54393-42-9

Basic information

• Product Name: 2,2,4,4-tetrafluoro-1,3-diselenetane
• Synonyms: 2,2,4,4-Tetrafluoro-1,3-diselenetane
• CAS NO: 54393-42-9
• Molecular Formula: C₂F₄Se₂
• Molecular Weight: 257.935
• Mol File: 54393-42-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 87.5°C at 760 mmHg
• Flash Point: 6.7°C
• Vapor Pressure: 71.4mmHg at 25°C
• CAS DataBase Reference: 2,2,4,4-tetrafluoro-1,3-diselenetane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,4,4-tetrafluoro-1,3-diselenetane(54393-42-9)
• EPA Substance Registry System: 2,2,4,4-tetrafluoro-1,3-diselenetane(54393-42-9)

Safety Data

• Hazardous Substances Data: 54393-42-9(Hazardous Substances Data)

Upstream product

• 54393-39-4 selenocarbonyl difluoride 
• 54393-38-3 tris(trifluoromethylseleno)borane 
• 870-61-1 bis(trifluoromethylseleno)mercury 
• 122087-24-5 bis(pentafluoroethylseleno)mercury 
• 92382-57-5 bis(heptafluoro-n-propylseleno)mercury 

Downstream Products

• 506-80-9 carbon diselenide 
• 54393-39-4 selenocarbonyl difluoride 

Relevant articles and documents

Preparation of (Perfluoroalkyl)halogeno-1,3-diselenetanes from the Corresponding Selenocarbonyl Fluorides and Reactions with Boron Trichloride or Arsenic Pentafluoride

Reactions of Hg(SeRf)2 (Rf = C2F5, C3F7, CF3) with (C2H5)2AlI or AlI3 in octamethylcyclotetrasiloxane produce the unstable perfluoroalkaneselenocarbonyl fluorides 1 1 = CF3 (1a), C2F5 (1b), CF3Se (1c)>.These compounds are very reactive and polymerize to rubberlike products.On heating the polymers decompose almost quantitatively to the monomers or dimers.In CFCl3 solution 1 dimerizes at 20 deg C in sunlight to the corresponding cis/trans-1,3-diselenetanes 2.The structure of 2b is determined by single crystal X-ray diffraction.Different selenocarbonyl derivatives add to unsymmetrically substituted 1,3-diselenetanes 3. 1a and 1b react with cyclopentadiene to form the cycloaddition products 4a and 4c.Halogen exchange reactions take place between 2a-d and BCl3.The cis-isomers react much faster than the trans-isomers to give a mixture of cis-,trans-forms of 5.When 2c,d is treated with BCl3 it is possible to isolate and characterize the pure trans-isomer 2d, which is separated by preparative gas chromatography from 5c,d.Fluorine abstraction with formation of 1,3-diselenetan-2-ylium ions (6a-f) are accomplished by reactions of 2 or 3 with AsF5 in SO2.

A Simplified Synthesis and Reactions of Selenocarbonyldifluorid

SeCF2 is prepared on a preparative scale reacting AlI3 with Hg(SeCF3)2 in octamethylcyclotetrasiloxane.It adds MF and Ag> to form MSeCF3.AgSeCF3 was also synthesized from AgF and B(SeCF3)3.Under the influence of sunlight SeCF2 dissolved in CFCl3 dimerizes quantitatively to 2,2,4,4-tetrafluoro-1,3-diselenetane, which above 360 deg C pyrolyses to the monomer.The cyclic dimer reacts with B(SeCF3)3 to give (CF3Se)2CSe.The reaction of AgSeCF3 with CFnCl3-nSCl leads to CF3SeSCFnCl3-n (n = 1, 2, 3).IR, NMR and mass spectra of the newly prepared compounds were presented. - Keywords: Tetrafluoro-1,3-diselenetane, Chemical Reactions, Selenocarbonyldifluorid