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Carbon selenide

Carbon selenide is a chemical inorganic binary compound . It consists of two elements - carbon and selenium . The chemical formula is CSe 2 .

Carbon selenide
Carbon diselenide.png
Carbon selenide
Carbon selenide
General
Systematic
name
carbon (IV) selenide
Chem. formulaCSe 2
Physical properties
conditionyellow liquid
Molar mass169.93 g / mol
Density2.69 g / cm³
Thermal properties
T. melt.−43.7 ° C
T. bale.125.5 ° C
Chemical properties
Solubility in waterinsoluble
Structure
Dipole moment0 D
Classification
Reg. CAS number506-80-9
PubChem
Reg. EINECS number
Smiles
Inchi
ChemSpider
Security
ToxicityToxic

The compound is a pungent, yellow-orange, oily liquid; carbon disulfide analog (CS 2 ) . Photosensitive compound, insoluble in water, but soluble in organic solvents .

Synthesis , Structure, and Reactions

Carbon deselenide is a linear molecule with the symmetry operation D ∞h . It is produced by the interaction of powdered selenium with dichloromethane vapors at a temperature of about 550 ° C [1] :

2Se+CH2Cl2→CSe2+2HCl{\ displaystyle {\ mathsf {2Se + CH_ {2} Cl_ {2} \ rightarrow CSe_ {2} + 2HCl}}}  

Grimm and Metzger, who prepared it by combining hydrogen selenide with carbon in a hot pipe, were the first to report this [2] .

Like carbon disulfides, carbon dioxide dislenide polymerizes under high pressure. The polymer structure is connected alternately - [Se-C (= Se) -C (= Se) -Se] - [3] . The polymer is a semiconductor at room temperature; conductivity is 50 S / cm.

In addition, carbon selenide is a precursor to tetraselenfulvalen - an analog of tetratiofulvalen , which can be further used for the synthesis of organic conductors and organic superconductors .

Carbon selenide reacts with secondary amines to give dialkide diselenocarbamates [1] :

2Et2NH+CSe2→(Et2NH2)+(Et2NCSe2)-{\ displaystyle {\ mathsf {2Et_ {2} NH + CSe_ {2} \ rightarrow (Et_ {2} NH_ {2}) ^ {+} (Et_ {2} NCSe_ {2}) ^ {-}}}}  

Security

Carbon selenide has a high vapor pressure . It is toxic and poses a risk of inhalation. May be dangerous due to ease of transport by the membrane . It slowly decomposes on storage (about 1% per month at −30 ° C). When received on a commercial basis, its cost is usually high [4] .

When mixed with air, CSe 2 gives an “extremely disgusting mixture that is gradually forming” [5] . It is so smelly that people from a neighboring village were forced to escape when it was first synthesized in 1936. The stench can be neutralized with bleach [6] . Because of its smell, synthetic production methods have been developed [7] .

Notes

  1. ↑ 1 2 W. Pan and JP Fackler, Jr. Diselenocarbamates from carbon diselenide (English) // Inorganic Syntheses : journal. - 1982. - Vol. 21 . - P. 6 . - DOI : 10.1002 / 9780470132524.ch2 .
  2. ↑ HG Grimm, H. Metzger. Über Darstellung und Eigenschaften des Selenkohlenstoffs (German) // Berichte der deutschen chemischen Gesellschaft (A and B Series): magazin. - 1936. - Bd. 69 , Nr. 6 . - S. 1356-1344 . - DOI : 10.1002 / cber.19360690626 .
  3. ↑ CE Carraher, Jr. and CU Pittman, Jr. Poly (Carbon Disulfide), Poly (Carbon Diselenide), and Polythiocyanogen (Eng.) // Inorganic Polymers: journal. - 2005. - Vol. 21 . - DOI : 10.1002 / 14356007.a14_241 .
  4. ↑ Carbon Diselenide CSe2 (neopr.) . Cse2.com. Archived April 23, 2012.
  5. ↑ “„ carbon diselenide has by far the worst odor this author has experienced in his lifetime of working with selenium compounds “” Wolfgang HH Gunther: Organic Selenium Compounds: Their Chemistry and Biology
  6. ↑ Derek. Things I Won't Work With: Carbon Diselenide. In the Pipeline: (unopened) (inaccessible link) . Pipeline.corante.com. Archived April 23, 2012.
  7. ↑ Process for producing chalcogen containing compounds - Patent 4462938 (neopr.) . Freepatentsonline.com. Archived April 23, 2012.
Source - https://ru.wikipedia.org/w/index.php?title=Carbon Selenide&oldid = 100955187


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