1 sweet smelling yellow solid haloform CHI3 [syn: tri-iodomethane]
2 a yellowish crystalline solid with a penetrating odor; sometimes used as an antiseptic dressing [syn: triiodomethane]
- The term 'iodoform' was also used in World War II to refer to group keys sent to agents in Europe by the Special Operations Executive: this usage is unrelated to the chemical.
Physical propertiesIts enthalpy of sublimation is 69.9 kJ.mol-1 at range of temperatures 35 - 92 °C.
Iodoform molecule parameters are: d(C-I) = 2.12 ± 0.04 Å, d(I-I) = 3.535 ± 0.01 Å and I-C-I = 113°. Dipole moment is 1 D. Its space group is P63 and lattice constants are a = 6.83 Å, c = 7.52 Å.
It has critical point at 584.85 °C, 5.63 MPa. Refractive index is 1.786 (D, 20 °C).
SynthesisIt was first prepared by Georges Serrulas in 1822 and its molecular formula was identified by Jean-Baptiste Dumas in 1834.
Iodoform can be synthesized in the haloform reaction by the reaction of iodine and sodium hydroxide with any one of these four kinds of organic compounds:
For this reason iodoform was traditionally used as a test for methyl ketone; if a methyl ketone is present in the solution, a yellow precipitate will form. This is known as the iodoform test.
Also conversion to carbon dioxide is possible. Iodoform reacts with silver nitrate producing carbon monoxide, which is oxidized by mixture of sulfuric acid and iodine pentaoxide.
UsesIt was used in medicine as a healing and antiseptic dressing for wounds and sores around the beginning of the 20th century, though this use is now superseded by better antiseptics.
- Merck Index, 12 Edition, 5054.
iodoform in Bulgarian: Йодоформ
iodoform in Czech: Jodoform
iodoform in German: Iodoform
iodoform in Italian: Iodoformio
iodoform in Latvian: Jodoforms
iodoform in Hungarian: Jodoform
iodoform in Japanese: ヨードホルム
iodoform in Polish: Jodoform
iodoform in Portuguese: Iodofórmio
iodoform in Russian: Иодоформ
iodoform in Turkish: İyodoform
iodoform in Chinese: 碘仿