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[2] and as a catalyst for redox reactions.[3] The compound is a strong nucleophile, easily displacing halides. It also adds electrophilically across multiple bonds, and traps radicals.[4]
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| Names | |
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| Preferred IUPAC name
1,1′-Ditellanediyldibenzene | |
| Other names
Phenylditelluride
Diphenylditelluride | |
| Identifiers | |
3D model (JSmol)
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| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.046.332 |
| EC Number |
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C12H10Te2 | |
| Molar mass | 409.42 g/mol |
| Appearance | Orange powder |
| Density | 2.23 g/cm3 |
| Melting point | 66 to 67 °C (151 to 153 °F; 339 to 340 K) |
| Boiling point | decomposes |
| Insoluble | |
| Solubility in other solvents | Dichloromethane |
| Structure | |
| 90° at Se C2 symmetry | |
| 0 D | |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards
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Toxic |
| GHS labelling:[1] | |
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| Warning | |
| H302, H312, H315, H319, H332, H335 | |
| 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
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Ph2S2, Ph2Se2 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Preparation
editPh2Te2 is prepared by the oxidation of tellurophenolate, which is generated via the Grignard reagent:[5]
- PhMgBr Te → PhTeMgBr
- 2PhTeMgBr 0.5 O2 H2O → Ph2Te2 2 MgBr(OH)
The molecule has C2 symmetry.
References
edit- ^ "Diphenyl ditelluride". pubchem.ncbi.nlm.nih.gov. Retrieved 23 December 2021.
- ^ 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.
- ^ 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.
- ^ Crich, David; Yao Qingwei. "Diphenyl ditelluride". Encyclopedia of Reactants for Organic Synthesis. doi:10.1002/047084289X.rd416.
- ^ 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.