Roussin's red salt: Difference between revisions
Content deleted Content added
tidy |
m Open access bot: doi added to citation with #oabot. |
||
(34 intermediate revisions by 25 users not shown) | |||
Line 1: | Line 1: | ||
{{chembox |
{{chembox |
||
|verifiedrevid = 405276419 |
|||
| |
|Name = Roussin's red salt |
||
| ImageFile = RRSalt.png |
|||
| |
|ImageFile = RRSalt.png |
||
|ImageFile1 = Roussin's-red-salt-anion-3D-balls.png |
|||
| |
|IUPACName = potassium tetranitrosyl-di- |
||
| |
|OtherNames = Ferrate(2-), tetranitrosyldi-mu-thioxodi-, (Fe-Fe), dipotassium |
||
| |
|Section1 = {{Chembox Identifiers |
||
| |
|CASNo = 58204-17-4 |
||
|ChemSpiderID = 142967 |
|||
⚫ | |||
|PubChem = 162850 |
|||
⚫ | |||
|PubChem_Comment = (formula error) |
|||
⚫ | |||
|SMILES = [K+].[K+].O=N[Fe-]12(N=O)S[Fe-]1(S2)(N=O)N=O |
|||
| MolarMass = 374.04 g/mol |
|||
|StdInChI=1S/2Fe.4NO.2S/c;;4*1-2;;/q;;4*+1;2*-2 |
|||
⚫ | |||
|StdInChIKey = HAJABACXLZMFIH-UHFFFAOYSA-N |
|||
| Density = |
|||
| Solubility = |
|||
| MeltingPt = |
|||
| BoilingPt = |
|||
⚫ | |||
| Section3 = {{Chembox Hazards |
|||
| RPhrases = |
|||
| SPhrases = |
|||
}} |
|||
}} |
}} |
||
⚫ | |||
'''Roussin’s Red Salt''' is the [[inorganic compound]] with the formula K<sub>2</sub>[Fe<sub>2</sub>S<sub>2</sub>(NO)<sub>4</sub>]. This [[metal nitrosyl]] was first described in 1858, making it the first synthetic [[iron-sulfur cluster]].<ref>{{cite journal |
|||
⚫ | |||
| title = Recherches sur les nitrosulfures doubles de fer (nouvelle classe de sels) |
|||
| MolarMass = 374.04 g/mol |
|||
⚫ | |||
| journal = Ann. Chim. Phys. |
|||
⚫ | |||
| volume = 52 |
|||
⚫ | |||
| issue = |
|||
'''Roussin's red salt''' is the [[inorganic compound]] with the formula K<sub>2</sub>[Fe<sub>2</sub>S<sub>2</sub>(NO)<sub>4</sub>]. This [[metal nitrosyl]] was first described by Zacharie Roussin in 1858, making it one of the first synthetic [[iron-sulfur cluster|iron-sulfur clusters]].<ref>{{cite journal|last1=Butler|first1=Anthony R.|title=The chemist Z. Roussin (1827-94)|journal=Journal of Chemical Education|date=July 1982|volume=59|issue=7|pages=549|doi=10.1021/ed059p549|bibcode=1982JChEd..59..549B}}</ref><ref>{{cite journal | title = Recherches sur les nitrosulfures doubles de fer (nouvelle classe de sels) | author = Roussin, M. L. |
|||
| pages = 285–303 |
|||
⚫ | |||
| year = 1858 |
|||
⚫ | |||
| doi = }}</ref> |
|||
==Structure and bonding== |
==Structure and bonding== |
||
Roussin's red salt anion is an edge-shared bitetrahedron, wherein a pair Fe(NO)<sub>2</sub> units are bridged by a pair of [[sulfide]] ligands. The Fe-[[nitrosyl|NO]] bonds are linear indicating NO is acting as a three electron donor.<ref> |
Roussin's red salt anion is an edge-shared bitetrahedron, wherein a pair Fe(NO)<sub>2</sub> units are bridged by a pair of [[sulfide]] ligands. The Fe-[[nitrosyl|NO]] bonds are linear indicating NO is acting as a three electron donor.<ref name="thomas">{{cite journal|last1=Thomas|first1=J. T.|last2=Robertson|first2=J. H.|last3=Cox|first3=E. G.|title=The crystal structure of Roussin's red ethyl ester|journal=Acta Crystallographica|date=1 September 1958|volume=11|issue=9|pages=599–604|doi=10.1107/S0365110X58001602|doi-access=free}}</ref> The [[diamagnetic]] compound obeys the [[18-electron rule]]. The dark red colour of the complex is attributed to a number of [[Charge-transfer complex|charge-transfer]] interactions between the iron core and nitrosyl ligands.<ref>{{cite journal|last1=Jaworska|first1=Maria|last2=Stasicka|first2=Zofia|title=Structure and UV-Vis spectroscopy of the iron-sulfur dinuclear nitrosyl complexes [Fe<sub>2</sub>S<sub>2</sub>(NO)<sub>4</sub>]<sup>2−</sup> and [Fe<sub>2</sub>(SR)<sub>2</sub>(NO)<sub>4</sub>]|journal=New Journal of Chemistry|date=2005|volume=29|issue=4|pages=604|doi=10.1039/B409519G}}</ref> |
||
==Synthesis== |
==Synthesis== |
||
The French chemist |
The French chemist Z. Roussin<ref>{{cite journal|last1=Butler|first1=Anthony R.|title=The chemist Z. Roussin (1827-94)|journal=Journal of Chemical Education|date=July 1982|volume=59|issue=7|pages=549|doi=10.1021/ed059p549|bibcode=1982JChEd..59..549B}}</ref> first prepared this salt while investigating reactions between [[nitroprusside]] ion ([Fe(CN)<sub>5</sub>NO]<sup>2−</sup>) and sulfur.<ref>{{cite journal | title = Über komplexe Stickoxydverbindungen und das sogenannte einwertige Eisen | author = Hans Reihlen, Adolf v. Friedolsheim | journal = Justus Liebigs Annalen der Chemie | volume = 457 | pages = 71–82 | year = 1927 |
||
⚫ | |||
| title = Über komplexe Stickoxydverbindungen und das sogenannte einwertige Eisen (p 71-82) |
|||
⚫ | |||
| author = Hans Reihlen, Adolf v. Friedolsheim |
|||
| author1 = TB Rauchfuss | author2 = TD Weatherill | journal = Inorganic Chemistry | volume = 21 |
|||
| journal = Justus Liebig's Annalen der Chemie |
|||
| issue = 2 | pages = 827–830 | year = 1982 | doi = 10.1021/ic00132a071 }}</ref> |
|||
| volume = 457 |
|||
⚫ | |||
| issue = |
|||
| pages = 71 |
|||
| year = 1927 |
|||
| url = http://gallica.bnf.fr/ark:/12148/bpt6k347939/f284.table |
|||
| doi = 10.1002/jlac.19274570103 |
|||
}} |
|||
⚫ | |||
⚫ | |||
| author = TB Rauchfuss, TD Weatherill |
|||
| journal = Inorganic Chemistry |
|||
| volume = 21 |
|||
| issue = |
|||
| pages = 827–830 |
|||
| year = 1982 |
|||
| url = http://pubs.acs.org/cgi-bin/abstract.cgi/inocaj/1982/21/i02/f-pdf/f_ic00132a071.pdf?sessid=6006l3 |
|||
| doi =10.1021/ic00132a071 |
|||
| format = {{dead link|date=May 2009}}}}</ref> |
|||
⚫ | |||
To obtain the "esters", the salt is alkylated: |
To obtain the "esters", the salt is alkylated: |
||
:Li<sub>2</sub>Fe<sub>2</sub>S<sub>2</sub>(NO)<sub>4</sub> + 2 RX → Fe<sub>2</sub>(SR)<sub>2</sub>(NO)<sub>4</sub> + 2 LiX |
:Li<sub>2</sub>Fe<sub>2</sub>S<sub>2</sub>(NO)<sub>4</sub> + 2 RX → Fe<sub>2</sub>(SR)<sub>2</sub>(NO)<sub>4</sub> + 2 LiX |
||
Esters can also be easily be prepared from the reaction of Fe<sub>2</sub>I<sub>2</sub>(NO)<sub>4</sub> with the [[thiol]]. |
Esters can also be easily be prepared from the reaction of Fe<sub>2</sub>I<sub>2</sub>(NO)<sub>4</sub> with the [[thiol]]. |
||
==Occurrence and potential applications== |
==Occurrence and potential applications== |
||
It is found in nature as its |
It is found in nature as its "esters" with the formula Fe<sub>2</sub>(SR)<sub>2</sub>(NO)<sub>4</sub>, where "R" is any alkyl group.<ref name="thomas" /> In addition Roussin's red salt is discussed in the fields of microbiology and food science due to its mutagenic properties.<ref name="Greenwood">Greenwood, N. N.; & Earnshaw, A. (1997). Chemistry of the Elements (2nd Edn.), Oxford:Butterworth-Heinemann. {{ISBN|0-7506-3365-4}}.</ref> |
||
The ester derivative are being investigated as |
The ester derivative are being investigated as [[nitric oxide]] donors in biology and medicine, due to the relatively low toxicity and good stability of Roussin's red salt.<ref>{{Cite journal|url=https://pubmed.ncbi.nlm.nih.gov/32250631/|pmid = 32250631|year = 2020|last1 = Yoon|first1 = H.|last2 = Park|first2 = S.|last3 = Lim|first3 = M.|title = Photorelease Dynamics of Nitric Oxide from Cysteine-Bound Roussin's Red Ester|journal = The Journal of Physical Chemistry Letters|volume = 11|issue = 9|pages = 3198–3202|doi = 10.1021/acs.jpclett.0c00739|s2cid = 215408785}}</ref>[[Photodissociation]] of the compound induces the release of NO, thereby sensitizing target cells to exposure to radiation.<ref name="Greenwood" /> |
||
==See also== |
==See also== |
||
*[[Roussin's black salt]] |
* [[Roussin's black salt]] |
||
==References== |
==References== |
||
===Footnotes=== |
|||
<references/> |
<references/> |
||
{{Nitric oxide signaling}} |
|||
⚫ | |||
⚫ | |||
[[Category:Sulfur compounds]] |
[[Category:Sulfur compounds]] |
||
[[Category:Nitrosyl |
[[Category:Nitrosyl complexes]] |