Difference between revisions of "Hypoiodous acid"
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| OtherFunctn = [[Hypofluorous acid]]<br/>[[Hypochlorous acid]]<br/>[[Hypobromous acid]] | | OtherFunctn = [[Hypofluorous acid]]<br/>[[Hypochlorous acid]]<br/>[[Hypobromous acid]] | ||
| Function = hypohalous acids | | Function = hypohalous acids | ||
| − | | OtherCpds = [[Iodic acid]]<br/>[[Periodic acid]] | + | | OtherCpds = [[Iodous acid]]<br/>[[Iodic acid]]<br/>[[Periodic acid]] |
}} | }} | ||
}} | }} | ||
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It is also formed by the [[disproportionation]] of iodine in water, although the equilibrium concentration is only {{nowrap|6.4{{e|−6}} mol dm<sup>−3</sup>}} in a saturated iodine solution ({{nowrap|1.3 mmol dm<sup>−3</sup>}}) at 25 °C.<ref name="C&W"/> | It is also formed by the [[disproportionation]] of iodine in water, although the equilibrium concentration is only {{nowrap|6.4{{e|−6}} mol dm<sup>−3</sup>}} in a saturated iodine solution ({{nowrap|1.3 mmol dm<sup>−3</sup>}}) at 25 °C.<ref name="C&W"/> | ||
:I<sub>2</sub> + H<sub>2</sub>O {{eqm}} HOI + H<sup>+</sup> + I<sup>−</sup> | :I<sub>2</sub> + H<sub>2</sub>O {{eqm}} HOI + H<sup>+</sup> + I<sup>−</sup> | ||
| + | A convenient method to prepare HOI for use in organic synthesis is the reaction of [[sodium hypochlorite]] with [[sodium iodide]]:<ref name="Crixivan">{{citation | first1 = Carl R. | last1 = LeBlond | first2 = Kai | last2 = Rossen | first3 = Frank P. | last3 = Gortsema | first4 = Ilia A. | last4 = Zavialov | first5 = Steven J. | last5 = Cianciosi | first6 = Arthur T. | last6 = Andrews | first7 = Yongkui | last7 = Sun | title = Harvesting short-lived hypoiodous acid for efficient diastereoselective iodohydroxylation in ''Crixivan''<sup>®</sup> synthesis | journal = Tetrahedron Lett. | volume = 42 | issue = 49 | year = 2001 | pages = 8603–6 | doi = 10.1016/S0040-4039(01)01863-9}}.</ref> | ||
| + | :ClO<sup>−</sup> + I<sup>−</sup> + H<sub>2</sub>O → HOI + Cl<sup>−</sup> + OH<sup>−</sup> | ||
| + | Hypoiodous acid is prepared in the gas phase or in matrix isolation studies by the reaction of [[hydroxyl]] radicals or [[atomic oxygen]] with iodine or [[iodoalkane]]s.<ref>{{citation | first1 = N. | last1 = Walker | first2 = D. E. | last2 = Tevault | first3 = R. R. | last3 = Smardzewski | title = Matrix reactions of ozone and oxygen atoms with hydrogen iodide. HOI formation | journal = J. Chem. Phys. | volume = 69 | issue = 2 | pages = 564–68 | year = 1978 | doi = 10.1063/1.436647}}.</ref><ref>{{citation | first1 = I. | last1 = Barnes | first2 = K. H. | last2 = Becker | first3 = J. | last3 = Starcke | title = FTIR spectroscopic observation of gaseous HOI | journal = Chem. Phys. Lett. | volume = 196 | issue = 6 | year = 1992 | pages = 578–82 | doi = 10.1016/0009-2614(92)85997-O}}.</ref><ref>{{citation | first1 = Jody J. | last1 = Klaassen | first2 = Jörg | last2 = Lindner | first3 = Stephen R. | last3 = Leone | title = Observation of the ν<sub>1</sub> OH(OD) stretch of HOI and DOI by Fourier transform infrared emission spectroscopy | journal = J. Chem. Phys. | volume = 104 | issue = 19 | pages = 7403–11 | year = 1996 | doi = 10.1063/1.471456}}.</ref> | ||
==Reactivity== | ==Reactivity== | ||
| Line 37: | Line 40: | ||
===References=== | ===References=== | ||
| − | {{reflist}} | + | {{reflist|2}} |
| + | |||
| + | ===Further reading=== | ||
| + | *{{citation | first1 = T. R. | last1 = Thomas | first2 = D. T. | last2 = Pence | first3 = R. A. | last3 = Hasty | title = The disproportionation of hypoiodous acid | journal = J. Inorg. Nucl. Chem. | volume = 42 | issue = 2 | year = 1980 | pages = 183–86 | doi = 10.1016/0022-1902(80)80237-5}}. | ||
==External links== | ==External links== | ||
Latest revision as of 16:06, 2 January 2011
| Hypoiodous acid | |
|---|---|
| IUPAC name | Hypoiodous acid[note 1] |
| Other names | Iodic(I) acid Iodanol Hydroxidoiodine |
| Identifiers | |
| InChI | InChI=1/HIO/c1-2/h2H |
| InChIKey | GEOVEUCEIQCBKH-UHFFFAOYAY |
| Standard InChI | InChI=1S/HIO/c1-2/h2H |
| Standard InChIKey | GEOVEUCEIQCBKH-UHFFFAOYSA-N |
| CAS number | [] |
| ChemSpider | |
| Properties[2] | |
| Chemical formula | HOI |
| Molar mass | 143.91 g mol−1 |
| Acidity (pKa) | 10.70 |
| Related compounds | |
| Other hypohalous acids | Hypofluorous acid Hypochlorous acid Hypobromous acid |
| Other compounds | Iodous acid Iodic acid Periodic acid |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
Hypoiodous acid, HOI, is an oxoacid of iodine. It is often considered to be only stable in aqueous solution.[2][3]
Contents
Preparation
Hypoiodous acid can be prepared in solution by the reaction of iodine with a well-stirred suspension of mercury(II) oxide.[2]
- 2 I2 + 2 HgO + H2O → 2 HOI + HgO·HgI2
It is also formed by the disproportionation of iodine in water, although the equilibrium concentration is only 6.4 × 10−6 mol dm−3 in a saturated iodine solution (1.3 mmol dm−3) at 25 °C.[2]
- I2 + H2O ⇌ HOI + H+ + I−
A convenient method to prepare HOI for use in organic synthesis is the reaction of sodium hypochlorite with sodium iodide:[4]
- ClO− + I− + H2O → HOI + Cl− + OH−
Hypoiodous acid is prepared in the gas phase or in matrix isolation studies by the reaction of hydroxyl radicals or atomic oxygen with iodine or iodoalkanes.[5][6][7]
Reactivity
Notes and references
Notes
- ↑ Hypoiodous acid is a retained name in IUPAC nomenclature.[1]
References
- ↑ Nomenclature of Inorganic Chemistry; IUPAC Recommendations 2005; Royal Society of Chemistry: Cambridge, 2005; p 299. ISBN 0-85404-438-8, <http://www.iupac.org/publications/books/rbook/Red_Book_2005.pdf>.
- ↑ 2.0 2.1 2.2 2.3 Cotton, F. Albert; Wilkinson, Geoffrey Advanced Inorganic Chemistry, 5th ed.; Wiley-Interscience: New York, 1988; pp 563–67. ISBN 0-471-84997-9.
- ↑ Greenwood, Norman N.; Earnshaw, A. Chemistry of the Elements; Pergamon: Oxford, 1984; pp 999–1007. ISBN 0-08-022057-6.
- ↑ LeBlond, Carl R.; Rossen, Kai; Gortsema, Frank P.; Zavialov, Ilia A.; Cianciosi, Steven J.; Andrews, Arthur T.; Sun, Yongkui Harvesting short-lived hypoiodous acid for efficient diastereoselective iodohydroxylation in Crixivan® synthesis. Tetrahedron Lett. 2001, 42 (49), 8603–6. DOI: 10.1016/S0040-4039(01)01863-9.
- ↑ Walker, N.; Tevault, D. E.; Smardzewski, R. R. Matrix reactions of ozone and oxygen atoms with hydrogen iodide. HOI formation. J. Chem. Phys. 1978, 69 (2), 564–68. DOI: 10.1063/1.436647.
- ↑ Barnes, I.; Becker, K. H.; Starcke, J. FTIR spectroscopic observation of gaseous HOI. Chem. Phys. Lett. 1992, 196 (6), 578–82. DOI: 10.1016/0009-2614(92)85997-O.
- ↑ Klaassen, Jody J.; Lindner, Jörg; Leone, Stephen R. Observation of the ν1 OH(OD) stretch of HOI and DOI by Fourier transform infrared emission spectroscopy. J. Chem. Phys. 1996, 104 (19), 7403–11. DOI: 10.1063/1.471456.
Further reading
- Thomas, T. R.; Pence, D. T.; Hasty, R. A. The disproportionation of hypoiodous acid. J. Inorg. Nucl. Chem. 1980, 42 (2), 183–86. DOI: 10.1016/0022-1902(80)80237-5.
External links
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See also the corresponding article on Wikipedia. |
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