Triiodomethane

Iodine as such finds few uses but a solution in alcohol and water, also containing potassium iodide ( tincture of iodine was commonly used as an antiseptic for cuts and wounds, but had rather an irritant action. Iodoform (triiodomethane), CHI3, is also an antiseptic, but newer compounds of iodine are now in use. Silver iodide, like silver bromide, is extensively used in the photographic industry. 

CHI3 TRIIODOMETHANE 116.349 1.0932E-01 -2.3734E-06 177.95 61 C2H4BR2 1,2-DIBROMO- -72.860 1.9515E-01 3.5902E-06 -10.59... 

In the iodoform reaction, a triiodomethyl ketone reacts with aqueous NaOH to yield a carboxylate ion and iodoform (triiodomethane). Propose a mechanism for this reaction. 

Tri-(2-hydroxyethyl)amine, t266 1,2,6-Trihydroxyhexane, h63 1,2,3-Trihydroxypropane, gl9 Triiodomethane, i33 Trimellitic acid, b30... 

A. S. Carson, P. G. Laye, J. B. Pedley, A. M. Welshy. The Enthalpies of Formation of Iodomethane, Diiodomethane, Triiodomethane, and Tetraiodomethane by Rotating Combustion Calorimetry. J. Chem. Thermodynamics 1993, 25, 262-269. 

CondChemDict (1971), p 573 Iodoform or Triiodomethane, CHI3 mw 393.78 yellow leaflets, mp 115°, bp 260° (decomp), d 4.08 sol in w, ale, eth chlf. Prepd by heating acetone (or methanol) with iodine in the presence of alkali. There is considerable confusion in the literature whether iodoform is an explosive. Beilstein (Ref 1), Sax (Ref 2), and CA 1947—1971 do not mention any explosive properties. Ref 3 states that iodoform decomps violently at 400°F. Friction makes a mixt of CHI3+AgN03 decomp explosively (Ref 1)... 

It was noted that in an attempt to synthesize fluorodiiodomethane, when triiodomethane (approximately 1 mL) mixed with an equal volume of 10-year-old mercury(I) fluoride was placed in a glass finger and evacuated, immediately upon heating with a hot-air gun, the mixture detonated.54 Great caution should be exercised with reactions of this type. 

Triiodobenzenediazonium nitrate, 2077 Triiodocyclopropenium iodide, 1335 Triiodomethane, see Iodoform, 0375... 

The simplest iodoalkane, CH3I, has been studied repeatedly by MW and ED (Table 43). The re value for the C—I distance from a combined MW/IR investigation and the rg value which is reported in a recent ED analysis of the entire series of the iodomethanes CH I, n = 1 to 4, are in perfect agreement. The gas-phase studies for the methanes with two or more iodines were performed at 360 K for CH2I2, at 400 K for CHI3 and at 425 K for CI4. Within the combined experimental uncertainties the C—I bond distances remain constant for mono-, di- and triiodomethane and increases by ca 3 pm in carbon tetraiodide. As in the case of carbon tetrachloride and tetrabromide, this increased bond length in CI4 can be rationalized by steric repulsions between the iodine atoms. The large steric requirement of... 

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