WordNet
- an explosive white crystalline weak acid (H2N2O2)
- street name for lysergic acid diethylamide (同)back breaker, battery-acid, dose, dot, Elvis, loony toons, Lucy in the sky with diamonds, pane, superman, window pane, Zen
- any of various water-soluble compounds having a sour taste and capable of turning litmus red and reacting with a base to form a salt
- having the characteristics of an acid; "an acid reaction"
PrepTutorEJDIC
- 酸性の / 酸味のある,すっぱい(sour) / (言葉・態度などが)厳しい,しんらつな / 酸 / すっぱいもの / 《俗》=LSD
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/07/08 16:35:21」(JST)
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Hyponitrous acid
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Names |
Preferred IUPAC name
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Systematic IUPAC name
N-(Hydroxyimino)hydroxylamine
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Other names
Hyponitrous acid dimer
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Identifiers |
CAS Registry Number
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14448-38-5 |
3DMet |
B00354 |
ChEBI |
CHEBI:14428 |
ChemSpider |
55636 N |
Gmelin Reference
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141300 |
InChI
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InChI=1S/H2N2O/c3-1-2-4/h(H,1,4)(H,2,3)
Key: NFMHSPWHNQRFNR-UHFFFAOYSA-N
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Jmol-3D images |
Image |
KEGG |
C01818 |
PubChem |
61744 |
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Properties |
Chemical formula
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H2N2O2 |
Molar mass |
62.0282 g/mol |
Appearance |
white crystals |
Hazards |
Main hazards |
explosive when dry |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references |
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Hyponitrous acid is the chemical compound H2N2O2. This can be formulated as HON=NOH and is an isomer of nitramide, (H2N−NO2). It forms white crystals that are explosive when dry.[1]
Hyponitrous acid is a weak acid (pk1 = 7.21, pK2= 11.54) in aqueous solution and decomposes to N2O and water with a half-life of 16 days at 25 °C at pH 1-3.[1]
- H2N2O2→ H2O + N2O
As this reaction is not reversible, N2O should not be considered as the anhydride of H2N2O2.[1]
Hyponitrous acid forms two series of salts, the "acid hyponitrites" containing [HON=NO]− anion and hyponitrites containing the [ON=NO]2− anion.[1]
The hyponitrite ion [ON=NO]2− can be prepared in aqueous solution by two methods. One method uses organic nitrites to synthesize the sodium salt:[2]
- RONO + NH2OH + 2 EtONa → Na2N2O2 + ROH + 2 EtOH
Another method is by the reduction of sodium nitrite with sodium amalgam:[3]
- 2 NaNO2 + 4 Na(Hg) + 2 H2O → Na2N2O2 + 4 NaOH + 4 Hg
The insoluble silver salt can be precipitated from the solution by the addition of silver nitrate:
- Na2N2O2 + 2 AgNO3 → Ag2N2O2 + 2 NaNO3
The free acid is then prepared from silver hyponitrite and anhydrous HCl in ether:
- Ag2N2O2 + 2 HCl → H2N2O2 + 2 AgCl
There are two possible structures of hyponitrous acid, trans and cis, and the solid Na2N2O2•5H2O is confirmed to be the trans form.[2] Spectroscopic data also indicate a trans configuration of the free acid. The cis-form can be prepared as the sodium salt Na2N2O2 by heating Na2O with gaseous N2O.[2]
References
- ^ a b c d Egon Wiberg, Arnold Frederick Holleman (2001) Inorganic Chemistry, Elsevier ISBN 0-12-352651-5
- ^ a b c Catherine E. Housecroft; Alan G. Sharpe (2008). "Chapter 15: The group 15 elements". Inorganic Chemistry, 3rd Edition. Pearson. p. 468. ISBN 978-0-13-175553-6.
- ^ Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. ISBN 0080379419.
Hydrogen compounds
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- H3AsO3
- H3AsO4
- HAt
- HSO3F
- HBF4
- HBr
- HBrO
- HBrO2
- HBrO3
- HBrO4
- HCl
- HClO
- HClO2
- HClO3
- HClO4
- HCN
- HCNO
- H2CrO4/H2Cr2O7
- H2CO3
- H2CS3
- HF
- HFΟ
- HI
- HIO
- HIO2
- HIO3
- HIO4
- HMnO4
- H2MoO4
- HNC
- NaHCO3
- HNCO
- HNO
- HNO3
- H2N2O2
- HNO5S
- H3NSO3
- H2O
- H2O2
- H2O3
- H3PO2
- H3PO3
- H3PO4
- H4P2O7
- H5P3O10
- H2PtCl6
- H2S
- H2S2
- H2Se
- H2SeO3
- H2SeO4
- H4SiO4
- H2SiF6
- HSCN
- HNSC
- H2SO3
- H2SO4
- H2SO5
- H2S2O3
- H2S2O6
- H2S2O7
- H2S2O8
- CF3SO3H
- H2Te
- H2TeO3
- H6TeO6
- H4TiO4
- H2Po
- HCo(CO)4
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UpToDate Contents
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English Journal
- Dimerization of HNO in aqueous solution: an interplay of solvation effects, fast acid-base equilibria, and intramolecular hydrogen bonding?
- Fehling C1, Friedrichs G.
- Journal of the American Chemical Society.J Am Chem Soc.2011 Nov 9;133(44):17912-22. doi: 10.1021/ja2075949. Epub 2011 Oct 17.
- The recent unraveling of the rather complex acid-base equilibrium of nitroxyl (HNO) has stimulated a renewed interest in the significance of HNO for biology and pharmacy. HNO plays an important role in enzymatic mechanisms and is discussed as a potential therapeutic agent against heart failure. A cu
- PMID 22004536
- A stable hyponitrite-bridged iron porphyrin complex.
- Xu N1, Campbell AL, Powell DR, Khandogin J, Richter-Addo GB.
- Journal of the American Chemical Society.J Am Chem Soc.2009 Feb 25;131(7):2460-1. doi: 10.1021/ja809781r.
- The coupling of two nitric oxide (NO) molecules in heme active sites is an important contributor to the conversion of NO to nitrous oxide (N(2)O) by heme-containing enzymes. Several formulations for the presumed heme-Fe{N(2)O(2)}(n-) intermediates have been proposed previously, however, no crystal s
- PMID 19191487
- A theoretical study on nitric oxide reductase activity in a ba(3)-type heme-copper oxidase.
- Blomberg LM1, Blomberg MR, Siegbahn PE.
- Biochimica et biophysica acta.Biochim Biophys Acta.2006 Jan;1757(1):31-46. Epub 2005 Dec 7.
- The mechanism of nitric oxide reduction in a ba(3)-type heme-copper oxidase has been investigated using density functional theory (B3LYP). Four possible mechanisms have been studied and free energy surfaces for the whole catalytic cycle including proton and electron transfers have been constructed b
- PMID 16375849
Japanese Journal
Related Links
- Hyponitrous-acid definition, an unstable, crystalline acid, H 2 N 2 O 2 . See more. Dictionary.com Word of the Day Translate Games Blog Thesaurus.com Apps Favorites Log Out Log In follow Dictionary.com Dictionary.com ...
- hyponitrous acid (ˌhaɪpəˈnaɪtrəs) n 1. (Chemistry) a white soluble unstable crystalline acid: an oxidizing and reducing agent. Formula: H2N2O2 Thesaurus Antonyms Related Words Synonyms Legend: Noun 1. hyponitrous acid - an ...