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158429

Sigma-Aldrich

Diiodomethane

ReagentPlus®, 99%, contains copper as stabilizer

Synonym(s):

Methylene iodide

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About This Item

Empirical Formula (Hill Notation):
CH2I2
CAS Number:
Molecular Weight:
267.84
Beilstein:
1696892
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

vapor density

9.25 (vs air)

Quality Level

product line

ReagentPlus®

Assay

99%

form

liquid

contains

copper as stabilizer

bp

67-69 °C/11 mmHg (lit.)

mp

5-8 °C (lit.)

density

3.325 g/mL at 25 °C (lit.)

SMILES string

ICI

InChI

1S/CH2I2/c2-1-3/h1H2

InChI key

NZZFYRREKKOMAT-UHFFFAOYSA-N

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General description

Diiodomethane is a solvent used as a halogen bond donor toward metal-bound halides.

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.

Application

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.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Michael Odelius et al.
The Journal of chemical physics, 121(5), 2208-2214 (2004-07-21)
Photodissociation of diiodomethane (CH2I2) in acetonitrile solution has been studied with ab initio molecular dynamics simulations, which show how the iso-diiodomethane photoproduct (CH2I-I) can be formed. The first excited state, described by the "restricted open-shell Kohn-Sham" density functional method, is
Solvent-and catalysts-free immobilization of tannic acid and polyvinylpyrrolidone onto PMMA surface by DBD plasma.
Klebert S, et al.
Plasma Processes and Polymers (2017)
Anuvab Mandal et al.
The Journal of chemical physics, 140(19), 194312-194312 (2014-05-24)
The electronic absorption spectrum of diiodomethane in the 30,000-95,000 cm(-1) region is investigated using synchrotron radiation; the spectrum in the 50,000-66,500 cm(-1) region is reported for the first time. The absorption bands in the 30,000-50,000 cm(-1) region are attributed to
Nowsheen Goonoo et al.
Materials science & engineering. C, Materials for biological applications, 76, 13-24 (2017-05-10)
In this paper, the biomineralization potential and cellular response of novel blend films of the anionic sulfated polysaccharides kappa-carrageenan (KCG) and fucoidan (FUC) derived from seaweeds with semi-crystalline polyhydroxybutyrate (PHB) and polyhydroxybutyrate-co-valerate (PHBV), respectively, were analyzed. The incorporation of KCG
Nickel-catalysed cyclopropanation of electron-deficient alkenes with diiodomethane and diethylzinc.
Xu J, et al.
Chemical Communications (Cambridge, England), 52(16), 3372-3375 (2016)

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