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Phenylphosphinidene, also known as benzenephosphinidene or phenylphosphorus ylide, is a chemical compound with the formula C6H5P. It is a highly reactive intermediate species that is generated from the reaction of a phosphonium salt with a strong base, such as butyllithium. Phenylphosphinidene is a key intermediate in the Wittig reaction, a widely used method for the synthesis of alkenes from aldehydes and ketones. The compound is characterized by its phosphorus atom, which has a trigonal planar geometry and carries a negative charge, while the phenyl group is attached to the phosphorus atom through a single bond. Due to its high reactivity, phenylphosphinidene is typically generated in situ and used immediately in reactions, making it difficult to isolate and characterize. Its applications extend beyond the Wittig reaction, as it can also be used in the synthesis of various phosphorus-containing compounds and as a reagent in organic synthesis.

2290-06-4

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2290-06-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2290-06-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,9 and 0 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2290-06:
(6*2)+(5*2)+(4*9)+(3*0)+(2*0)+(1*6)=64
64 % 10 = 4
So 2290-06-4 is a valid CAS Registry Number.

2290-06-4Downstream Products

2290-06-4Relevant academic research and scientific papers

Preparation and Characterization of Parent Phenylphosphinidene and Its Oxidation to Phenyldioxophosphorane: The Elusive Phosphorus Analogue of Nitrobenzene

Mardyukov, Artur,Niedek, Dominik,Schreiner, Peter R.

supporting information, p. 5019 - 5022 (2017/05/04)

Triplet phenylphosphinidene was prepared by light-induced elimination of ethylene from the corresponding phenylphosphirane and was characterized by IR and UV/vis spectroscopy together with matching of its spectral data with density functional theory computations. The photolysis of phenylphosphirane in 3P-O2 doped matrices enabled the spectroscopic identification of a hitherto unknown phenyldioxophosphorane, the long elusive phosphorus analogue of nitrobenzene.

GENERAL APPROACHES TO PHOSPHINIDENES VIA RETROADDITIONS

Li, Xinhua,Lei, Deqing,Chiang, Michael Y.,Gaspar, Peter P.

, p. 71 - 74 (2007/10/02)

Retroadditions - thermal and photochemical decomposition of phosphiranes and 3-phospholenes - offer general routes to free phosphinidenes.

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