Methaneselenol

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Methaneselenol
MeSeH.svg
Methaneselenol-from-MW-3D-bs-17.png
Names
IUPAC name
Methaneselenol
Other names
monomethylselenide, MMSe
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
  • Key: APKHDKJWSHYLEU-UHFFFAOYSA-N
  • InChI=1S/CH4Se/c1-2/h2H,1H3
  • C[SeH]
Properties
CH3SeH
Molar mass 95.014 g·mol−1
Appearancecolorless gas
Boiling point 12 °C (54 °F; 285 K)
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Methaneselenol is the organoselenium compound with the formula C H 3 SeH. It is the simplest selenol. A colorless gas, it is notorious for its foul odor.

It is prepared by reaction of methyl lithium or a methyl Grignard reagent with selenium followed by protonation of the product. The compound is a metabolite. [1] [2]

According to IR spectroscopy, νSe-H = 2342 cm−1. For the other homologues, νE-H = 1995 (E = Te), 2606 (E = S), and 3710 cm−1 (E = O) for methanetellurol, methanethiol, and methanol. [3]

Related Research Articles

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Methylselenocysteine, also known as Se-methylselenocysteine, is an analog of S-methylcysteine in which the sulfur atom is replaced with a selenium atom. It is an inhibitor of DMBA-induced mammary tumors and a "chemopreventive agent that blocks cell cycle progression and proliferation of premalignant mammary lesions and induces apoptosis of cancer cell lines in culture."

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<span class="mw-page-title-main">Methanetellurol</span> Chemical compound

Methanetellurol is the organotellurium compound with the formula CH3TeH. It is the simplest organotellurium compound that has been purified in bulk. It is classified as a tellurol. A colorless gas, it decomposes to Te and methane near room temperature. It is prepared by reduction of dimethyl ditelluride using Na/NH3 followed by protonation of the CH3TeNa+ with sulfuric acid. Few publications describe this compound as a consequence of its instability and paucity of applications.

References

  1. Zeng, Huawei; Wu, Min; Botnen, James H. (2009). "Methylselenol, a Selenium Metabolite, Induces Cell Cycle Arrest in G1 Phase and Apoptosis via the Extracellular-Regulated Kinase 1/2 Pathway and Other Cancer Signaling Genes". The Journal of Nutrition. 139 (9): 1613–1618. doi: 10.3945/jn.109.110320 . PMID   19625696.
  2. Amouroux, David; Donard, Olivier F. X. (1996). "Maritime emission of selenium to the atmosphere in Eastern Mediterranean seas". Geophysical Research Letters. 23 (14): 1777–1780. Bibcode:1996GeoRL..23.1777A. doi:10.1029/96GL01271.
  3. Hamada, K.; Morishita, H. (1977). "The Synthesis and the Raman and Infrared Spectra of Methanetellurol". Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry. 7 (4): 355–366. doi:10.1080/00945717708069709.