Carbon diselenide
From Wikipedia, the free encyclopedia
| Carbon Diselenide | |
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| Other names | Carbon Selenide, Diselenoxomethane, Methanediselone |
| Identifiers | |
| CAS number | [506-80-9] |
| Properties | |
| Molecular formula | CSe2 |
| Molar mass | 169.93 g/mol |
| Appearance | yellow liquid |
| Density | 2.69 |
| Melting point |
-43.7°C |
| Boiling point |
125.5°C |
| Solubility in water | insoluble in water |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Carbon diselenide is a inorganic compound with the chemical formula CSe2. This yellowish liquid has a pungent odor. It is an analogue of CS2. Carbon diselenide polymerizes under high pressure.
[edit] Synthesis, structure and reactions
Carbon diselenide is a linear molecule with D∞h symmetry. Its is produced by reacting selenium powder with dichloromethane vapor under 550 °C.
- 2 Se + CH2Cl2 → CSe2 + 2 HCl
It was first synthesized by Grimm and Metzger by reacting hydrogen selenium with carbon tetrachloride in a hot tube.[1]
Like carbon disulfides, it polymerizes at high pressures. The structure of the polymer is thought to be a head-to-head structure with a backbone in the form of -[Se-C-C-Se]-.[2] The polymer is a semiconductor with a room-temperature conductivity of 50 S/cm.
In addition, carbon diselenide is used in the synthesis of tetraselenafulvalene[3], a selenium analogue of tetrathiafulvalene, which can be further used to synthesize organic conductors and superconductors.
Carbon diselenide reacts with secondary amines to give dialkydiselenocarbamates:[4]
- 2 Et2NH + CSe2 → Et2NH2+)(Et2NCSe2-)
[edit] References
- ^ H. G. Grimm, H. Metzger (1936). "Über Darstellung und Eigenschaften des Selenkohlenstoffs". Berichte der deutschen chemischen Gesellschaft (A and B Series) 69 (6): 1356–1364. doi:.
- ^ C. E. Carraher, Jr. and C.U. Pittman, Jr. (2005). "Poly(Carbon Disulfide), Poly(Carbon Diselenide), and Polythiocyanogen". Inorganic Polymers 21. doi:.
- ^ Edward M. Engler, Vishnu V. Patel (1974). "Structure control in organic metals. Synthesis of tetraselenofulvalene and its charge transfer salt with tetracyano-p-quinodimethane". Journal of American Chemical Society 96 (23): 7376–7378.
- ^ W. Pan and J. P. Fackler, Jr. (1982). "Diselenocarbamates from carbon diselenide". Inorganic Syntheses 21: 6. doi:.
