Diiodomethane (CAS 75-11-6)
QUICK LINKS
Diiodomethane, also referred to as methylene iodide, is a halogenated hydrocarbon that possesses the characteristics of being colorless, volatile, nonflammable, and slightly soluble in water. It belongs to the class of organohalides due to its carbon-halogen bond. Its applications encompass its role as a reagent in organic synthesis and its contribution to polymer and plastic production. Additionally, diiodomethane finds utility as a refrigerant and propellant in aerosols. Within the realm of scientific research, diiodomethane has been employed in various applications. Moreover, it has served as a reagent and catalyst in polymer synthesis, facilitating the formation of new polymers. In terms of its role in organic reactions, diiodomethane operates as an electron acceptor. Its robust electron-accepting capabilities enable the reduction of electron density within a molecule, thereby facilitating the formation of new chemical bonds. The electron-withdrawing nature of diiodomethane additionally promotes the creation of carbon-carbon bonds.
Diiodomethane (CAS 75-11-6) References
- Photodissociation of diiodomethane in acetonitrile solution and fragment recombination into iso-diiodomethane studied with ab initio molecular dynamics simulations. | Odelius, M., et al. 2004. J Chem Phys. 121: 2208-14. PMID: 15260775
- Diversity-oriented synthesis of azaspirocycles. | Wipf, P., et al. 2004. Org Lett. 6: 3009-12. PMID: 15330670
- Molecular interactions in crystalline dibromomethane and diiodomethane, and the stabilities of their high-pressure and low-temperature phases. | Podsiadło, M., et al. 2006. Acta Crystallogr B. 62: 1090-8. PMID: 17108664
- Electronic state spectroscopy of diiodomethane (CH₂I₂): experimental and computational studies in the 30,000-95,000 cm⁻¹ region. | Mandal, A., et al. 2014. J Chem Phys. 140: 194312. PMID: 24852543
- VUV Photofragmentation of CH2I2: The [CH2I-I](•+) Iso-diiodomethane Intermediate in the I-Loss Channel from [CH2I2](•.). | Cartoni, A., et al. 2015. J Phys Chem A. 119: 3704-9. PMID: 25866871
- A joint theoretical and experimental study on diiodomethane: Ions and neutrals in the gas phase. | Satta, M., et al. 2015. J Chem Phys. 143: 244312. PMID: 26723676
- Nickel-catalysed cyclopropanation of electron-deficient alkenes with diiodomethane and diethylzinc. | Xu, J., et al. 2016. Chem Commun (Camb). 52: 3372-5. PMID: 26879514
- β-Lactam Synthesis through Diodomethane Addition to Amide Dianions. | Zidan, A., et al. 2017. Angew Chem Int Ed Engl. 56: 12179-12183. PMID: 28741888
- Dramatically Enhanced Solubility of Halide-Containing Organometallic Species in Diiodomethane: The Role of Solvent⋅⋅⋅Complex Halogen Bonding. | Kinzhalov, MA., et al. 2018. Angew Chem Int Ed Engl. 57: 12785-12789. PMID: 30075056
- One-Pot Synthesis of Unsymmetrical Bis-Heterocycles: Benzimidazole-, Benzoxazole-, and Benzothiazole-Linked Thiazolidines. | Lu, HY., et al. 2020. ACS Comb Sci. 22: 42-48. PMID: 31756080
- Diiodomethane-Mediated Generation of N-Aryliminium Ions and Subsequent [4 + 2] Cycloadditions with Olefins. | Zhao, YQ., et al. 2020. J Org Chem. 85: 2456-2465. PMID: 31916760
- Observing the Structural Evolution in the Photodissociation of Diiodomethane with Femtosecond Solution X-Ray Scattering. | Panman, MR., et al. 2020. Phys Rev Lett. 125: 226001. PMID: 33315438
- Kinetics of the Reactions of CH2OO with Acetone, α-Diketones, and β-Diketones. | Cornwell, ZA., et al. 2021. J Phys Chem A. 125: 8557-8571. PMID: 34554761
- The Surface Energy of Hydrogenated and Fluorinated Graphene. | Carpenter, J., et al. 2023. ACS Appl Mater Interfaces. 15: 2429-2436. PMID: 36563177
- Mutagenic activation of dibromomethane and diiodomethane by mammalian microsomes and glutathione S-transferases. | van Bladeren, PJ., et al. 1980. Mutat Res. 74: 341-6. PMID: 7010125
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Diiodomethane, 25 g | sc-214897 | 25 g | $29.00 | |||
Diiodomethane, 100 g | sc-214897A | 100 g | $97.00 |