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{{chembox {{chembox
| Verifiedfields = changed
| verifiedrevid = 397862748
| Watchedfields = changed
| Name = Selenium oxydichloride
| verifiedrevid = 438850594
| ImageFileL1 = SeOCl2.png
| Name = Selenium oxydichloride
| ImageSizeL1 = 120px
| ImageFile = Seleninyl chloride.png
| ImageNameL1 = Structure of the selenium oxydichloride molecule
| ImageFileL1 = SeOCl2pyramidal.png
| ImageFileR1 = Selenium-oxydichloride-3D-vdW.png
| ImageNameL1 = Structure of the selenium oxydichloride molecule
| ImageSizeR1 = 120px
| ImageFileR1 = Selenium-oxydichloride-3D-vdW.png
| ImageNameR1 = 3D model of the selenium oxydichloride molecule | ImageNameR1 = 3D model of the selenium oxydichloride molecule
| IUPACName = Selenium oxychloride | IUPACName = Selenium oxychloride
| OtherNames = Seleninyl chloride
| OtherNames = Seleninyl chloride
| Section1 = {{Chembox Identifiers |Section1={{Chembox Identifiers
| SMILES = O=(Cl)Cl
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 7791-23-3
| PubChem = 24647 | CASNo = 7791-23-3
| UNII_Ref = {{fdacite|correct|FDA}}
| RTECS = VS7000000
| UNII = 1G57T5401W
| PubChem = 24647
| RTECS = VS7000000
| EINECS = 232-244-0
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 23049
| InChI = 1/Cl2OSe/c1-4(2)3
| InChIKey = LIRMPIXWGWLNND-UHFFFAOYAX
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/Cl2OSe/c1-4(2)3
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = LIRMPIXWGWLNND-UHFFFAOYSA-N
| SMILES = O=(Cl)Cl
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Formula = SeOCl<sub>2</sub> | Formula = SeOCl<sub>2</sub>
| MolarMass = 165.87 g/mol | MolarMass = 165.87 g/mol
| Appearance = colorless liquid | Appearance = colorless liquid
| Density = 2.43 g/cm<sup>3</sup>, liquid | Density = 2.43 g/cm<sup>3</sup>, liquid
| Solubility = hydrolyzes violently | Solubility =
| SolubleOther =
| SolubleOther = soluble in ], ], ], ], ] <br> decomposes in ]
| MeltingPt = 10.9 °C | MeltingPtC = 10.9
| BoilingPt = 177.2 °C | BoilingPtC = 177.2
| Viscosity = | Viscosity =
| RefractIndex = 1.651 (20 °C) | RefractIndex = 1.651 (20 °C)
}} }}
| Section3 = {{Chembox Structure |Section3={{Chembox Structure
| MolShape = trigonal pyramidal | MolShape = trigonal pyramidal
| Dipole = | Dipole =
}} }}
| Section7 = {{Chembox Hazards |Section7={{Chembox Hazards
| ExternalMSDS = | ExternalSDS =
| MainHazards = | MainHazards =
| GHS_ref=<ref>{{cite web |title=Selenium oxychloride |url=https://pubchem.ncbi.nlm.nih.gov/compound/24647#section=Safety-and-Hazards |website=pubchem.ncbi.nlm.nih.gov |access-date=12 December 2021 |language=en}}</ref>
| RPhrases = 14-23/25-33-35-50/53
| GHSPictograms = {{GHS05}}{{GHS06}}{{GHS08}}{{GHS09}}
| SPhrases = 26-36/37/39-45-60-61
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|301|314|331|373|410}}
| PPhrases = {{P-phrases|260|261|264|270|271|273|280|301+310|301+330+331|303+361+353|304+340|305+351+338|310|311|314|321|330|363|391|403+233|405|501}}
| NFPA-H = 3 | NFPA-H = 3
| NFPA-F = 0 | NFPA-F = 0
| NFPA-R = 1 | NFPA-R = 1
| LDLo = 2 mg/kg (rabbit, dermal)<ref>{{IDLH|7782492|Selenium compounds (as Se)}}</ref>
}} }}
| Section8 = {{Chembox Related |Section8={{Chembox Related
| Function = compounds | OtherFunction_label = compounds
| OtherFunctn = ], ] | OtherFunction = ], ]
}} }}
}} }}


'''Selenium oxydichloride''' is the ] with the formula SeOCl<sub>2</sub>. It is a liquid with a high dielectric constant (55) and high specific conductance, and for these reasons is an attractive solvent. Structurally, it is a close chemical relative of ] SOCl<sub>2</sub> and ] as a donor solvent. '''Selenium oxydichloride''' is the ] with the formula SeOCl<sub>2</sub>. It is a colorless liquid. With a high dielectric constant (55) and high specific conductance, it is an attractive solvent. Structurally, it is a close chemical relative of ] SOCl<sub>2</sub>, being a pyramidal molecule.


==Preparation and reactions== ==Preparation and reactions==
Selenium oxydichloride can be prepared by several methods, and a popular one involves the conversion of ] to dichloroselenious acid followed by dehydration:<ref>G. B. L. Smith, Julius Jackson, J. J. Pitha, Eva Blanchard "Selenium(IV) Oxychloride" Inorganic Syntheses, 1950, Volume 3, pp. 130–137.{{DOI|10.1002/9780470132340.ch34))</ref> Selenium oxydichloride can be prepared by several methods, and a common one involves the conversion of ] to dichloroselenious acid followed by dehydration:<ref>{{cite book | last1 = Smith | first1 = G. B. L. | last2 = Jackson | first2 = Julius | title = Inorganic Syntheses | year = 1950 | chapter = Selenium(IV) Oxychloride | volume = 3 | pages = 130–137 | doi = 10.1002/9780470132340.ch34 | isbn = 9780470132340 }}</ref>
:SeO<sub>2</sub> + 2 HCl → Se(OH)<sub>2</sub>Cl<sub>2</sub> :SeO<sub>2</sub> + 2 HCl → Se(OH)<sub>2</sub>Cl<sub>2</sub>
:Se(OH)<sub>2</sub>Cl<sub>2</sub> → SeOCl<sub>2</sub> + H<sub>2</sub>O :Se(OH)<sub>2</sub>Cl<sub>2</sub> → SeOCl<sub>2</sub> + H<sub>2</sub>O
The original synthesis involved the ] of selenium dioxide and ]. The original synthesis involved the ] of selenium dioxide and ].


Pure selenium oxydichloride ] to a dimer:{{sfn|Audrieth|Kleinberg|1953|p=237}}
The compound hydrolyzes readily.
:SeOCl<sub>2</sub>&nbsp;↔ (SeO)<sub>2</sub>Cl{{su|b=3|p=+}}&nbsp;+ Cl<sup>&minus;</sup>
The SeOCl<sub>2</sub> is generally a labile ] and solutions of ] in SeOCl<sub>2</sub> likely form <sup>+</sup><sup>&minus;</sup> the same way.{{sfn|Audrieth|Kleinberg|1953|pp=239-242}}

The compound hydrolyzes readily to form ] and ],{{cn|date=May 2024}} and very few organic compounds dissolve in it without reaction. At elevated temperatures, it is a strong oxidizer, yielding a chloride, ], and ].<ref>{{cite book|url=https://archive.org/details/cftri.2662nonaqueoussolven0000ludw/page/|pages=235–6|title=Non-aqueous solvents|first1=Ludwig&nbsp;F.|last1=Audrieth|first2=Jacob|last2=Kleinberg|publisher=John Wiley & Sons|location=New York|year=1953|lccn=52-12057}}</ref>

==See also==

* ] SeOBr<sub>2</sub>
* ] H<sub>2</sub>SeO<sub>3</sub>


==References== ==References==
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{{Selenium compounds}} {{Selenium compounds}}


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{{inorganic-compound-stub}} {{inorganic-compound-stub}}

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