4336-70-3

Basic information

• Product Name: (CYANOMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE
• Synonyms: (CYANOMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE;(cyanomethyl)triphenyl-phosphoniuchloride;Cyanomethyl triphenylphosphonium chloride, 98+%;Triphenyl(cyanomethyl)phosphonium·chloride;Cyanomethyl triphenylphosphonium chloride,97%;NSC 92174;(Cyanomethyl)triphenylphosphonium chloride 98%;2-(chlorotriphenyl-l5-phosphanyl)acetonitrile
• CAS NO: 4336-70-3
• Molecular Formula: C₂₀H₁₇NP*Cl
• Molecular Weight: 337.78
• EINECS: 224-383-0
• Product Categories: Phosphonium Compounds;Synthetic Organic Chemistry;Wittig & Horner-Emmons Reaction;Wittig Reaction;C-C Bond Formation;Olefination;Wittig Reagents
• Mol File: 4336-70-3.mol

Chemical Properties

• Melting Point: 268-270 °C
• Appearance: /solid
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: very faint turbidity
• Sensitive: Hygroscopic
• BRN: 6222047
• CAS DataBase Reference: (CYANOMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (CYANOMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE(4336-70-3)
• EPA Substance Registry System: (CYANOMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE(4336-70-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 37/39-26
• RIDADR: 3276
• WGK Germany: 3
• RTECS: TA2075000
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 4336-70-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(Cyanomethyl)triphenylphosphonium chloride is used as a reagent for the preparation of phosphonium-iodonium ylides, which are key intermediates in various organic reactions. These ylides are valuable for their ability to participate in a range of chemical transformations, including the synthesis of complex organic molecules.
Used in Condensation Reactions:
In the field of organic chemistry, (cyanomethyl)triphenylphosphonium chloride is utilized as a catalyst in condensation reactions. Its role in these reactions facilitates the formation of new carbon-carbon or carbon-heteroatom bonds, which are essential for constructing complex molecular structures.
Used in Wittig Reactions:
(CYANOMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE is also employed as a reactant in Wittig reactions, which are widely used for the synthesis of alkenes from aldehydes or ketones. The phosphonium-iodonium ylides generated from (cyanomethyl)triphenylphosphonium chloride play a crucial role in the formation of the desired alkene products.
Used in the Preparation of α,β-Unsaturated Esters, Amides, and Nitriles:
(Cyanomethyl)triphenylphosphonium chloride is used as a reactant in the synthesis of α,β-unsaturated esters, amides, and nitriles. These compounds are important building blocks in the preparation of various pharmaceuticals, agrochemicals, and other specialty chemicals.

InChI:InChI=1/C20H17NP/c21-16-17-22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20/h1-15H,17H2/q+1

Upstream product

• 545-06-2 trichloroacetonitrile 
• 603-35-0 triphenylphosphine 
• 1120-06-5 decan-2-ol 
• 541-41-3 chloroformic acid ethyl ester 
• 16640-68-9 cyanomethylene triphenylphosphorane 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 100-07-2 4-methoxy-benzoyl chloride 
• 122-04-3 4-nitro-benzoyl chloride 
• 75-36-5 acetyl chloride 
• 107-14-2 chloroacetonitrile 
• 16331-46-7 4-ethoxybenzoylchloride 
• 375-16-6 heptafluorobutyryl chloride 
• 422-59-3 2,2,3,3,3-pentafluoropropionyl chloride 
• 354-32-5 trifluoracetyl chloride 

Downstream Products

• 86213-24-3 3-(4-Ethoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-propionitrile 
• 13504-72-8 triphenylphosphorane 
• 5068-02-0 <(4-Nitro-benzoyl)-cyan-methylen>-triphenylphosphoran 
• 86213-23-2 1-cyano-1-(trimethylphosphonio)prop-1-en-2-olate 
• 214122-05-1 (4S)-4-[[(benzyloxy)carbonyl]amino]-3-oxo-5-phenyl-2-triphenylphosphoranylidene-pentanenitrile 
• 214122-02-8 [(S)-3-Cyano-1-isopropyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid benzyl ester 
• 214122-03-9 [(S)-3-Cyano-1-isobutyl-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid benzyl ester 
• 199467-15-7 (4S)-4-(benzyloxycarbonylamino)-3-oxo-2-(triphenylphosphoranylidene)pentanenitrile 
• 409061-86-5 3-(2-hydroxyphenyl)propenenitrile 
• 409061-86-5 (Z)-3-(2-hydroxyphenyl)propenenitrile 
• 128823-38-1 3-(2-iodophenyl)propanenitrile 
• 616216-91-2 (Z)-3-(2-iodophenyl)acrylonitrile 

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