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Updated: Sep 15, 2025

Single-throughput Complementary High-resolution Analytical Techniques for Characterizing Complex Natural Organic Matter Mixtures
Published on: January 7, 2019
Methanetetrol and the final frontier in ortho acids
Joshua H Marks1,2, Xilin Bai3, Anatoliy A Nikolayev4
1Department of Chemistry, University of Hawaii at Manoa, Honolulu, HI, USA.
Methanetetrol, a molecule previously thought unstable, may exist in interstellar space. Experiments show it can form from carbonic acid under conditions mimicking cosmic ice clouds.
Area of Science:
- Astrochemistry
- Interstellar Medium Chemistry
- Molecular Ice Formation
Background:
- Methanetetrol (C(OH)4) dissociation impedes interstellar observation.
- Substituted orthocarbonates (C(OR)4) are stable, unlike methanetetrol.
- Interstellar ice chemistry is complex and not fully understood.
Purpose of the Study:
- To investigate the formation and stability of methanetetrol in simulated interstellar conditions.
- To probe exotic interstellar chemistry using advanced laboratory techniques.
- To determine if methanetetrol can form and persist in dense molecular clouds.
Main Methods:
- Simulating astrophysical ices in laboratory conditions (5-10 K, <10^-10 Torr).
- Utilizing synchrotron-generated vacuum ultraviolet light and photoionization.
- Employing high-energy irradiation to mimic cosmic ray effects on ices.
- Performing state-of-the-art electronic structure calculations.
Main Results:
- Conclusively revealed the reaction mechanism yielding methanetetrol.
- Simultaneously detected key intermediates: carbonic acid (HOCOOH) and methanetriol.
- Demonstrated methanetetrol formation under simulated interstellar conditions.
- Electronic structure calculations support experimental findings.
Conclusions:
- Methanetetrol formation is possible in interstellar environments.
- Abundant carbonic acid could lead to observable methanetetrol.
- Interstellar medium exhibits counterintuitive and unanticipated chemistry.
Related Concept Videos
Overview of Archaea
Diversity of Archaea I
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Carbon-dioxide Fixation
ortho–para-Directing Deactivators: Halogens
Acidity of 1-Alkynes
The acidic strength of hydrocarbons follows the order: Alkynes > Alkenes > Alkanes. The strength of an acid is commonly expressed in units of pKa — the lower the pKa, the stronger the acid. Among the hydrocarbons, terminal alkynes have lower pKa values and are, therefore, more acidic. For example, the pKa values for ethane, ethene, and acetylene are 51, 44, and 25, respectively, as shown here.

