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Diphenyl ditelluride

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Diphenyl ditelluride
Chemical structure of diphenyl ditelluride
Space-filling model of the diphenyl ditelluride molecule
Names
Preferred IUPAC name 1,1′-Ditellanediyldibenzene
Other names Phenylditelluride
Diphenylditelluride
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.046.332 Edit this at Wikidata
EC Number
  • 250-982-1
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C12H10Te2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10HKey: VRLFOXMNTSYGMX-UHFFFAOYSA-N
  • InChI=1/C12H10Te2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10HKey: VRLFOXMNTSYGMX-UHFFFAOYAJ
SMILES
  • C1(C2=CC=CC=C2)=CC=CC=C1
  • (c1ccccc1)c2ccccc2
Properties
Chemical formula C12H10Te2
Molar mass 409.42 g/mol
Appearance Orange powder
Density 2.23 g/cm
Melting point 66 to 67 °C (151 to 153 °F; 339 to 340 K)
Boiling point decomposes
Solubility in water Insoluble
Solubility in other solvents Dichloromethane
Structure
Coordination geometry 90° at Se
C2 symmetry
Dipole moment 0 D
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Toxic
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H302, H312, H315, H319, H332, H335
Precautionary statements P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
Related compounds
Related compounds Ph2S2,
Ph2Se2
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Diphenylditelluride is the chemical compound with the formula (C6H5Te)2, abbreviated Ph2Te2. This orange-coloured solid is the oxidized derivative of the unstable benzenetellurol, PhTeH. Ph2Te2 is used as a source of the PhTe unit in organic synthesis and as a catalyst for redox reactions. The compound is a strong nucleophile, easily displacing halides. It also adds electrophilically across multiple bonds, and traps radicals.

Preparation

Ph2Te2 is prepared by the oxidation of tellurophenolate, which is generated via the Grignard reagent:

PhMgBr + Te → PhTeMgBr
2PhTeMgBr + 0.5 O2 + H2O → Ph2Te2 + 2 MgBr(OH)

The molecule has C2 symmetry.

References

  1. "Diphenyl ditelluride". pubchem.ncbi.nlm.nih.gov. Retrieved 23 December 2021.
  2. Mohan, Balaji; Yoon, Chohye; Jang, Seongwan; Park, Kang Hyun (2015). "Copper Nanoparticles Catalyzed Se(Te)-Se(Te) Bond Activation: A Straightforward Route Towards Unsymmetrical Organochalcogenides from Boronic Acids". ChemCatChem. 7 (3): 405–412. doi:10.1002/cctc.201402867. ISSN 1867-3880. S2CID 97000699.
  3. Alberto, Eduardo E.; Muller, Lisa M.; Detty, Michael R. (2014). "Rate Accelerations of Bromination Reactions with NaBr and H2O2 via the Addition of Catalytic Quantities of Diaryl Ditellurides". Organometallics. 33 (19): 5571–5581. doi:10.1021/om500883f.
  4. Crich, David; Yao Qingwei. "Diphenyl ditelluride". Encyclopedia of Reactants for Organic Synthesis. doi:10.1002/047084289X.rd416.
  5. Crich, D.; Yao, Q. "Diphenyl Ditelluride" in Encyclopedia of Reagents for Organic Synthesis (Ed: L. Paquette) 2004, J. Wiley & Sons, New York. doi:10.1002/047084289X.rd416.
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