World Library  
Flag as Inappropriate
Email this Article

Hypofluorous acid

Article Id: WHEBN0007368244
Reproduction Date:

Title: Hypofluorous acid  
Author: World Heritage Encyclopedia
Language: English
Subject: Hypochlorous acid, Compounds of oxygen, Mineral acids, Hof, Hydrogen compounds
Collection: Hydrogen Compounds, Hypofluorites, Mineral Acids
Publisher: World Heritage Encyclopedia
Publication
Date:
 

Hypofluorous acid

Hypofluorous acid
Hypofluorous acid
Gas-phase structure
Hypofluorous acid
Names
IUPAC name
Hypofluorous acid
Other names
Hydrogen hypofluorite
Hydrogen fluorate(I)
Fluoric(-I) acid
Hydrogen monofluoroxygenate(0)
Identifiers
 Y
ChemSpider  N
Jmol-3D images Image
PubChem
Properties
HOF
Molar mass 36.0057 g mol−1
Appearance pale yellow liquid above −117 °C
white solid below −117 °C
Melting point −117 °C (−179 °F; 156 K)
Boiling point < 0 °C
decomposes at 0 °C
Structure
Cs
Related compounds
Other cations
lithium hypofluorite, LiOF
Related compounds
hypochlorous acid, HOCl
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 N  (: Y/N?)

Hypofluorous acid is the chemical compound with the formula HOF. It is an intermediate in the oxidation of water by fluorine, which produces hydrogen fluoride and oxygen. It is the only hypohalous acid that can be isolated as a solid. HOF is explosive, decomposing to oxygen and HF.[1] It was isolated in the pure form by fluorination of ice.

The compound has been characterized in the solid phase by X-ray crystallography[1] as a bent molecule with an angle of 101°. The O–F and O–H bond lengths are 144.2 and 96.4 picometres, respectively. The solid framework consists of chains with O–H---O linkages. The structure has also been analyzed in the gas phase, a state in which the H—O—F bond angle is slightly narrower (97.2°).

For fluorine, the only known oxoacid is hypofluorous acid, HOF. It can be made by passing F2 gas over ice at −40 °C, collecting the HOF gas, and condensing it:

F2 + H2O → HOF + HF

It decomposes explosively at room temperature to form HF and O2:

2 HOF → 2 HF + O2

Hypofluorous acid in acetonitrile (generated in situ by passing gaseous fluorine through "wet" acetonitrile) serves as a highly electrophilic oxygen-transfer agent.[2][3] Treating phenanthroline with this reagent yielded the previously elusive 1,10-phenanthroline dioxide,[4] more than 50 years after the first unsuccessful attempt.[5]

This molecule is not very symmetric since the atoms are all different. It only has two symmetry operations: identity (E) and a mirror plane that goes through the three atoms. The assigned point group is Cs.

Hypofluorites

Hypofluorites are derivatives of OF, which is the conjugate base of hypofluorous acid. One example is trifluoromethyl hypofluorite (CF3OF).

See also

  • Hypochlorous acid, a related compound that is more technologically important but has not been obtained in pure form.

References

  1. ^ a b W. Poll, G. Pawelke, D. Mootz, E. H. Appelman (1988). "The Crystal Structure of Hypofluorous Acid : Chain Formation by O-H · · · O Hydrogen Bonds".  
  2. ^ S. Rozen, M. Brand (1986). "Epoxidation of Olefins with Elemental Fluorine in Water/Acetonitrile Mixtures".  
  3. ^ S. Dayan, Y. Bareket, S. Rozen (1999). "An efficient α-hydroxylation of carbonyls using the HOF·CH3CN complex".  
  4. ^ S. Rozen, S. Dayan (1999). "At Last, 1,10-Phenanthroline-N,N‍ '​-dioxide, A New Type of Helicene, has been Synthesized using HOF·CH3CN".  
  5. ^ F. Linsker, R.L. Evans (1946). "Phenanthroline Di-N-oxides".  
This article was sourced from Creative Commons Attribution-ShareAlike License; additional terms may apply. World Heritage Encyclopedia content is assembled from numerous content providers, Open Access Publishing, and in compliance with The Fair Access to Science and Technology Research Act (FASTR), Wikimedia Foundation, Inc., Public Library of Science, The Encyclopedia of Life, Open Book Publishers (OBP), PubMed, U.S. National Library of Medicine, National Center for Biotechnology Information, U.S. National Library of Medicine, National Institutes of Health (NIH), U.S. Department of Health & Human Services, and USA.gov, which sources content from all federal, state, local, tribal, and territorial government publication portals (.gov, .mil, .edu). Funding for USA.gov and content contributors is made possible from the U.S. Congress, E-Government Act of 2002.
 
Crowd sourced content that is contributed to World Heritage Encyclopedia is peer reviewed and edited by our editorial staff to ensure quality scholarly research articles.
 
By using this site, you agree to the Terms of Use and Privacy Policy. World Heritage Encyclopedia™ is a registered trademark of the World Public Library Association, a non-profit organization.
 


Copyright © World Library Foundation. All rights reserved. eBooks from Project Gutenberg are sponsored by the World Library Foundation,
a 501c(4) Member's Support Non-Profit Organization, and is NOT affiliated with any governmental agency or department.