| Identification | More | [Name]
Diiodomethane | [CAS]
75-11-6 | [Synonyms]
DIIODOMETHANE
METHYLENE DIIODIDE
METHYLENE IODIDE
CH2I2
Diiodmethan
diiodo-methan
Diiodomethane,methyleneiodide
Dijodmethan
ioduredemethylene
Methane,diiodo-
Methyl diiodide
Methylenjodid
Mi-gee
Mi-gee brand
Diodomethane
DIIODOMETHANE REAGENTPLUS(TM) 99%
DIIODOMETHANE, REAGENTPLUS, 99%
METHYLENE IODIDE STAB.
Diiodomethane(ForSeparationOfMinerals)
Diiodomethane,99% | [EINECS(EC#)]
200-841-5 | [Molecular Formula]
CH2I2 | [MDL Number]
MFCD00001079 | [Molecular Weight]
267.84 | [MOL File]
75-11-6.mol |
| Chemical Properties | Back Directory | [Appearance]
light yellow or gold liquid with chloroform-like odour | [Melting point ]
6 °C | [Boiling point ]
67-69 °C11 mm Hg(lit.)
| [density ]
3.325 g/mL at 25 °C(lit.)
| [vapor density ]
9.25 (vs air)
| [refractive index ]
1.737
| [Fp ]
181°C | [storage temp. ]
Store below +30°C. | [solubility ]
0.8g/l | [form ]
Liquid | [color ]
deep yellow
| [Specific Gravity]
3.325 | [Stability:]
Stable. Incompatible with strong oxidizing agents, strong bases. Reacts violently with alkali metal salts. May discolour on exposure to light. | [Water Solubility ]
14 g/L (20 ºC) | [Sensitive ]
Light Sensitive | [Merck ]
14,6066 | [BRN ]
1696892 | [Dielectric constant]
5.3（-4℃） | [CAS DataBase Reference]
75-11-6(CAS DataBase Reference) | [NIST Chemistry Reference]
Methane, diiodo-(75-11-6) | [EPA Substance Registry System]
75-11-6(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
2810 | [WGK Germany ]
3
| [RTECS ]
PA8575000
| [F ]
8 | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29033080 | [Toxicity]
LD50 orally in Rabbit: 76 mg/kg |
| Hazard Information | Back Directory | [Hazard]
May be irritating and narcotic. | [Description]
Diiodomethane (CH2I2) is an iodine containing organic compound. Its decomposition in acetonitrile initiated by 310nm light has been investigated. Femtosecond pump-probe spectroscopic and ab initio molecular dynamics simulations studies of the photodecomposition of CH2I2 suggest the formation of the isomer of diiodomethane (CH2I-I) as hot photoproduct. In the atmosphere, it undergoes photolysis in the presence of ozone to afford iodine oxide (IO) which results in the formation of aerosols. Its vacuum ultraviolet (VUV) photoabsorption spectrum has been reported.
Diiodomethane has been used as a probe liquid for evaluation of the polar and dispersive components of the surface energy of the catecholamine coated fiber surfaces. It may be used for the preparation of cyclopropyl ketones, esters and amides.
Diiodomethane may be used as a probe solvent in contact angle measurement to analyze the hydrophilicity of polymer surfaces.
https://www.sigmaaldrich.com/catalog/product/sial/158429 | [Chemical Properties]
light yellow or gold liquid with chloroform-like odour | [Uses]
Diiodomethane is used to determine the density of minerals and other solid samples due to its high density. It is used as an optical contact liquid to determine the refractive index of certain gemstones. In simmons-smith reaction, it acts as a reagent to generate methylene (carbine) free radical. It reacts with olefins to prepare cyclopropanes with high stereo specificity. | [Uses]
In separating mixtures of minerals. In determining the specific gravity of minerals and other substances. In the manufacture of x-ray contrast media. | [Application]
Diiodomethane is used as the dispersive (non-polar) liquid while de-ionized water and glycerol as polar liquids. It is also used in separating mixtures of minerals. In determining the specific gravity of minerals and other substances. In the manufacture of x-ray contrast media. | [General Description]
Diiodomethane (CH2I2) is an iodine containing organic compound. Its decomposition in acetonitrile initiated by 310nm light has been investigated. Femtosecond pump-probe spectroscopic and ab initio molecular dynamics simulations studies of the photodecomposition of CH2I2 suggest the formation of the isomer of diiodomethane (CH2I-I) as hot photoproduct. In the atmosphere, it undergoes photolysis in the presence of ozone to afford iodine oxide (IO) which results in the formation of aerosols. Its vacuum ultraviolet (VUV) photoabsorption spectrum has been reported. | [Synthesis]
Diiodomethane can be prepared from the widely available solvent dichloromethane by the action of sodium iodide in acetone in the Finkelstein reaction:
CH2Cl2 + 2 NaI → CH2I2 + 2 NaCl.
It can also be prepared by reducing iodoform with elemental phosphorus or sodium arsenite:
CHI3 + Na3AsO3 + NaOH → CH2I2 + NaI + Na3AsO.
Diiodomethane is prepared by reacting iodoform with sodium acetate in ethanol. | [Purification Methods]
Fractionally distil it under reduced pressure, then fractionally crystallise it by partial freezing, and stabilize it with silver wool if necessary. It has also been purified by drying over CaCl2 and fractionally distilling from Cu powder. Store it in the dark. [Beilstein 1 IV 97.] |
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