| Diiodomethane | |
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Diiodomethane |
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Other names
Methylene iodide, Methylene diiodide, Methyl diiodide |
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| Identifiers | |
| CAS number | 75-11-6 |
| PubChem | 6346 |
| ChemSpider | 6106 |
| EC number | 200-841-5 |
| RTECS number | PA8575000 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | CH2I2 |
| Molar mass | 267.84 g/mol |
| Appearance | Colorless liquid with chloroform-like odour |
| Density | 3.325 g/cm3 |
| Melting point |
6 °C, 279 K, 43 °F |
| Boiling point |
181 °C (358 °F) (decomp.) |
| Solubility in water | 14 g/l at 20 °C |
| Hazards | |
| MSDS | MSDS at the University of Oxford, J.T.Baker MSDS |
| EU classification | Harmful (Xn) |
| R-phrases | R20/22 |
| S-phrases | S26, S27, S36/37/39 |
| NFPA 704 |
1
3
0
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| Flash point | 113 °C |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Diiodomethane or methylene iodide, commonly abbreviated "MI", is a liquid organoiodine compound. It is insoluble in water, but soluble in ether and alcohol. It has a relatively high refractive index of 1.741, and a surface tension of 0.0508 N·m−1.[1] Diiodomethane is a colorless liquid, however, it decomposes upon exposure to light liberating iodine, which colours samples brownish.
With its high specific gravity, diiodomethane is used in the determination of the density of mineral and other solid samples. It is also used as a contact liquid for refractometers. Diiodomethane is a reagent in the Simmons-Smith reaction, serving as a source of methylene CH2.[2]
Contents |
Although commercially available, it can be prepared by reducing iodoform with sodium arsenite:[3]
Diiodomethane can also be prepared from dichloromethane by the action of sodium iodide in acetone in the Finkelstein reaction:[3]
Alkyl iodides are alkylating agents and contact should be avoided.
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