(Cyanomethyl)triphenylphosphonium chloride
(Cyanomethyl)triphenylphosphonium chloride (CAS: 4336-70-3), with the linear formula NCCH₂P(C₆H₅)₃Cl and a molecular weight of 337.78 g/mol, is a phosphonium salt commonly employed as a versatile reagent in organic synthesis. It is particularly valuable for C-C bond formation via Wittig reactions and condensation reactions. This compound serves as a key intermediate in the preparation of various unsaturated organic molecules, including esters, amides, and nitriles, making it a useful tool in chemical synthesis laboratories.
- IUPAC
- NSC 92174

Wittig Reactions
This phosphonium salt is a critical reactant in Wittig reactions, enabling the synthesis of alkenes from carbonyl compounds. It facilitates the formation of carbon-carbon double bonds, a fundamental transformation in organic chemistry.
Condensation Reactions
It participates in various condensation reactions, contributing to the formation of new chemical structures. These reactions are essential for building complex organic molecules in synthetic pathways.
Synthesis of Unsaturated Compounds
The reagent is used in the preparation of α,β-unsaturated esters, amides, and nitriles. This application is crucial for accessing functionalized olefinic compounds with diverse chemical properties.
Ylide Formation
It serves as a precursor in the synthesis of phosphonium-iodonium ylides, which are reactive intermediates with specialized applications in organic synthesis.
| Molecular weight | 337.78 |
|---|---|
| Linear formula | NCCH2P(C6H5)3Cl |
| Assay | 98% |
| Application | Reactant involved in:• Condenation reactions1,2• Wittig reactions3,4,5• Synthesis of phosphonium-iodonium ylides6• Preparation of α,β-unsaturated esters, amides, and nitriles7 |
| Melting point | 275 °C (dec.)(lit.) |

Hazard statements
- H302Harmful if swallowed
- H312Harmful in contact with skin
- H315Causes skin irritation
- H319Causes serious eye irritation
- H332Harmful if inhaled
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 20/21/22-36/37/38 |
| 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 (Cyanomethyl)triphenylphosphonium chloride used for?
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(Cyanomethyl)triphenylphosphonium chloride is used in organic synthesis, primarily for C-C bond formation through Wittig and condensation reactions, and for preparing unsaturated esters, amides, and nitriles.
What are the CAS number and formula for (Cyanomethyl)triphenylphosphonium chloride?
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The CAS number is 4336-70-3 and the linear formula is NCCH₂P(C₆H₅)₃Cl.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (Cyanomethyl)triphenylphosphonium chloride with an assay of 98%. We do not represent this product as USP, BP, or EP grade.
How should (Cyanomethyl)triphenylphosphonium chloride be handled safely?
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This compound is harmful if swallowed, in contact with skin, or if inhaled, and causes skin and serious eye irritation, and may cause respiratory irritation. Handle with appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves, in a well-ventilated area.
Is (Cyanomethyl)triphenylphosphonium chloride a controlled substance?
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Based on the provided data, (Cyanomethyl)triphenylphosphonium chloride is not listed as a controlled substance.
How is (Cyanomethyl)triphenylphosphonium chloride packed, shipped, and exported?
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Tech Serve Solutions packs and ships chemicals according to international safety and regulatory standards. As a global supplier and exporter, we ensure compliant packaging and documentation for international shipments.
How can I request a sample or quote for (Cyanomethyl)triphenylphosphonium chloride?
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To request a sample or quote, please contact our sales department through the website or by phone. Our team will be pleased to assist you with your specific requirements.
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