Pentafluoroethyl iodide

Last updated
Pentafluoroethyl iodide
Pentafluoroethyl-iodide-2D-skeletal.png
Pentafluoroethyl-iodide-3D-vdW.png
Names
Preferred IUPAC name
Pentafluoro(iodo)ethane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.970 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 206-566-7
PubChem CID
UNII
  • InChI=1S/C2F5I/c3-1(4,5)2(6,7)8 X mark.svgN
    Key: UXPOJVLZTPGWFX-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C2F5I/c3-1(4,5)2(6,7)8
    Key: UXPOJVLZTPGWFX-UHFFFAOYAR
  • C(C(F)(F)I)(F)(F)F
Properties
C2F5I
Molar mass 245.918 g·mol−1
Appearancepungent colourless gas [1]
Density 2.085 g·cm−3 [1]
Melting point −92 [1]  °C (−134 °F; 181 K)
Boiling point 12–13 [1]  °C (54–55 °F; 285–286 K)
Hazards
GHS labelling:
GHS-pictogram-bottle.svg GHS-pictogram-exclam.svg
Warning
H280, H315, H319, H335, H336
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P410+P403, P501
Supplementary data page
Pentafluoroethyl iodide (data page)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pentafluoroethyl iodide is a suggested component of a fire-extinguishing composition. [2] It is a very dense gas.

Contents

Production

Pentafluoroethyl iodide can be produced by electrochemical fluorination of 1,1,2,2-tetrafluoro-1,2-diiodoethane. [3]

It can also be produced by react tetrafluoroethylene, iodine and iodine pentafluoride. [4]

Properties

Pentafluoroethyl iodide is a pungent colourless gas [1] and an anesthetic. [5] [6]

Uses

Pentafluoroethyl iodide is an intermediate of preparing other compounds. [7] [8] [9]

Related Research Articles

<span class="mw-page-title-main">Halogen</span> Group of chemical elements

The halogens are a group in the periodic table consisting of six chemically related elements: fluorine (F), chlorine (Cl), bromine (Br), iodine (I), astatine (At), and tennessine (Ts), though some authors would exclude tennessine as its chemistry is unknown and is theoretically expected to be more like that of gallium. In the modern IUPAC nomenclature, this group is known as group (XVII) or group (VII).

<span class="mw-page-title-main">Iodine</span> Chemical element, symbol I and atomic number 53

Iodine is a chemical element with the symbol I and atomic number 53. The heaviest of the stable halogens, it exists at standard conditions as a semi-lustrous, non-metallic solid that melts to form a deep violet liquid at 114 °C (237 °F), and boils to a violet gas at 184 °C (363 °F). The element was discovered by the French chemist Bernard Courtois in 1811 and was named two years later by Joseph Louis Gay-Lussac, after the Ancient Greek Ιώδης 'violet-coloured'.

<span class="mw-page-title-main">Potassium iodide</span> Ionic compound (KI)

Potassium iodide is a chemical compound, medication, and dietary supplement. It is a medication used for treating hyperthyroidism, in radiation emergencies, and for protecting the thyroid gland when certain types of radiopharmaceuticals are used. In the third world it is also used for treating skin sporotrichosis and phycomycosis. It is a supplement used by people with low dietary intake of iodine. It is administered orally.

In chemistry, an interhalogen compound is a molecule which contains two or more different halogen atoms and no atoms of elements from any other group.

In chemistry, the iodine value is the mass of iodine in grams that is consumed by 100 grams of a chemical substance. Iodine numbers are often used to determine the degree of unsaturation in fats, oils and waxes. In fatty acids, unsaturation occurs mainly as double bonds which are very reactive towards halogens, the iodine in this case. Thus, the higher the iodine value, the more unsaturations are present in the fat. It can be seen from the table that coconut oil is very saturated, which means it is good for making soap. On the other hand, linseed oil is highly unsaturated, which makes it a drying oil, well suited for making oil paints.

<span class="mw-page-title-main">Hydrogen iodide</span> Chemical compound

Hydrogen iodide is a diatomic molecule and hydrogen halide. Aqueous solutions of HI are known as hydroiodic acid or hydriodic acid, a strong acid. Hydrogen iodide and hydroiodic acid are, however, different in that the former is a gas under standard conditions, whereas the other is an aqueous solution of the gas. They are interconvertible. HI is used in organic and inorganic synthesis as one of the primary sources of iodine and as a reducing agent.

<span class="mw-page-title-main">Zinc iodide</span> Chemical compound

Zinc iodide is the inorganic compound with the formula ZnI2. It exists both in anhydrous form and as a dihydrate. Both are white and readily absorb water from the atmosphere. It has no major application.

<span class="mw-page-title-main">Silver(II) fluoride</span> Chemical compound

Silver(II) fluoride is a chemical compound with the formula AgF2. It is a rare example of a silver(II) compound. Silver usually exists in its +1 oxidation state. It is used as a fluorinating agent.

<span class="mw-page-title-main">Carbon tetraiodide</span> Chemical compound

Carbon tetraiodide is a tetrahalomethane with the molecular formula CI4. Being bright red, it is a relatively rare example of a highly colored methane derivative. It is only 2.3% by weight carbon, although other methane derivatives are known with still less carbon.

<span class="mw-page-title-main">Iodine monochloride</span> Chemical compound

Iodine monochloride is an interhalogen compound with the formula ICl. It is a red-brown chemical compound that melts near room temperature. Because of the difference in the electronegativity of iodine and chlorine, this molecule is highly polar and behaves as a source of I+.

Iodine can form compounds using multiple oxidation states. Iodine is quite reactive, but it is much less reactive than the other halogens. For example, while chlorine gas will halogenate carbon monoxide, nitric oxide, and sulfur dioxide, iodine will not do so. Furthermore, iodination of metals tends to result in lower oxidation states than chlorination or bromination; for example, rhenium metal reacts with chlorine to form rhenium hexachloride, but with bromine it forms only rhenium pentabromide and iodine can achieve only rhenium tetraiodide. By the same token, however, since iodine has the lowest ionisation energy among the halogens and is the most easily oxidised of them, it has a more significant cationic chemistry and its higher oxidation states are rather more stable than those of bromine and chlorine, for example in iodine heptafluoride.

Organofluorine chemistry describes the chemistry of organofluorine compounds, organic compounds that contain a carbon–fluorine bond. Organofluorine compounds find diverse applications ranging from oil and water repellents to pharmaceuticals, refrigerants, and reagents in catalysis. In addition to these applications, some organofluorine compounds are pollutants because of their contributions to ozone depletion, global warming, bioaccumulation, and toxicity. The area of organofluorine chemistry often requires special techniques associated with the handling of fluorinating agents.

Selectfluor, a trademark of Air Products and Chemicals, is a reagent in chemistry that is used as a fluorine donor. This compound is a derivative of the nucleophillic base DABCO. It is a colourless salt that tolerates air and even water. It has been commercialized for use for electrophilic fluorination.

<span class="mw-page-title-main">Rubidium iodide</span> Chemical compound

Rubidium iodide is a salt of rubidium and iodine, with the chemical formula RbI. It is a white solid with a melting point of 642 °C.

<span class="mw-page-title-main">Fluorine perchlorate</span> Chemical compound

Fluorine perchlorate, also called perchloryl hypofluorite is the rarely encountered chemical compound of fluorine, chlorine, and oxygen with the chemical formula ClO
4
F
or FOClO
3
. It is an extremely unstable gas that explodes spontaneously and has a penetrating odor.

Organoiodine chemistry is the study of the synthesis and properties of organoiodine compounds, or organoiodides, organic compounds that contain one or more carbon–iodine bonds. They occur widely in organic chemistry, but are relatively rare in nature. The thyroxine hormones are organoiodine compounds that are required for health and the reason for government-mandated iodization of salt.

Samarium(III) iodide is an inorganic compound, a salt of samarium and hydroiodic acid with the chemical formula SmI
3
.

<span class="mw-page-title-main">Neodymium(II) iodide</span> Chemical compound

Neodymium(II) iodide or neodymium diiodide is an inorganic salt of iodine and neodymium the formula NdI2. Neodymium uses the +2 oxidation state in the compound.

<span class="mw-page-title-main">Tetraiodine nonoxide</span> Chemical compound

Tetraiodine nonoxide is an iodine oxide with the chemical formula I4O9.

<span class="mw-page-title-main">Protactinium(V) fluoride</span> Chemical compound

Protactinium(V) fluoride is a fluoride of protactinium with the chemical formula PaF5.

References

  1. 1 2 3 4 5 Record of Pentafluoriodethan in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2019-01-07.
  2. US patent application 20010048094
  3. Bernd Baasner (2014). Houben-Weyl Methods of Organic Chemistry Vol. E 10a, 4th Edition Supplement Organo-Fluorine Compounds - Fluorinating Agents and Their Application in Organic Synthesis. Georg Thieme Verlag. p. 47,318. ISBN   978-3-13-181544-6.
  4. R.E. Banks, B.E. Smart, J.C. Tatlow (2013). Organofluorine Chemistry Principles and Commercial Applications. Springer Science & Business Media. p. 325. ISBN   978-1-4899-1202-2.{{cite book}}: CS1 maint: multiple names: authors list (link)
  5. Maynard B. Chenoweth (2012). Modern Inhalation Anesthetics. Springer Science & Business Media. p. 424. ISBN   978-3-642-65055-0.
  6. Ernst W. Alther (2013). Pharmacology of Fluorides. Springer Science & Business Media. p. 538. ISBN   978-3-662-25198-0.
  7. Google Patents: US3351671A - Preparation of pentafluoroiodoethane - Google Patents, retrieved 7 January 2019.
  8. Alexander Schönberg (2012). Preparative Organic Photochemistry. Springer Science & Business Media. p. 174. ISBN   978-3-642-87918-0.
  9. Google Patents: US20080200735A1 - Catalyst for the synthesis of CF3I and CF3CF2I - Google Patents, retrieved 7 January 2019.