Carbonic acid explained

Carbonic acid is a chemical compound with the chemical formula . The molecule rapidly converts to water and carbon dioxide in the presence of water. However, in the absence of water, it is quite stable at room temperature.[1] The interconversion of carbon dioxide and carbonic acid is related to the breathing cycle of animals and the acidification of natural waters.

In biochemistry and physiology, the name "carbonic acid" is sometimes applied to aqueous solutions of carbon dioxide. These chemical species play an important role in the bicarbonate buffer system, used to maintain acid–base homeostasis.[2]

Terminology in biochemical literature

In chemistry, the term "carbonic acid" strictly refers to the chemical compound with the formula . Some biochemistry literature effaces the distinction between carbonic acid and carbon dioxide dissolved in extracellular fluid.

In physiology, carbon dioxide excreted by the lungs may be called volatile acid or respiratory acid.

Anhydrous carbonic acid

At ambient temperatures, pure carbonic acid is a stable gas. There are two main methods to produce anhydrous carbonic acid: reaction of hydrogen chloride and potassium bicarbonate at 100 K in methanol and proton irradiation of pure solid carbon dioxide. Chemically, it behaves as a diprotic Brønsted acid.

Carbonic acid monomers exhibit three conformational isomers: cis–cis, cis–trans, and trans–trans.[3]

At low temperatures and atmospheric pressure, solid carbonic acid is amorphous and lacks Bragg peaks in X-ray diffraction.[4] But at high pressure, carbonic acid crystallizes, and modern analytical spectroscopy can measure its geometry.

According to neutron diffraction of dideuterated carbonic acid in a hybrid clamped cell (Russian alloy/copper-beryllium) at 1.85 GPa, the molecules are planar and form dimers joined by pairs of hydrogen bonds. All three C-O bonds are nearly equidistant at 1.34 Å, intermediate between typical C-O and C=O distances (respectively 1.43 and 1.23 Å). The unusual C-O bond lengths are attributed to delocalized π bonding in the molecule's center and extraordinarily strong hydrogen bonds. The same effects also induce a very short O—O separation (2.13 Å), through the 136° O-H-O angle imposed by the doubly hydrogen-bonded 8-membered rings. Longer O—O distances are observed in strong intramolecular hydrogen bonds, e.g. in oxalic acid, where the distances exceed 2.4 Å.

In aqueous solution

In even a slight presence of water, carbonic acid dehydrates to carbon dioxide and water, which then catalyzes further decomposition. For this reason, carbon dioxide can be considered the carbonic acid anhydride.

The hydration equilibrium constant at 25 °C is in pure water[5] and ≈ 1.2×10−3 in seawater.[6] Hence the majority of carbon dioxide at geophysical or biological air-water interfaces does not convert to carbonic acid, remaining dissolved gas. However, the uncatalyzed equilibrium is reached quite slowly: the rate constants are 0.039 s−1 for hydration and 23 s−1 for dehydration.

In biological solutions

In the presence of the enzyme carbonic anhydrase, equilibrium is instead reached rapidly, and the following reaction takes precedence:[7] HCO3^- H^+ <=> CO2 H2O

When the created carbon dioxide exceeds its solubility, gas evolves and a third equilibrium CO_2 (soln) <=> CO_2 (g) must also be taken into consideration. The equilibrium constant for this reaction is defined by Henry's law.

The two reactions can be combined for the equilibrium in solution: \begin\ce && K_3 = \frac\end When Henry's law is used to calculate the denominator care is needed with regard to units since Henry's law constant can be commonly expressed with 8 different dimensionalities.[8]

Under high CO2 partial pressure

In the beverage industry, sparkling or "fizzy water" is usually referred to as carbonated water. It is made by dissolving carbon dioxide under a small positive pressure in water. Many soft drinks treated the same way effervesce.

Significant amounts of molecular exist in aqueous solutions subjected to pressures of multiple gigapascals (tens of thousands of atmospheres) in planetary interiors.[9] [10] Pressures of 0.6–1.6 GPa at 100 K, and 0.75–1.75 GPa at 300 K are attained in the cores of large icy satellites such as Ganymede, Callisto, and Titan, where water and carbon dioxide are present. Pure carbonic acid, being denser, is expected to have sunk under the ice layers and separate them from the rocky cores of these moons.[11]

Relationship to bicarbonate and carbonate

Carbonic acid is the formal Brønsted–Lowry conjugate acid of the bicarbonate anion, stable in alkaline solution. The protonation constants have been measured to great precision, but depend on overall ionic strength . The two equilibria most easily measured are as follows: \begin\ce && \beta_1 = \frac \\\ce && \beta_2 = \frac\end where brackets indicate the concentration of specie. At 25 °C, these equilibria empirically satisfy[12] \begin\log(\beta_1) =&& 0&.54&I^2 - 0&.96&I +&& 9&.93 \\\log(\beta_2) =&& -2&.5&I^2 - 0&.043&I +&& 16&.07\end decreases with increasing, as does . In a solution absent other ions (e.g.), these curves imply the following stepwise dissociation constants:\beginp\text_1 &= \log(\beta_2) - \log(\beta_1) &= 6.77 \\p\text_2 &= \log(\beta_1) &= 9.93\end Direct values for these constants in the literature include and .[13]

To interpret these numbers, note that two chemical species in an acid equilibrium are equiconcentrated when . In particular, the extracellular fluid (cytosol) in biological systems exhibits, so that carbonic acid will be almost 50%-dissociated at equilibrium.

Ocean acidification

The Bjerrum plot shows typical equilibrium concentrations, in solution, in seawater, of carbon dioxide and the various species derived from it, as a function of pH.[14] [15] As human industrialization has increased the proportion of carbon dioxide in Earth's atmosphere, the proportion of carbon dioxide dissolved in sea- and freshwater as carbonic acid is also expected to increase. This rise in dissolved acid is also expected to acidify those waters, generating a decrease in pH.[16] [17] It has been estimated that the increase in dissolved carbon dioxide has already caused the ocean's average surface pH to decrease by about 0.1 from pre-industrial levels.

Further reading

References

  1. Loerting . Thomas . Thomas Loerting . Tautermann . Christofer . Kroemer . Romano T. . Kohl . Ingrid . Hallbrucker . Andreas . Mayer . Erwin . Liedl . Klaus R. . Loerting . Thomas . Tautermann . Christofer . Kohl . Ingrid . Hallbrucker . Andreas . Erwin . Mayer . Liedl . Klaus R. . 2000 . On the Surprising Kinetic Stability of Carbonic Acid (H2CO3) . Angewandte Chemie International Edition . 39 . 5 . 891–4 . 10.1002/(SICI)1521-3773(20000303)39:5<891::AID-ANIE891>3.0.CO;2-E . 10760883.
  2. https://www.anaesthesiamcq.com/AcidBaseBook/ab2_1.php Acid-Base Physiology 2.1 – Acid-Base Balance
  3. Loerting, Thomas . Bernard, Juergen . 2010 . Aqueous Carbonic Acid (H2CO3) . ChemPhysChem . 11 . 2305–9 . 10.1002/cphc.201000220.
  4. Winkel . Katrin . Hage . Wolfgang . Loerting . Thomas . Price . Sarah L. . Mayer . Erwin . 2007 . Carbonic Acid: From Polyamorphism to Polymorphism . Journal of the American Chemical Society . 129 . 45 . 13863–71 . 10.1021/ja073594f . 17944463.
  5. Book: Housecroft . C.E. . Inorganic Chemistry . Sharpe . A.G. . 2005 . Prentice-Pearson-Hall . 0-13-039913-2 . 2nd . 368 . 56834315.
  6. Soli . A. L. . R. H. Byrne . 2002 . CO2 system hydration and dehydration kinetics and the equilibrium CO2/H2CO3 ratio in aqueous NaCl solution . Marine Chemistry . 78 . 2–3 . 65–73 . 10.1016/S0304-4203(02)00010-5.
  7. Lindskog S . 1997 . Structure and mechanism of carbonic anhydrase . Pharmacology & Therapeutics . 74 . 1 . 1–20 . 10.1016/S0163-7258(96)00198-2 . 9336012.
  8. Sander . Rolf . Acree . William E. . Visscher . Alex De . Schwartz . Stephen E. . Wallington . Timothy J. . 2022-01-01 . Henry’s law constants (IUPAC Recommendations 2021) . Pure and Applied Chemistry . en . 94 . 1 . 71–85 . 10.1515/pac-2020-0302 . 1365-3075. free.
  9. Wang . Hongbo . Zeuschner . Janek . Eremets . Mikhail . Troyan . Ivan . Williams . Jonathon . 27 January 2016 . Stable solid and aqueous H2CO3 from CO2 and H2O at high pressure and high temperature . Scientific Reports . 6 . 1 . 19902 . 2016NatSR...619902W . 10.1038/srep19902 . 4728613 . 26813580 . free.
  10. Stolte . Nore . Pan . Ding . 4 July 2019 . Large presence of carbonic acid in CO2-rich aqueous fluids under Earth's mantle conditions . The Journal of Physical Chemistry Letters . 10 . 17 . 5135–41 . 1907.01833 . 10.1021/acs.jpclett.9b01919 . 31411889 . 195791860.
  11. G. Saleh . A. R. Oganov . 2016 . Novel Stable Compounds in the C-H-O Ternary System at High Pressure . Scientific Reports . 6 . 32486 . 2016NatSR...632486S . 10.1038/srep32486 . 5007508 . 27580525.
  12. [IUPAC]
  13. Pines . Dina . Ditkovich . Julia . Mukra . Tzach . Miller . Yifat . Kiefer . Philip M. . Daschakraborty . Snehasis . Hynes . James T. . Pines . Ehud . 2016 . How Acidic Is Carbonic Acid? . J Phys Chem B . 120 . 9 . 2440–51 . 10.1021/acs.jpcb.5b12428 . 5747581 . 26862781.
  14. Pangotra . Dhananjai . Csepei . Lénárd-István . Roth . Arne . Ponce de León . Carlos . Sieber . Volker . Vieira . Luciana . 2022 . Anodic production of hydrogen peroxide using commercial carbon materials . Applied Catalysis B: Environmental . 303 . 120848 . 10.1016/j.apcatb.2021.120848 . 240250750.
  15. Andersen . C. B. . 2002 . Understanding carbonate equilibria by measuring alkalinity in experimental and natural systems . Journal of Geoscience Education . 50 . 4 . 389–403 . 10.5408/1089-9995-50.4.389 . 2002JGeEd..50..389A . 17094010.
  16. Caldeira . K. . Wickett, M. E. . Anthropogenic carbon and ocean pH . . 425 . 6956 . 365 . 2003 . 4417880 . 14508477 . 2001AGUFMOS11C0385C . 10.1038/425365a . free .
  17. Sabine . C. L. . 2004 . The Oceanic Sink for Anthropogenic CO2 . Science . 305 . 5682 . 367–371 . 15256665 . 2004Sci...305..367S . 10261/52596 . free . 5607281 . 10.1126/science.1097403 . 22 June 2021 . live . https://web.archive.org/web/20080706143710/http://www.sciencemag.org/cgi/content/short/305/5682/367 . 6 July 2008.

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