Selenium monochloride

Names
IUPAC name

Selenium monochloride

Other names

Dichlorodiselenide, Diselenium dichloride, Selenium chloride, 1,2-dichlorodiselane

Identifiers

CAS Number

* 10025-68-0 Y

3D model (JSmol)

* Interactive image

ChemSpider |

* 59591 Y

EC Number |

* 233-037-8

PubChem CID

* 66206

UNII |

* 2A5292FC4P Y

InChI

* InChI=1S/Cl2Se2/c1-3-4-2 N

Key: VIEXQFHKRAHTQS-UHFFFAOYSA-N N

* InChI=1/Cl2Se2/c1-3-4-2

Key: VIEXQFHKRAHTQS-UHFFFAOYAC

SMILES

* Cl[Se][Se]Cl

Properties

Chemical formula

| Se2Cl2
Molar mass | 228.83 g/mol
Appearance  | Reddish-brown oily liquid
Density | 2.7741 g/cm3
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)

| −94.8·10−6 cm3/mol
Hazards
GHS pictograms |
GHS Signal word | Danger

GHS hazard statements

| H301, H311, H314, H331, H373, H410

GHS precautionary statements

| P260, P261, P264, P270, P271, P273, P280, P301+310, P301+330+331, P302+352, P303+361+353, P304+340, P305+351+338, P310, P311, P312, P314, P321, P322, P330, P361, P363, P391, P403+233, P405

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N verify (what is YN ?)
Infobox references

Tracking categories (test):

* SizeSet

Selenium monochloride is an inorganic compound with the formula Se2Cl2. Although it is called selenium monochloride, a more descriptive name might be diselenium dichloride. It is a reddish-brown, oily liquid that hydrolyses slowly. It exists in chemical equilibrium with SeCl2, SeCl4, chlorine, and elemental selenium.[1] Selenium monochloride is mainly used as a reagent for the synthesis of Se-containing compounds.

## Contents

* 1 Structure and properties
* 2 Preparation
* 3 Reactions
* 4 References

## Structure and properties

Selenium monochloride has the connectivity Cl-Se-Se-Cl. With a nonplanar structure, it has C2 molecular symmetry, similar to hydrogen peroxide and sulfur monochloride. The Se-Se bond length is 2.23 Å, and the Se-Cl bond lengths are 2.20 Å. The dihedral angle is 87°.[2]

## Preparation

Early routes to selenium monochloride involved chlorination of elemental selenium.[3] An improved method involves the reaction of a mixture of selenium, selenium dioxide, and hydrochloric acid:[4]

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

A dense layer of selenium monochloride 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:[4]

2 Se + 2 SO3 \+ 3 HCl → Se2Cl2 \+ H2SO3 \+ SO2(OH)Cl

The crude selenium monochloride is removed via separatory funnel. Selenium monochloride cannot be distilled without decomposition, even at reduced pressure.[4]

In acetonitrile solutions, it exists in equilibrium with SeCl2 and SeCl4.[5] Selenium dichloride degrades to the monochloride after a few minutes at room temperature:[6]

3 SeCl2 → Se2Cl2 \+ SeCl4

## Reactions

Selenium monochloride 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.[7] Finally, the compound has been used to introduce bridging selenium ligands between the metal atoms of some iron and chromium carbonyl complexes.[7]

## 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. ↑ 4.0 4.1 4.2 Fehér, F. "Diselenium Dichloride". In Handbook of Preparative Inorganic Chemistry; Brauer, G., Ed.; Academic Press: New York, 1963; Vol. 1; p 422-433.
5. ↑ Lamoureux, Marc; Milne, John (1990). "Selenium chloride and bromide equilibria in aprotic solvents; a 77Se 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. ↑ 7.0 7.1 Back, Thomas G.; Moussa, Ziad (2003). "Encyclopedia of Reagents for Organic Synthesis". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rn00201. ISBN 0471936235.

* v
* t
* e

Selenium compounds

Se(−II)|

* Ag2Se
* Al2Se3
* CaSe
* Se2−

Se(0,I)|

* Se3S5

Se(I)|

* Se2S6
* Se2Cl2
* C3H7NO2Se

Se(II)|

* SeS2

Se(IV)|

* SeCl4
* SeF4
* SeO2
* SeS2
* SeOBr2
* SeOCl2

Se(VI)|

* SeF6
* SeO3
* SeO2F2

* v
* t
* e

Salts and covalent derivatives of the chloride ion

HCl |  |  |  | He

|
|
|
|

LiCl | BeCl2 | BCl3
B2Cl4 | CCl4 | NCl3
ClN3 | Cl2O
ClO2
Cl2O7 | ClF
ClF3
ClF5 | Ne
NaCl | MgCl2 | AlCl
AlCl3 | SiCl4 | P2Cl4
PCl3
PCl5 | S2Cl2
SCl2
SCl4 | Cl2 | Ar
KCl | CaCl
CaCl2 | ScCl3 | TiCl2
TiCl3
TiCl4 | VCl2
VCl3
VCl4
VCl5 | CrCl2
CrCl3
CrCl4 | MnCl2 | FeCl2
FeCl3 | CoCl2
CoCl3 | NiCl2 | CuCl
CuCl2 | ZnCl2 | GaCl2
GaCl3 | GeCl2
GeCl4 | AsCl3
AsCl5 | Se2Cl2
SeCl4 | BrCl | KrCl
RbCl | SrCl2 | YCl3 | ZrCl3
ZrCl4 | NbCl4
NbCl5 | MoCl2
MoCl3
MoCl4
MoCl5
MoCl6 | TcCl4 | RuCl3 | RhCl3 | PdCl2 | AgCl | CdCl2 | InCl
InCl2
InCl3 | SnCl2
SnCl4 | SbCl3
SbCl5 | Te3Cl2
TeCl4 | ICl
ICl3 | XeCl
XeCl2
CsCl | BaCl2 |  | HfCl4 | TaCl5 | WCl2
WCl3
WCl4
WCl5
WCl6 | Re3Cl9
ReCl4
ReCl5
ReCl6 | OsCl4 | IrCl2
IrCl3
IrCl4 | PtCl2
PtCl4 | AuCl
AuCl3 | Hg2Cl2,
HgCl2 | TlCl | PbCl2,
PbCl4 | BiCl3 | PoCl2,
PoCl4 | AtCl  | RnCl2
FrCl | RaCl2 |  | Rf  | Db  | Sg  | Bh  | 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 | LuCl3
AcCl3 | ThCl4 | PaCl5 | UCl3
UCl4
UCl5
UCl6 | NpCl4 | PuCl3 | AmCl2
AmCl3 | CmCl3 | BkCl3 | CfCl3 | EsCl3 | Fm  | Md  | No  | LrCl3

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*[CID]: Compound ID
*[H301]: Toxic if swallowed
*[H311]: Toxic in contact with skin
*[H314]: Causes severe skin burns and eye damage
*[H331]: Toxic if inhaled
*[H373]: May cause damage to organs through prolonged or repeated exposure
*[H410]: Very toxic to aquatic life with long lasting effects
*[P260]: Do not breathe dust/fume/gas/mist/vapours/spray
*[P261]: Avoid breathing dust/fume/gas/mist/vapours/spray
*[P264]: Wash … thoroughly after handling
*[P270]: Do not eat, drink or smoke when using this product
*[P271]: Use only outdoors or in a well-ventilated area
*[P273]: Avoid release to the environment
*[P280]: Wear protective gloves/protective clothing/eye protection/face protection
*[P301+310]: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician
*[P301+330+331]: IF SWALLOWED: Rinse mouth. Do NOT induce vomiting
*[P302+352]: IF ON SKIN: Wash with soap and water
*[P303+361+353]: IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower
*[P304+340]: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
*[P305+351+338]: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do – continue rinsing
*[P310]: Immediately call a POISON CENTER or doctor/physician
*[P311]: Call a POISON CENTER or doctor/physician
*[P312]: Call a POISON CENTER or doctor/physician if you feel unwell
*[P314]: Get Medical advice/attention if you feel unwell
*[P321]: Specific treatment (see … on this label)
*[P322]: Specific measures (see … on this label)
*[P330]: Rinse mouth
*[P361]: Remove/Take off immediately all contaminated clothing
*[P363]: Wash contaminated clothing before reuse
*[P391]: Collect spillage
*[P403+233]: Store in a well ventilated place. Keep container tightly closed
*[P405]: Store locked up
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