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Diiodomethane

Diiodomethane structure

CAS No:
75-11-6
Formula:
CH2I2
Chemical Name:
Diiodomethane
Synonyms:
Diiodomethane (stabilized with Copper chip);Diiodomethane, 99+%, stabilized;Diiodomethane, stabilized;Diiodomethane, 99%, stab. with copper;Diiodmethane;Diiodomethane ,98%;DiiodoMethane, stabilized, 99+% 100GR;DiiodoMethane, stabilized, 99+% 500GR
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

light yellow or gold liquid with chloroform-like odour

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

Diiodomethane is a light yellow or gold liquid with chloroform-like odour. It has a relative density of 3.325 at 20°C and can be mixed with benzene to produce liquids with different densities. These mixtures are used in the determination of the refractive indices of minerals and for the separation of minerals according to density.

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.]

Diiodomethane Basic Attributes

Molecular Weight：

267.84

Exact Mass：

267.84

BRN：

1696892

EC Number：

200-841-5

UNII：

3J731705OX

NSC Number：

35804

TSCA：

TSCA listed

DSSTox ID：

DTXSID4058784

Color/Form：

deep yellow

HScode：

29033080

Characteristics

PSA：

XLogP3：

2.30

Appearance：

light yellow or gold liquid with chloroform-like odour

Density：

3.325 g/mL at 25 °C(lit.)

Melting Point：

6 °C

Boiling Point：

67-69 °C11 mm Hg(lit.)

Flash Point：

76.6±13.9 °C

Refractive Index：

1.737

Water Solubility：

14 g/L (20 ºC)

Storage Conditions：

Store in a cool, dry, well-ventilated area away from incompatible substances. Store in opaque, air-tight containers.

Vapor Pressure：

1.20 mmHg

Vapor Density：

9.25 (vs air)

Toxicity：

LD50 orally in Rabbit: 76 mg/kg

Henrys Law Constant：

2.3×10-2mol/(m3Pa) at 25℃, Burkholder et al. (2019)

Critical Temperature & Pressure：

Store below +30°C.

Safety Information

Packing level：

III

Hazard category：

6.1

Transport codes：

2810

wgk germany：

hazard class code：

Xi,Xn

safety instructions：

26-37/39-36/37/39

RTECS Number：

PA8575000

Marks：

Xi:Irritant

Stability/Shelf Life：

Stable. Incompatible with strong oxidizing agents, strong bases. Reacts violently with alkali metal salts. May discolour on exposure to light.

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501

Hazard Statements：

May be irritating and narcotic.Diiodomethane has the advantages of high opacity,ease of penetration,and ease of removal because it evaporates fairly quickly.However,it can cause skin burns.

RIDADR：

2810

GHS Classification：

|Danger|H302 (89.23%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 70 companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Not Classified

Drug Information

MeSH Entry Terms：

diiodoethane

Diiodomethane Use and Manufacturing

Uses

In separating mixtures of minerals. In determining the specific gravity of minerals and other substances. In the manufacture of x-ray contrast media.

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.

Manufacturing Info：

Methane, diiodo-: ACTIVE

Computed Properties

Molecular Weight:267.835
XLogP3:2.3
Exact Mass:267.82460
Monoisotopic Mass:267.82460
Heavy Atom Count:3
Complexity:2.8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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