methaneselenol
{{Chembox
| ImageFile1 = MeSeH.svg
| ImageFile2 = Methaneselenol-from-MW-3D-bs-17.png
| IUPACName = Methaneselenol
| OtherNames = monomethylselenide, MMSe
| Section1 = {{Chembox Identifiers
| CASNo = 6486-05-1
| CASNo_Ref = {{Cascite|correct|CAS}}
| ChEBI = 64685
| ChemSpiderID = 389633
| KEGG = C05703
| PubChem = 440764
| InChI = 1S/CH4Se/c1-2/h2H,1H3
| StdInChIKey = APKHDKJWSHYLEU-UHFFFAOYSA-N
| SMILES = C[SeH]
}}
| Section2 = {{Chembox Properties
| Formula = {{chem2|CH3SeH}}
| C=1|H=4|Se=1
| Appearance = colorless gas
| Odor = akin to rotten onions, feces, or "sickly sweet rotting garbage"
| BoilingPtC = 12}}
| Section7 = {{Chembox Hazards
}}
| Section8 = {{Chembox Related
| OtherCompounds = {{ubl|Methanol|Methanethiol|Methanetellurol}}
}}
}}
Methaneselenol is the organoselenium compound with the formula {{chem2|CH3SeH|auto=1}}. It is the simplest selenol. A colorless, poisonous gas, it is notorious for its foul, putrid 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.{{cite journal |doi=10.3945/jn.109.110320|title=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|year=2009|last1=Zeng|first1=Huawei|last2=Wu|first2=Min|last3=Botnen|first3=James H.|journal=The Journal of Nutrition|volume=139|issue=9|pages=1613–1618|pmid=19625696|doi-access=free}}{{cite journal |doi=10.1029/96GL01271|title=Maritime emission of selenium to the atmosphere in Eastern Mediterranean seas|year=1996|last1=Amouroux|first1=David|last2=Donard|first2=Olivier F. X.|journal=Geophysical Research Letters|volume=23|issue=14|pages=1777–1780|bibcode=1996GeoRL..23.1777A}}
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.{{cite journal |doi=10.1080/00945717708069709|title=The Synthesis and the Raman and Infrared Spectra of Methanetellurol|year=1977|last1=Hamada|first1=K.|last2=Morishita|first2=H.|journal=Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry|volume=7|issue=4|pages=355–366}}