Introduction of a new synthetic route about 1,6-Diiodoperfluorohexane

The synthetic route of 375-80-4 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 375-80-4, name is 1,6-Diiodoperfluorohexane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C6F12I2

75 mg of a commercial mixture of alpha,omega-diiodoperfluorinated compounds (sold by Apollo Scientific Ltd.) composed of 25% tetrafluoro-1,2-diiodoethane (m=1), 25% octafluoro-1,4-tetraiodobutane (m=2), 25% dodecafluoro-1,6-diiodohexane (m=3) and 25% hexadecafluoro-1,8-diiodooctane (m=4) were solubilized in 1 ml of CHCl3, and separately 20 mg of sequestering agent of formula (CH3)3N+-(CH2)12-N+(CH3)3.2I-, i.e. dodecamethonium iodide, were solubilized in 1 ml of CH3OH.The two solutions were then mixed in a test tube which was then closed. After about 2 hours, the formation of a solid white precipitate was observed, which was filtered, washed twice with CCl4 and dried under vacuum. The results of the performed tests, as reported below, confirmed that this was an adduct of dodecamethonium iodide and dodecafluoro-1,6-diiodohexane.The dodecafluoro-1,6-diiodohexane was then separated from the sequestering agent by sublimation of the crystalline adduct under vacuum at a temperature of about 50 C. and recovered by recondensation at a temperature of about -198 C.100% pure dodecafluoro-1,6-diiodohexane was then obtained.The following tests were conducted on the crystalline adduct:melting point: 226 C.;IR (cm-1, selective bands): pure dodecamethonium iodide: 3002, 2914, 2851, 1483, 1464, 973, 939, 916, 731; adduct of dodecamethonium iodide and dodecafluoro-1,6-diiodohexane: 3010, 2941, 2867, 1475, 1203, 1141, 1125, 1081, 963, 909, 731. 19F NMR (470.6 MHz, CD3OD, 0.002 M): adduct of dodecamethonium iodide and dodecafluoro-1,6-diiodohexane: Deltadelta(ICF2CF2CF2)2=0.08, Deltadelta(ICF2CF2CF2)2=0.01, Deltadelta(ICF2CF2CF2)2=0.00. An XRD test was performed on the adduct crystal which confirmed the exclusive presence of decamethonium iodide and dodecafluoro-1,6-diiodohexane. In fact, FIG. 3 represents the crystalline structure of the adduct in which the molecules of dodecamethonium iodide (the carbon and nitrogen atoms are light grey coloured and the hydrogen atoms white) alternate with the molecules of dodecafluoro-1,6-diiodohexane (carbon atoms are light grey coloured, hydrogen atoms white and the iodine atoms dark grey) and with the iodide atoms (dark grey coloured). Moreover, it was observed that, at the crystalline state, decamethonium iodide and dodecafluoro-1,6-diiodohexane form alternating parallel layers, since the dodecafluoro-1,6-diiodohexane occupies the cavity defined by the spacer chain between the two nitrogen atoms of the dodecamethonium iodide and the two iodides of the same, due to the iodide-iodine interactions generated.Thus, the following crystallographic measurements are reported: As can be observed, in the adduct crystal, the difference Delta (B-A) between the distance B between the iodide atoms aligned with the molecule of dodecafluoro-1,6-diiodohexane, as shown in FIG. 1, and the distance A between the nitrogen atoms belonging to the same dodecamethonium molecule is equal to 0.688 A and significant of the existence of said interactions I . . . I-.The following tests were performed on the pure dodecafluoro-1,6-diiodohexane:IR (cm-1, selective bands): pure dodecafluoro-1,6-diiodohexane: 1190, 1130, 1039, 887, 763; 19F NMR (470.6 MHz, CD3OD, 0.002 M): pure do decafluoro-1,6-diiodohexane: delta=-63.80 (ICF2CF2)2, -112.02 (ICF2CF2)2. The gas chromatography tests also confirmed that this was only 100% dodecafluoro-1,6-diiodohexane.

The synthetic route of 375-80-4 has been constantly updated, and we look forward to future research findings.