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Contents

   



(Top)
 


1 Reactions  



1.1  Cativa process  





1.2  Illicit uses  







2 References  





3 External links  














Hydroiodic acid






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From Wikipedia, the free encyclopedia
 


Hydroiodic acid
Space-filling model of hydrogen iodide
Space-filling model of hydrogen iodide
Space-filling model of water
Space-filling model of water
The iodide anion
The iodide anion
Space-filling model of the hydronium cation
Space-filling model of the hydronium cation
Names
Other names
  • Aqueous hydrogen iodide
  • Hydriodic acid
  • Hydrogen iodide, hydrous
  • Hydronium iodide
  • Identifiers

    CAS Number

    3D model (JSmol)

    ChEBI
    ChemSpider
    EC Number
    • 233-109-9

    PubChem CID

    RTECS number
    • MW3760000
    UNII
    • InChI=1S/BrH/h1H checkY

      Key: CPELXLSAUQHCOX-UHFFFAOYSA-N checkY

    • InChI=1/BrH/h1H

      Key: CPELXLSAUQHCOX-UHFFFAOYAZ

    • [OH3+].[I-]

    Properties

    Chemical formula

    HI(aq)
    Molar mass 127.912 g·mol−1 (HI)
    Appearance colorless liquid
    Odor acrid
    Density 1.70 g/mL, azeotrope
    (57% HI by weight)
    Boiling point 127 °C (261 °F; 400 K) 1.03 bar, azeotrope

    Solubility in water

    Aqueous solution
    Acidity (pKa) −9.3 (HI)[1]
    Hazards
    GHS labelling:

    Pictograms

    GHS05: Corrosive

    Signal word

    Danger

    Hazard statements

    H314

    Precautionary statements

    P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501
    NFPA 704 (fire diamond)
    NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 0: Will not burn. E.g. waterInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazard ACID: Acid
    3
    0
    0
    Flash point Non-flammable
    Related compounds

    Other anions

  • Hydrochloric acid
  • Hydrobromic acid
  • Related compounds

    Hydrogen iodide

    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    Infobox references

    Hydroiodic acid (orhydriodic acid) is a colorless liquid. It is an aqueous solutionofhydrogen iodide with the chemical formula HI(aq). It is a strong acid, in which hydrogen iodide is ionized completely in an aqueous solution. Concentrated aqueous solutions of hydrogen iodide are usually 48% to 57% HI by mass.[2]

    An oxidized solution of hydriodic acid.

    Reactions

    [edit]

    Hydroiodic acid reacts with oxygen in air to give iodine:

    4 HI(aq) + O2 → 2 H2O + 2 I2

    Like hydrogen halides, hydroiodic acid adds to alkenes to give alkyl iodides. It can also be used as a reducing agent, for example in the reduction of aromatic nitro compoundstoanilines.[3]

    Cativa process

    [edit]

    The Cativa process is a major end use of hydroiodic acid, which serves as a co-catalyst for the production of acetic acid by the carbonylationofmethanol.[4][5]

    The catalytic cycle of the Cativa process
    The catalytic cycle of the Cativa process

    Illicit uses

    [edit]

    Hydroiodic acid is listed as a U.S. Federal DEA List I Chemical, owing to its use as a reducing agent related to the production of methamphetamine from ephedrineorpseudoephedrine (recovered from nasal decongestant pills).[6]

    References

    [edit]
    1. ^ Perrin, D. D., ed. (1982) [1969]. Ionisation Constants of Inorganic Acids and Bases in Aqueous Solution. IUPAC Chemical Data (2nd ed.). Oxford: Pergamon (published 1984). Entry 32. ISBN 0-08-029214-3. LCCN 82-16524.
  • ^ Lyday, Phyllis A. (2005). "Iodine and Iodine Compounds". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. pp. 382–390. doi:10.1002/14356007.a14_381. ISBN 978-3527306732.
  • ^ Kumar, J. S. Dileep; Ho, ManKit M.; Toyokuni, Tatsushi (2001). "Simple and chemoselective reduction of aromatic nitro compounds to aromatic amines: reduction with hydriodic acid revisited". Tetrahedron Letters. 42 (33): 5601–5603. doi:10.1016/s0040-4039(01)01083-8.
  • ^ Jones, J. H. (2000). "The Cativa Process for the Manufacture of Acetic Acid" (PDF). Platinum Metals Rev. 44 (3): 94–105.
  • ^ Sunley, G. J.; Watson, D. J. (2000). "High productivity methanol carbonylation catalysis using iridium - The Cativa process for the manufacture of acetic acid". Catalysis Today. 58 (4): 293–307. doi:10.1016/S0920-5861(00)00263-7.
  • ^ Skinner, Harry F. (1990). "Methamphetamine synthesis via hydriodic acid/Red phosphorus reduction of ephedrine". Forensic Science International. 48 (2): 123–134. doi:10.1016/0379-0738(90)90104-7.
  • [edit]
    Retrieved from "https://en.wikipedia.org/w/index.php?title=Hydroiodic_acid&oldid=1232673676"

    Categories: 
    Iodides
    Acids
    Nonmetal halides
    Reducing agents
    Hidden categories: 
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    This page was last edited on 5 July 2024, at 00:32 (UTC).

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