Threitol

Threitol is a four-carbon sugar alcohol with the molecular formula C4H10O4. It is primarily used as an intermediate in the chemical synthesis of other compounds. It is the diastereomer of erythritol.

Threitol[1]
Names
Systematic IUPAC name
(2R,3R)-Butane-1,2,3,4-tetrol
Other names
(2R,3R)-Butane-1,2,3,4-tetraol (not recommended)
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.150.149
KEGG
PubChem CID
UNII
Properties
Chemical formula
C4H10O4
Molar mass 122.12
Appearance Solid
Melting point 88 to 90 °C (190 to 194 °F; 361 to 363 K)
Hazards
R-phrases (outdated) R36/37/38
S-phrases (outdated) S26 S36
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

In living things, threitol is found in the edible fungus Armillaria mellea.[2] It serves as a cryoprotectant (antifreeze agent) in the Alaskan beetle Upis ceramboides.[3]

See also

References

  1. Threitol at Sigma-Alrich
  2. Elks, J.; Ganellin, C. R. (1990). "Dictionary of Drugs". doi:10.1007/978-1-4757-2085-3. ISBN 978-1-4757-2087-7. Cite journal requires |journal= (help)
  3. Walters, K. R. Jr; Pan, Q.; Serianni, A. S.; Duman, J. G. (2009). "Cryoprotectant biosynthesis and the selective accumulation of threitol in the freeze-tolerant Alaskan beetle, Upis ceramboides". Journal of Biological Chemistry. 284 (25): 16822–16831. doi:10.1074/jbc.M109.013870. PMC 2719318.
  • Media related to Threitol at Wikimedia Commons


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