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Orthoformic acid information


Orthoformic acid
Stereo skeletal formula of orthoformic acid
Names
Preferred IUPAC name
Methanetriol[1]
Other names
Orthoformic acid
Trihydroxymethane
Identifiers
CAS Number
  • 463-78-5 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 4401409 checkY
PubChem CID
  • 5231666
UNII
  • WIU6G972U6 checkY
CompTox Dashboard (EPA)
  • DTXSID50894118 Edit this at Wikidata
InChI
  • InChI=1S/CH4O3/c2-1(3)4/h1-4H checkY
    Key: RLAHWVDQYNDAGG-UHFFFAOYSA-N checkY
  • InChI=1/CH4O3/c2-1(3)4/h1-4H
    Key: RLAHWVDQYNDAGG-UHFFFAOYAS
SMILES
  • OC(O)O
Properties
Chemical formula
HC(OH)3
Molar mass 64.040 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Orthoformic acid or methanetriol is a chemical compound with the formula HC(OH)3. In this molecule, the central carbon atom is bound to one hydrogen and three hydroxyl groups.

Orthoformic acid was long held to be a hypothetical chemical compound, as it was expected to decompose instantly into formic acid and water, making it too unstable to isolate or observe.[2] However, observation was shown to be possible in 2024, when it was identified by mass spectrometry. This involved the electron-irradiation of a frozen mixture of methanol and oxygen.[3]

  1. ^ "Methanetriol - PubChem". NCBI. Retrieved 22 April 2013.
  2. ^ Bohm, Stanislav; Antipova, Diana; Kuthan, Josef (15 October 1996). "Study of methanetriol decomposition mechanisms". International Journal of Quantum Chemistry. 60 (2): 649–655. doi:10.1002/(SICI)1097-461X(1996)60:2<649::AID-QUA3>3.0.CO;2-X.
  3. ^ >Marks, Joshua H.; Bai, Xilin; Nikolayev, Anatoliy A.; Gong, Qi’ang; Zhu, Cheng; Kleimeier, N. Fabian; Turner, Andrew M.; Singh, Santosh K.; Wang, Jia; Yang, Jiuzhong; Pan, Yang; Yang, Tao; Mebel, Alexander M.; Kaiser, Ralf I. (17 April 2024). "Methanetriol─Formation of an Impossible Molecule". Journal of the American Chemical Society. doi:10.1021/jacs.4c02637.

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