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Selenium monochloride

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(Redirected from Dichlorodiselane)
Diselenium dichloride
Names
IUPAC name Diselenium dichloride
Other names
  • 1,2-Dichlorodiselane
  • Dichlorodiselane
  • Dichlorodiselenide
  • Selenium chloride
  • Selenium monochloride
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.030.022 Edit this at Wikidata
EC Number
  • 233-037-8
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/Cl2Se2/c1-3-4-2Key: VIEXQFHKRAHTQS-UHFFFAOYSA-N
  • InChI=1/Cl2Se2/c1-3-4-2Key: VIEXQFHKRAHTQS-UHFFFAOYAC
SMILES
  • ClCl
Properties
Chemical formula Se2Cl2
Molar mass 228.84 g·mol
Appearance Reddish-brown oily liquid
Density 2.7741 g/cm
Melting point −85 °C (−121 °F; 188 K)
Boiling point 127 °C (261 °F; 400 K) at 0.997 atm
Solubility in water insoluble
Solubility in other solvents Soluble in chloroform, carbon disulfide, and acetonitrile
Magnetic susceptibility (χ) −94.8·10 cm/mol
Hazards
GHS labelling:
Pictograms GHS05: CorrosiveGHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Signal word Danger
Hazard statements H301, H311, H314, H331, H373, H410
Precautionary statements P260, P261, P264, P270, P271, P273, P280, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P311, P312, P314, P321, P322, P330, P361, P363, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

Selenium monochloride or diselenium dichloride is an inorganic compound with the formula Se2Cl2. Although a common name for the compound is selenium monochloride, reflecting its empirical formula, IUPAC does not recommend that name, instead preferring the more descriptive diselenium dichloride.

Diselenium dichloride is a reddish-brown, oily liquid that hydrolyses slowly. It exists in chemical equilibrium with SeCl2, SeCl4, chlorine, and elemental selenium. Diselenium dichloride is mainly used as a reagent for the synthesis of Se-containing compounds.

Structure and properties

Dielenium dichloride has the connectivity Cl−Se−Se−Cl. With a nonplanar structure, it has C2 molecular symmetry, similar to hydrogen peroxide and disulfur dichloride, which is referred to as gauche. The Se-Se bond length is 223 pm, and the Se-Cl bond lengths are 220 pm. The dihedral angle between the Cl−Se−Se and Se−Se−Cl planes is 87°.

Preparation

Early routes to diselenium dichloride involved chlorination of elemental selenium. An improved method involves the reaction of a mixture of selenium, selenium dioxide, and hydrochloric acid:

3 Se + SeO2 + 4 HCl → 2 Se2Cl2 + 2 H2O

A dense layer of diselenium dichloride settles from the reaction mixture, which can be purified by dissolving it in fuming sulfuric acid and reprecipitating it with hydrochloric acid. A second method for the synthesis involves the reaction of selenium with oleum and hydrochloric acid:

2 Se + 2 SO3 + 3 HCl → Se2Cl2 + SO2 + H2O + SO2(OH)Cl

The crude diselenium dichloride is removed via separatory funnel. Diselenium dichloride cannot be distilled without decomposition, even at reduced pressure.

In acetonitrile solutions, it exists in equilibrium with SeCl2 and SeCl4. Selenium dichloride degrades to diselenium dichloride after a few minutes at room temperature:

3 SeCl2 → Se2Cl2 + SeCl4

Reactions

Diselenium dichloride is an electrophilic selenizing agent, and thus it reacts with simple alkenes to give bis(β-chloroalkyl)selenide and bis(chloroalkyl)selenium dichloride. It converts hydrazones of hindered ketones into the corresponding selenoketones, the structural analogs of ketones whereby the oxygen atom is replaced with a selenium atom. Finally, the compound has been used to introduce bridging selenium ligands between the metal atoms of some iron and chromium carbonyl complexes.

References

  1. Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. ISBN 978-0-08-037941-8.
  2. Kniep, Rüdiger; Körte, Lutz; Mootz, Dietrich (1 January 1983). "Kristallstrukturen von Verbindungen A2X2 (A = S, Se; X = Cl, Br)". Zeitschrift für Naturforschung B. 38 (1): 1–6. doi:10.1515/znb-1983-0102.
  3. Lenher, Victor; Kao, C. H. (1925). "The Preparation of Selenium Monochloride and Monobromide". Journal of the American Chemical Society. 47 (3): 772–774. doi:10.1021/ja01680a025.
  4. ^ Fehér, F. (1963). "Diselenium Dichloride". In Brauer, G. (ed.). Handbook of Preparative Inorganic Chemistry. Vol. 1 (2nd ed.). New York: Academic Press. pp. 422–423.
  5. Lamoureux, Marc; Milne, John (1990). "Selenium chloride and bromide equilibria in aprotic solvents; a Se77 NMR study". Polyhedron. 9 (4): 589–595. doi:10.1016/S0277-5387(00)86238-5.
  6. Maaninen, Arto; Chivers, Tristram; Parvez, Masood; Pietikäinen, Jarkko; Laitinen, Risto S. (1999). "Syntheses of THF Solutions of SeX2(X = Cl, Br) and a New Route to Selenium Sulfides SenS8−n(n = 1−5): X-ray Crystal Structures of SeCl2(tht)2 and SeCl2·tmtu". Inorganic Chemistry. 38 (18): 4093–4097. doi:10.1021/ic981430h.
  7. ^ Back, Thomas G.; Moussa, Ziad (2003). "Diselenium Dichloride". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rn00201. ISBN 0-471-93623-5.
Selenium compounds
Se(−II)
Se(0,I)
Se(I)
Se(II)
Se(IV)
Se(VI)
Se(IV,VI)
Salts and covalent derivatives of the chloride ion
HCl He
LiCl BeCl2 B4Cl4
B12Cl12
BCl3
B2Cl4
+BO3
C2Cl2
C2Cl4
C2Cl6
CCl4
+C
+CO3
NCl3
ClN3
+N
+NO3
ClxOy
Cl2O
Cl2O2
ClO
ClO2
Cl2O4
Cl2O6
Cl2O7
ClO4
+O
ClF
ClF3
ClF5
Ne
NaCl MgCl2 AlCl
AlCl3
Si5Cl12
Si2Cl6
SiCl4
P2Cl4
PCl3
PCl5
+P
S2Cl2
SCl2
SCl4
+SO4
Cl2 Ar
KCl CaCl
CaCl2
ScCl3 TiCl2
TiCl3
TiCl4
VCl2
VCl3
VCl4
VCl5
CrCl2
CrCl3
CrCl4
MnCl2
MnCl3
FeCl2
FeCl3
CoCl2
CoCl3
NiCl2 CuCl
CuCl2
ZnCl2 GaCl
GaCl3
GeCl2
GeCl4
AsCl3
AsCl5
+As
Se2Cl2
SeCl2
SeCl4
BrCl Kr
RbCl SrCl2 YCl3 ZrCl2
ZrCl3
ZrCl4
NbCl3
NbCl4
NbCl5
MoCl2
MoCl3
MoCl4
MoCl5
MoCl6
TcCl3
TcCl4
RuCl2
RuCl3
RuCl4
RhCl3 PdCl2 AgCl CdCl2 InCl
InCl2
InCl3
SnCl2
SnCl4
SbCl3
SbCl5
Te3Cl2
TeCl2
TeCl4
ICl
ICl3
XeCl
XeCl2
XeCl4
CsCl BaCl2 * LuCl3 HfCl4 TaCl3
TaCl4
TaCl5
WCl2
WCl3
WCl4
WCl5
WCl6
ReCl3
ReCl4
ReCl5
ReCl6
OsCl2
OsCl3
OsCl4
OsCl5
IrCl2
IrCl3
IrCl4
PtCl2
PtCl4
AuCl
(Au)2
AuCl3
Hg2Cl2
HgCl2
TlCl
TlCl3
PbCl2
PbCl4
BiCl3 PoCl2
PoCl4
AtCl Rn
FrCl RaCl2 ** LrCl3 RfCl4 DbCl5 SgO2Cl2 BhO3Cl Hs Mt Ds Rg Cn Nh Fl Mc Lv Ts Og
 
* LaCl3 CeCl3 PrCl3 NdCl2
NdCl3
PmCl3 SmCl2
SmCl3
EuCl2
EuCl3
GdCl3 TbCl3 DyCl2
DyCl3
HoCl3 ErCl3 TmCl2
TmCl3
YbCl2
YbCl3
** AcCl3 ThCl3
ThCl4
PaCl4
PaCl5
UCl3
UCl4
UCl5
UCl6
NpCl3 PuCl3 AmCl2
AmCl3
CmCl3 BkCl3 CfCl3
CfCl2
EsCl2
EsCl3
FmCl2 MdCl2 NoCl2
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