Iodotrifluoroethylene

{{Chembox

| Watchedfields = changed

| verifiedrevid = 400680466

| ImageFile = Iodotrifluoroethylene.png

| ImageSize = 120px

| PIN = 1,1,2-Trifluoro-2-iodoethene

| OtherNames = 1,1,2-Trifluoro-2-iodoethylene, trifluoroiodoethylene, iodotrifluoroethylene

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 61074

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C2F3I/c3-1(4)2(5)6

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = PZVZTKFRZJMHEM-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|??}}

| CASNo = 359-37-5

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = LKV2XT37FH

| EINECS = 206-629-9

| PubChem = 67755

| SMILES = F/C(F)=C(\F)I

| InChI = 1/C2F3I/c3-1(4)2(5)6

}}

|Section2={{Chembox Properties

| Formula = C₂F₃I

| MolarMass = 207.92 g/mol

| Appearance =

| Density = 2.284 g/cm³

| MeltingPt =

| BoilingPtC = 30

| Solubility =

}}

|Section3={{Chembox Hazards

| MainHazards = Irritant (Xi)

| FlashPt =

| AutoignitionPt =

}}

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

Preparation and reactions

It is prepared by iodination of trifluorovinyl lithium.{{cite journal|doi=10.1039/CC9960000049|title=The hydrofluorocarbon 1,1,1,2-tetrafluoroethane (HFC-134a) as a ready source of trifluorovinyllithium|year=1996|last1=Burdon|first1=James|last2=Coe|first2=Paul L.|last3=Haslock|first3=Iain B.|last4=Powell|first4=Richard L.|journal=Chemical Communications|pages=49}}

Iodotrifluoroethylene reacts with cadmium metal to give CdC₂F₃(I).{{cite journal |doi=10.1016/S0040-4020(01)81105-4|title=Fluorinated organometallics: Vinyl, Alkynyl, Allyl, Benzyl, Propargyl and Aryl|year=1994|last1=Burton|first1=Donald J.|last2=Yang|first2=Zhen-Yu|last3=Morken|first3=Peter A.|journal=Tetrahedron|volume=50|issue=10|pages=2993–3063}}

It reacts with nitric oxide under UV light, producing a nitroso compound, with iodine as a byproduct:{{cite journal|first1=C. E. |last1=Griffin |first2=R. N . |last2=Haszeldine |date=1960 |title= Perfluoroalkyl derivatives of nitrogen. Part VIII. Trifluoronitrosoethylene and its polymers |journal=Journal of the Chemical Society (Resumed) |pages=1398–1406 |doi=10.1039/JR9600001398}}

:2 {{chem|C|2|F|3|I}} + 2 NO → 2 {{chem|C|2|F|3|N|O}} + {{chem|I|2}}

References

Category:Organofluorides

Category:Organoiodides

Category:Haloalkenes