Iodotrifluoroethylene

Last updated
Iodotrifluoroethylene
Iodotrifluoroethylene.png
Names
Preferred IUPAC name
1,1,2-Trifluoro-2-iodoethene
Other names
1,1,2-Trifluoro-2-iodoethylene, trifluoroiodoethylene, iodotrifluoroethylene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.028 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 206-629-9
PubChem CID
UNII
  • InChI=1S/C2F3I/c3-1(4)2(5)6 Yes check.svgY
    Key: PZVZTKFRZJMHEM-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C2F3I/c3-1(4)2(5)6
  • F/C(F)=C(\F)I
Properties
C2F3I
Molar mass 207.92 g/mol
Density 2.284 g/cm3
Boiling point 30 °C (86 °F; 303 K)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Irritant (Xi)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

Iodotrifluoroethylene is the organofluorine compound with the formula C
2
F
3
I
. It is a volatile colorless liquid.

Preparation and reactions

It is prepared by iodination of trifluorovinyl lithium. [1]

Iodotrifluoroethylene reacts with cadmium metal to give CdC2F3(I). [2]


It reacts with nitric oxide under UV light, producing a nitroso compound, with iodine as a byproduct: [3]

2 C
2
F
3
I
+ 2 NO → 2 C
2
F
3
NO
+ I
2

Related Research Articles

Bromine Chemical element, symbol Br and atomic number 35

Bromine is a chemical element with the symbol Br and atomic number 35. It is the third-lightest halogen and is a volatile red-brown liquid at room temperature that evaporates readily to form a similarly coloured vapour. Its properties are intermediate between those of chlorine and iodine. Isolated independently by two chemists, Carl Jacob Löwig and Antoine Jérôme Balard, its name was derived from the Ancient Greek βρῶμος, referring to its sharp and pungent smell.

Iodine 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 as a semi-lustrous, non-metallic solid at standard conditions 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'.

Nitrogen triiodide Chemical compound

Nitrogen triiodide is an inorganic compound with the formula NI3. It is an extremely sensitive contact explosive: small quantities explode with a loud, sharp snap when touched even lightly, releasing a purple cloud of iodine vapor; it can even be detonated by alpha radiation. NI3 has a complex structural chemistry that is difficult to study because of the instability of the derivatives.

Iodoform Chemical compound

Iodoform (also known as triiodomethane and, inaccurately, as carbon triiodide) is the organoiodine compound with the chemical formula CHI3. A pale yellow, crystalline, volatile substance, it has a penetrating and distinctive odor (in older chemistry texts, the smell is sometimes referred to as that of hospitals, where the compound is still commonly used) and, analogous to chloroform, sweetish taste. It is occasionally used as a disinfectant.

In chemistry, halogenation is a chemical reaction that entails the introduction of one or more halogens into a compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the production of polymers, drugs. This kind of conversion is in fact so common that a comprehensive overview is challenging. This article mainly deals with halogenation using elemental halogens (F2, Cl2, Br2, I2). Halides are also commonly introduced using salts of the halides and halogen acids. Many specialized reagents exist for and introducing halogens into diverse substrates, e.g. thionyl chloride.

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, a charge-transfer (CT) complex or electron-donor-acceptor complex describes a type of supramolecular assembly of two or more molecules or ions. The assembly consists of two molecules that self-attract through electrostatic forces, i.e., one has at least partial negative charge and the partner has partial positive charge, referred to respectively as the electron acceptor and electron donor. In some cases, the degree of charge transfer is "complete", such that the CT complex can be classified as a salt. In other cases, the charge-transfer association is weak, and the interaction can be disrupted easily by polar solvents.

Cyanogen iodide or iodine cyanide (ICN) is a pseudohalogen composed of iodine and the cyanide group. It is a relatively volatile and highly toxic inorganic compound. It occurs as white crystals that react slowly with water to form hydrogen cyanide.

Sodium iodide Chemical compound

Sodium iodide (chemical formula NaI) is an ionic compound formed from the chemical reaction of sodium metal and iodine. Under standard conditions, it is a white, water-soluble solid comprising a 1:1 mix of sodium cations (Na+) and iodide anions (I) in a crystal lattice. It is used mainly as a nutritional supplement and in organic chemistry. It is produced industrially as the salt formed when acidic iodides react with sodium hydroxide. It is a chaotropic salt.

Periodate Ion

Periodate is an anion composed of iodine and oxygen. It is one of a number of oxyanions of iodine and is the highest in the series, with iodine existing in oxidation state +7. Unlike other perhalogenates, such as perchlorate, it can exist in two forms: metaperiodateIO
4
and orthoperiodateIO5−
6
. In this regard it is comparable to the tellurate ion from the adjacent group. It can combine with a number of counter ions to form periodates, which may also be regarded as the salts of periodic acid.

Iodine pentafluoride is an interhalogen compound with chemical formula IF5. It is one of the fluorides of iodine. It is a colorless liquid, although impure samples appear yellow. It is used as a fluorination reagent and even a solvent in specialized syntheses.

The Friedländer synthesis is a chemical reaction of 2-aminobenzaldehydes with ketones to form quinoline derivatives. It is named after German chemist Paul Friedländer (1857–1923).

Thiocyanogen Chemical compound

Thiocyanogen, (SCN)2, is a pseudohalogen derived from the pseudohalide thiocyanate, [SCN]. This hexatomic compound exhibits C2 point group symmetry and has the connectivity NCS-SCN. The oxidation ability is greater than bromine. It reacts with water:

Iodine oxide

Iodine oxides are chemical compounds of oxygen and iodine. Iodine has only two stable oxides which are isolatable in bulk, iodine tetroxide and iodine pentoxide, but a number of other oxides are formed in trace quantities or have been hypothesized to exist. The chemistry of these compounds is complicated with only a few having been well characterized. Many have been detected in the atmosphere and are believed to be particularly important in the marine boundary layer.

Iodane generally refers to any organic derivative of iodine. Without modifier, iodane is the systematic name for the parent hydride of iodine, HI. Thus, any organoiodine compound with general formula RI is a substituted iodane. However, as used in the context of organic synthesis, the term iodane more specifically refers to organoiodine compounds with nonstandard bond number, making this term a synonym for hypervalent iodine. These iodine compounds are hypervalent because the iodine atom formally contains more than the 8 electrons in the valence shell required for the octet rule. When iodine is ligated to an organic residue and electronegative ligands, hypervalent iodine compounds occur with a +3 oxidation number as iodine(III) or λ3-iodanes, or as a +5 oxidation number as iodine(V) or λ5-iodanes, or as a +7 oxidation number as iodine(VII) or λ7-iodanes.

Neptunium(V) fluoride or neptunium pentafluoride is a chemical compound of neptunium and fluorine with the formula NpF5.

4-Bromothiophenol Chemical compound

4-Bromothiophenol is an organic compound with the formula BrC6H4SH. It forms colorless crystals.

Polonium tetraiodide is a binary inorganic compound of polonium and iodine with the chemical formula PoI
4
. The compound forms volatile black crystals.

Protactinium(V) iodide is an inorganic compound, with the chemical formula of PaI5.

Europium(III) iodide is an inorganic compound containing europium and iodine with the chemical formula EuI3.

References

  1. Burdon, James; Coe, Paul L.; Haslock, Iain B.; Powell, Richard L. (1996). "The hydrofluorocarbon 1,1,1,2-tetrafluoroethane (HFC-134a) as a ready source of trifluorovinyllithium". Chemical Communications: 49. doi:10.1039/CC9960000049.
  2. Burton, Donald J.; Yang, Zhen-Yu; Morken, Peter A. (1994). "Fluorinated organometallics: Vinyl, Alkynyl, Allyl, Benzyl, Propargyl and Aryl". Tetrahedron. 50 (10): 2993–3063. doi:10.1016/S0040-4020(01)81105-4.
  3. Griffin, C. E.; Haszeldine, R. N . (1960). "Perfluoroalkyl derivatives of nitrogen. Part VIII. Trifluoronitrosoethylene and its polymers". Journal of the Chemical Society (Resumed): 1398–1406. doi:10.1039/JR9600001398.