122039-27-4

Basic information

• Product Name: WOOLLINS' REAGENT
• Synonyms: 2,4-Diphenyl-1,3-diselenadiphosphetane 2,4-diselenide
• CAS NO: 122039-27-4
• Molecular Formula: C₁₂H₁₀P₂Se₄
• Molecular Weight: 531.995322
• Product Categories: C-Se Bond Formation;C-X Bond Formation (Non-Halogen);Synthetic Reagents
• Mol File: 122039-27-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 206-210 °C(lit.)
• Boiling Point: 530.8±33.0 °C(Predicted)
• Appearance: /
• CAS DataBase Reference: WOOLLINS' REAGENT(CAS DataBase Reference)
• NIST Chemistry Reference: WOOLLINS' REAGENT(122039-27-4)
• EPA Substance Registry System: WOOLLINS' REAGENT(122039-27-4)

Safety Data

• Hazard Codes: T,N
• Statements: 23/25-33-50/53
• Safety Statements: 20/21-28-45-60-61
• RIDADR: UN 3283 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 122039-27-4(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 122039-27-4 differently. You can refer to the following data:
1. Selenium transfer reagent.
2. Reagent involved in reactions with:Benzoic hydrazides to yield spiro heterocyclesSecondary aminesAromatic diols to yield 10-membered phosphorus-selenium heterocyclesReagent involved in ring-opening, deselenation and phosphorus-phosphorus coupling

Upstream product

• 644-97-3 Dichlorophenylphosphine 
• 40425-94-3 1,2,3,4-tetraphenylcyclo-5-carba-1,2,3,4-tetraphosphine 
• 3376-52-1 pentaphenylcyclopentaphosphane 
• 7782-49-2 selenium 

Downstream Products

• 122039-28-5 2,4,5-triphenyl-[1,3,2,4,5]diselenatriphospholane 
• 1000683-72-6 [manganese(II) (phenyl-P(Se,O)Se-Se(O,Se)P-phenyl) (tetrahydrofuran)3 (water)] 
• 1034136-77-0 C₁₆H₂₀O₂P₂Se₄ 
• 1034136-73-6 C₁₄H₁₆O₂P₂Se₄ 
• 1034136-75-8 C₁₅H₁₈O₂P₂Se₄ 
• 1228931-25-6 C₁₉H₁₃Cl₂O₂PSe 
• 1228931-24-5 C₁₇H₁₃OPSe₂ 
• 1228931-23-4 C₂₇H₁₉O₂PSe 

Relevant articles and documents

Three-Fold-Symmetric Selenium-Donor Metallaboratranes of Cobalt and Nickel

A novel selenium-containing pyridazinyl-based soft scorpionate ligand (KTnse) was synthesized. It reacts with CoCl2 and NiCl2, yielding the first metallaboratrane complexes with selenium in their donor positions. Further substitution with Ag(OTf) or NaN3 allows isolation of the respective triflate or azide complexes. Reaction with Ag(OTf) leads in the case of nickel to a dinuclear, dicationic complex with a short Ni-Ni distance, while cobalt gave a mononuclear cationic species. Substitution of the chloride by azide yields with both metals the respective azide complexes. All compounds were characterized via single-crystal X-ray diffraction analysis. Density functional theory calculations on the chloride species point to oxidized cobalt(III) and nickel(III) centers.

N-Heterocyclic Carbene Adducts of Phenyldioxophosphorane and Its Heavier Sulfur and Selenium Analogues

The reactions of the N-heterocyclic carbene–phenylphosphinidene adducts (NHC)PPh with dioxygen, elemental sulfur or selenium are reported. For NHC = 1,3,4,5-tetramethylimidazolin-2-ylidene (IMe), the corresponding complexes (IMe)PE2Ph of phenyl

New reactions of selenocarboxylates

(Chemical Equation Presented) By treatment with Woollins' reagent in toluene solution, carboxylic acids are converted to selenocarboxylic acids. The latter react in situ to provide new products of acid- or base-promoted substitution, addition, and amidation.