- BTPPCl is used as a cure accelerator in fluoroelastomer (FKM) formulations, often paired with bisphenol AF curing systems. In rubber compounding, BTPPCl supports efficient cure development and can improve adhesion performance while helping reduce compression set under high-temperature service.
- The practical manufacturing focus includes stable processing behavior during mixing and molding, plus performance retention after post-curing. This makes BTPPCl relevant for seals, gaskets, and molded parts that require heat and chemical resistance with consistent mechanical properties.
Advanced Materials: Nonlinear Optical Crystals and Photonics Potential
- BTPPCl is described in advanced materials development where crystalline forms (including hydrate/monohydrate crystals) exhibit nonlinear optical behavior and broad visible-region transmission. This positions BTPPCl beyond conventional synthesis and polymers, into optoelectronic and photonic research where crystal growth, thermal stability, and optical characteristics are central.
- The use case emphasizes controlled crystal growth via solution-based methods, enabling formation of functional crystals suitable for investigation in frequency conversion and related photonic switching concepts. In this domain, material purity, growth conditions, and reproducibility become key to obtaining consistent optical performance.
Polymer Actuator and Network Chemistry (Dual-Cure PCL Systems)
- BTPPCl is used as a catalyst in polymer network synthesis for shape-actuation materials, particularly in dual-cure poly(ε-caprolactone) (PCL) systems. It promotes Michael-addition type reactions (such as thiol–acrylate addition), enabling crosslinked networks with tunable mechanical properties.
- This application aligns with functional polymer design where the catalyst is selected to control reaction rate and network structure, supporting materials that respond to stimuli through programmed shape change. Here, BTPPCl’s role is tied to enabling reliable crosslink formation under practical processing conditions.
Safety, Handling, and Transport Considerations in Industrial Use
- BTPPCl is described as hygroscopic and requires moisture-controlled storage in tightly sealed containers to prevent water uptake and maintain handling consistency. It is also identified as highly hazardous, so industrial and laboratory use emphasizes dust control, strong ventilation, appropriate PPE, and disciplined emergency response procedures.
- Storage guidance includes cool, dry, locked conditions with segregation from oxidizers, and transport classification details are included to support compliant logistics planning. In practice, these requirements influence packaging selection, warehouse controls, and SOP design for safe routine handling.
Lưu trữ & Xử lý
- Store in tightly sealed containers in a cool, dry, and well-ventilated area.
- Protect from moisture and direct sunlight.
- Tránh tiếp xúc với các chất oxy hóa mạnh và axit.
- Use clean, dry tools and containers during handling.
- Ground containers and equipment during transfer to prevent static discharge.
Thông báo sử dụng
- For professional chemical synthesis and research use only.
- Confirm compatibility with solvents and reagents before use.
- Avoid inhalation of dust and contact with skin or eyes.
- Wear appropriate protective equipment when handling.
- Dispose of waste according to local chemical regulations.
- A phenol O-alkylation system can use phenol 10 mmol with BTPPCl 0.3 mmol (3 mol%), an alkyl halide 12 mmol, aqueous NaOH (50 wt%) 20 mL, and toluene 30 mL at about 60°C for about 4 hours to apply BTPPCl as a phase-transfer catalyst for high conversion ether formation.
- An azidation process for pharmaceutical intermediates can combine 1-bromobutane 5 mmol with BTPPCl 0.25 mmol (5 mol%), sodium azide 7.5 mmol, dichloromethane 25 mL, and deionized water 15 mL at room temperature for about 8 hours under nitrogen to use BTPPCl to transfer azide into the organic phase.
- A solvent-free Wittig olefination can use BTPPCl 2 mmol with potassium phosphate (K₃PO₄) 2.4 mmol and 4-bromobenzaldehyde 1.8 mmol at about 60°C for about 3 hours under grinding/mechanical activation to generate the ylide in situ and form a stilbene-type alkene product.
- A phase-transfer acylation for inhibitor-type intermediates can use N-hydroxyformamide 1 mmol with BTPPCl 0.1 mmol (10 mol%), acyl chloride 1.2 mmol, aqueous K₂CO₃ (10 wt%) 10 mL, and THF 20 mL from 0°C to room temperature for about 2 hours to apply BTPPCl as a PTC that improves reaction efficiency.
- A general-purpose epoxy coating formulation can use bisphenol A epoxy resin (EEW 185–192) 100 phr with BTPPCl 0.8–1.5 phr, an anhydride curing agent 85–90 phr, fumed silica 3–5 phr, TiO₂ 20–30 phr, and xylene/butanol (1:1) 15–20 phr, curing at 80°C for 2 hours plus 120°C for 1 hour to use BTPPCl as a latent curing accelerator.
- A heat-resistant polyester powder coating can combine hydroxyl-functional polyester resin 72 parts with a uretdione curing agent 28 parts, BTPPCl 0.5–2.0 parts, mica 35 parts, flow control agent 1.2 parts, and benzoin 0.3 parts, processed by melt extrusion at about 100–110°C and cured at about 200°C for about 15 minutes to use BTPPCl as the cure catalyst.
- An FKM compounding system can use FKM gum 100 phr with carbon black 30 phr, magnesium oxide 4 phr, bisphenol AF 3 phr, BTPPCl 0.5–1.5 phr, and stearic acid 0.8 phr, followed by primary cure at about 175°C for about 15 minutes and post-cure at about 230°C for about 24 hours to use BTPPCl as an accelerator improving cure efficiency and compression set performance.
- A nonlinear optical crystal growth setup can prepare an aqueous solution of BTPPCl at about 0.1 M (about 38.89 g/L) and allow slow evaporation at about 25°C for about 7–10 days to obtain crystals suitable for optical-property evaluation.
- A dual-cure PCL network preparation can incorporate BTPPCl as a catalyst for thiol–acrylate Michael addition during network formation, using catalyst-controlled conversion to build crosslinked actuator materials with tunable mechanical response.
- A storage and logistics program can keep BTPPCl sealed and moisture-protected at ≤20°C, segregated from oxidizers, and managed with dust control and PPE due to high toxicity and aquatic hazard, ensuring consistent performance and compliant handling across production and transport.
Bao bì
- 25 kg fiber drum (standard)
- Customer-specified export packaging available upon request



