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The compound iodoform is CHI3. A pale yellow, crystalline, volatile substance, it has a penetrating odor (in older chemistry texts, the smell is sometimes referred to as the smell of hospitals) and, analogous to chloroform, sweetish taste. It is slightly soluble in glycerol, petroleum ether or alcohol (78 g/l at 25 °C), averagely soluble in chloroform, acetic acid and ether (136 g/l at 25 °C) and easily soluble in benzene and acetone (120 g/l at 25 °C).
Additional recommended knowledge
Its entalphy 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).
It 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.
Some reagents (e.g. hydroiodic acid) can convert iodoform to diiodomethane.
It 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a healing and antiseptic dressing for wounds and sores around the beginning of the 20th century, though this use is now superseded by better antiseptics.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Iodoform". A list of authors is available in Wikipedia.|