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Wikipedia

Selenocyanate

A selenocyanate is an ion or chemical compound that contains the -SeCN group, which could be in the form of an anion, SeCN. Organic selenocyanates also exist.

Selenocyanate
Identifiers
  • 5749-48-4
3D model (JSmol)
  • Interactive image
1848016
ChEBI
  • CHEBI:29445
ChEMBL
  • ChEMBL448089
ChemSpider
  • 69410
81789
  • 76961
  • DTXSID90973017
  • InChI=1S/CHNSe/c2-1-3/h3H/p-1
    Key: CRDYSYOERSZTHZ-UHFFFAOYSA-M
  • C(#N)[Se-]
Properties
CNSe
Molar mass 104.990 g·mol−1
Related compounds
Related compounds
thiocyanate; cyanate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Some complex ions with transition metals such as silver and mercury (mercuriselenocyanates) are known. Mercuriselenocyanate salts also include K, Fe, Co, Ni, Cu, Zn, and Cd.[1] Complex ions include Fe(NCSe)63−, Fe(NCSe)64−, Fe(NCSe)42−, Co(NCSe)64−, Co(NCSe)42−, Ni(NCSe)64−, Zn(NCSe)64−, Rh(NCSe)64−, Pd(NCSe)42−, Ag(SeCN)2, Cd(NCSe)42−, Cd(NCSe)64−, Dy(NCSe)63−, Ho(NCSe)63−, Er(NCSe)63−, Pt(NCSe)62−, Au(NCSe)4, and Hg(NCSe)42−.[2]

For hard metals, the negative charge is on the nitrogen atom which coordinates with the metal atom. Examples include Ti(NCSe)62−, V(NCSe)63−, VO(NCSe)42−, Cr(NCSe)63−, Mn(NCSe)42−, Mn(NCSe)42−, Y(NCSe)63−, Zr(NCSe)62−, Mo(NCSe)63−, Pr(NCSe)63−, Nd(NCSe)63−, Sm(NCSe)63−, Hf(NCSe)62−, Re2(NCSe)82−, Pa(NCSe)84− and U(NCSe)84−.[3]

Production edit

Selenocyanate can be produced in the reaction of selenium, selenide, selenite or selenate with cyanide ions.[4]

Se2− + CN + 0.5 O2 → SeCN + 2OH
SeO32− + 3CN → 2OCN + SeCN + 2OH
SeO42− + 4CN → 3OCN + SeCN + 2OH

Reactions edit

Selenocyanate is oxidised to selenium and cyanate by bis (trifluoroacetoxy) iodobenzene.[5]

Application edit

Selenocyanate is component of pollution from oil refineries and mine drainage water. Remediation methods have been investigated to extract selenocyanate from water. Methods considered include precipitation by metal salts, or extraction by plants. Indian mustard converts some selenocyanate to selenocystine and selenomethionine, and volatiles dimethylselenide and methylselenocyanate.[6]

List edit

formula crystal form space group Å volume density comment reference
[NH4][SeCN] monoclinic P21/c a=4.3443 b=7.3615 c=12.9858 β=99.152° Z=4 416.99 pink due to contamination from red selenium [7]
KSeCN monoclinic P21/c a=4.59 b=7.64 c=11.89 β=101.13° [8]
Ag[SeCN] monoclinic C2/c a=8.8300 b=8.2471 c=8.4303 β=93.027° Z=8[9] 613.05 solubility at 18°: 2.0×10−8 Mol/litre [7]
[NH4][Ag(SeCN)2] orthorhombic Pbca a=7.15549 b=20.0671 c=10.4776 Z=8 1504.49 [7]
[NH4]3[Ag(SeCN)4] tetragonal I41/acd a=14.0013 c=31.4678 Z=16 6168.8 [7]
[NH4]0.7K0.3[SeCN] [7]
K2Hg(CNSe)4 [6]
[Cu(IPr)(NCSe)]2 IPr = 1,3- bis(2,6-diisopropylphenyl)imidazol-2-ylidene triclinic P1 a=9.389 b=10.9745 c=14.0542 101.181 90.311 105.620 Z=1 1365.7 @100K [10]
ZnHg(CNSe)4 [6]
CdHg(CNSe)4 [6]

References edit

  1. ^ Benedetti-Pichler, A. A.; Spikes, W. F. (December 1934). "The use of potassium mercuri-selenocyanate as a reagent in qualitative microanalysis". Mikrochemie. 15 (1): 271–287. doi:10.1007/BF02789376. ISSN 0369-0261.
  2. ^ Advances in Inorganic Chemistry and Radiochemistry. Academic Press. 2 May 1975. p. 355. ISBN 978-0-08-057866-8.
  3. ^ Advances in Inorganic Chemistry and Radiochemistry. Academic Press. 2 May 1975. p. 354. ISBN 978-0-08-057866-8.
  4. ^ Hullebusch, Eric D. van (2 September 2017). Bioremediation of Selenium Contaminated Wastewater. Springer. pp. 110–111. ISBN 978-3-319-57831-6.
  5. ^ Papadoyannis, I. N.; Stratis, J. A.; Anthemidis, A. N. (January 1984). "Simultaneous Determination of Selenocyanate and Thiocyanate Ions in the Presence of Cyanide by Oxidation with bis (Trifluoroacetoxy) iodobenzene". Analytical Letters. 17 (13): 1511–1517. doi:10.1080/00032718408065325. ISSN 0003-2719.
  6. ^ a b c d de Souza, Mark P.; Pickering, Ingrid J.; Walla, Michael; Terry, Norman (1 February 2002). "Selenium Assimilation and Volatilization from Selenocyanate-Treated Indian Mustard and Muskgrass". Plant Physiology. 128 (2): 625–633. doi:10.1104/pp.010686. PMC 148924. PMID 11842165.
  7. ^ a b c d e Shlyaykher, Alena; Tambornino, Frank (15 July 2023). "Synthesis and Stability of Ammonium Selenocyanate [NH 4 ][SeCN] and Its Reactivity toward Ag[SeCN]". Inorganic Chemistry. 62 (30): 11943–11953. doi:10.1021/acs.inorgchem.3c01345. PMID 37453070. S2CID 259924312.
  8. ^ Swank, Duane D.; Willett, Roger D. (April 1965). "The Crystal Structure of Potassium Selenocyanate". Inorganic Chemistry. 4 (4): 499–501. doi:10.1021/ic50026a013. ISSN 0020-1669.
  9. ^ Salomon, Mark; Salomon, M.; Ohtaki, H. (3 September 2013). Silver Azide, Cyanide, Cyanamides, Cyanate, Selenocyanate and Thiocyanate: Solubilities of Solids. Elsevier. p. 92. ISBN 978-1-4831-5492-3.
  10. ^ Dodds, Christopher A.; Kennedy, Alan R.; Thompson, Ross (2019-08-25). "Taming Copper(I) Cyanate and Selenocyanate with N-Heterocyclic Carbenes" (PDF). European Journal of Inorganic Chemistry. 2019 (31): 3581–3587. doi:10.1002/ejic.201900515. ISSN 1434-1948. S2CID 202034228.

selenocyanate, selenocyanate, chemical, compound, that, contains, secn, group, which, could, form, anion, secn, organic, selenocyanates, also, exist, identifierscas, number, 5749, model, jsmol, interactive, imagebeilstein, reference, 1848016chebi, chebi, 29445. A selenocyanate is an ion or chemical compound that contains the SeCN group which could be in the form of an anion SeCN Organic selenocyanates also exist Selenocyanate IdentifiersCAS Number 5749 48 43D model JSmol Interactive imageBeilstein Reference 1848016ChEBI CHEBI 29445ChEMBL ChEMBL448089ChemSpider 69410Gmelin Reference 81789PubChem CID 76961CompTox Dashboard EPA DTXSID90973017InChI InChI 1S CHNSe c2 1 3 h3H p 1Key CRDYSYOERSZTHZ UHFFFAOYSA MSMILES C N Se PropertiesChemical formula C N Se Molar mass 104 990 g mol 1Related compoundsRelated compounds thiocyanate cyanateExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Some complex ions with transition metals such as silver and mercury mercuriselenocyanates are known Mercuriselenocyanate salts also include K Fe Co Ni Cu Zn and Cd 1 Complex ions include Fe NCSe 63 Fe NCSe 64 Fe NCSe 42 Co NCSe 64 Co NCSe 42 Ni NCSe 64 Zn NCSe 64 Rh NCSe 64 Pd NCSe 42 Ag SeCN 2 Cd NCSe 42 Cd NCSe 64 Dy NCSe 63 Ho NCSe 63 Er NCSe 63 Pt NCSe 62 Au NCSe 4 and Hg NCSe 42 2 For hard metals the negative charge is on the nitrogen atom which coordinates with the metal atom Examples include Ti NCSe 62 V NCSe 63 VO NCSe 42 Cr NCSe 63 Mn NCSe 42 Mn NCSe 42 Y NCSe 63 Zr NCSe 62 Mo NCSe 63 Pr NCSe 63 Nd NCSe 63 Sm NCSe 63 Hf NCSe 62 Re2 NCSe 82 Pa NCSe 84 and U NCSe 84 3 Contents 1 Production 2 Reactions 3 Application 4 List 5 ReferencesProduction editSelenocyanate can be produced in the reaction of selenium selenide selenite or selenate with cyanide ions 4 Se2 CN 0 5 O2 SeCN 2OH SeO32 3CN 2OCN SeCN 2OH SeO42 4CN 3OCN SeCN 2OH Reactions editSelenocyanate is oxidised to selenium and cyanate by bis trifluoroacetoxy iodobenzene 5 Application editSelenocyanate is component of pollution from oil refineries and mine drainage water Remediation methods have been investigated to extract selenocyanate from water Methods considered include precipitation by metal salts or extraction by plants Indian mustard converts some selenocyanate to selenocystine and selenomethionine and volatiles dimethylselenide and methylselenocyanate 6 List editformula crystal form space group A volume density comment reference NH4 SeCN monoclinic P21 c a 4 3443 b 7 3615 c 12 9858 b 99 152 Z 4 416 99 pink due to contamination from red selenium 7 KSeCN monoclinic P21 c a 4 59 b 7 64 c 11 89 b 101 13 8 Ag SeCN monoclinic C2 c a 8 8300 b 8 2471 c 8 4303 b 93 027 Z 8 9 613 05 solubility at 18 2 0 10 8 Mol litre 7 NH4 Ag SeCN 2 orthorhombic Pbca a 7 15549 b 20 0671 c 10 4776 Z 8 1504 49 7 NH4 3 Ag SeCN 4 tetragonal I41 acd a 14 0013 c 31 4678 Z 16 6168 8 7 NH4 0 7K0 3 SeCN 7 K2Hg CNSe 4 6 Cu IPr NCSe 2 IPr 1 3 bis 2 6 diisopropylphenyl imidazol 2 ylidene triclinic P1 a 9 389 b 10 9745 c 14 0542 101 181 90 311 105 620 Z 1 1365 7 100K 10 ZnHg CNSe 4 6 CdHg CNSe 4 6 References edit Benedetti Pichler A A Spikes W F December 1934 The use of potassium mercuri selenocyanate as a reagent in qualitative microanalysis Mikrochemie 15 1 271 287 doi 10 1007 BF02789376 ISSN 0369 0261 Advances in Inorganic Chemistry and Radiochemistry Academic Press 2 May 1975 p 355 ISBN 978 0 08 057866 8 Advances in Inorganic Chemistry and Radiochemistry Academic Press 2 May 1975 p 354 ISBN 978 0 08 057866 8 Hullebusch Eric D van 2 September 2017 Bioremediation of Selenium Contaminated Wastewater Springer pp 110 111 ISBN 978 3 319 57831 6 Papadoyannis I N Stratis J A Anthemidis A N January 1984 Simultaneous Determination of Selenocyanate and Thiocyanate Ions in the Presence of Cyanide by Oxidation with bis Trifluoroacetoxy iodobenzene Analytical Letters 17 13 1511 1517 doi 10 1080 00032718408065325 ISSN 0003 2719 a b c d de Souza Mark P Pickering Ingrid J Walla Michael Terry Norman 1 February 2002 Selenium Assimilation and Volatilization from Selenocyanate Treated Indian Mustard and Muskgrass Plant Physiology 128 2 625 633 doi 10 1104 pp 010686 PMC 148924 PMID 11842165 a b c d e Shlyaykher Alena Tambornino Frank 15 July 2023 Synthesis and Stability of Ammonium Selenocyanate NH 4 SeCN and Its Reactivity toward Ag SeCN Inorganic Chemistry 62 30 11943 11953 doi 10 1021 acs inorgchem 3c01345 PMID 37453070 S2CID 259924312 Swank Duane D Willett Roger D April 1965 The Crystal Structure of Potassium Selenocyanate Inorganic Chemistry 4 4 499 501 doi 10 1021 ic50026a013 ISSN 0020 1669 Salomon Mark Salomon M Ohtaki H 3 September 2013 Silver Azide Cyanide Cyanamides Cyanate Selenocyanate and Thiocyanate Solubilities of Solids Elsevier p 92 ISBN 978 1 4831 5492 3 Dodds Christopher A Kennedy Alan R Thompson Ross 2019 08 25 Taming Copper I Cyanate and Selenocyanate with N Heterocyclic Carbenes PDF European Journal of Inorganic Chemistry 2019 31 3581 3587 doi 10 1002 ejic 201900515 ISSN 1434 1948 S2CID 202034228 Retrieved from https en wikipedia org w index php title Selenocyanate amp oldid 1198334488, wikipedia, wiki, book, books, library,

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