Abstract

[36049-77-1] C14H25IN2 (MW 348.31) InChI = 1S/C14H25N2.HI/c1-16(14-10-6-3-7-11-14)12-15-13-8-4-2-5-9-13;/h13-14H,2-11H2,1H3;1H/q+1;/p-1 InChIKey = LRUDWUSDXIPMDX-UHFFFAOYSA-M (conversion of alcohols to iodides) Physical Data: colorless hygroscopic crystals; mp 111–113 °C. Preparative Method: 1,3-Dicyclohexylcarbodiimide (42 g, 0.204 mol) was dissolved in a large excess of Iodomethane (90 mL, 1.45 mol) and stirred at 70 °C for 3 days under a nitrogen atmosphere. The excess MeI was removed by distillation under reduced pressure and the residue was dissolved in dry toluene (150 mL) at 40 °C. The resulting crystalline mass was filtered off under an inert atmosphere and the crystals were washed with cold, dry toluene until colorless. The product was dried under vacuum (0.1 mmHg) at rt to provide 35 g (75%) of colorless crystals. Handling, Storage, and Precautions: the compound should be stored under an inert atmosphere at refrigerator temperatures, where it is reputed to be stable for several months.

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