Glucal

Glucal is the glycal formed from glucose.[2] It is a chemical intermediate in the synthesis of a variety of oligosaccharides.[3]

Glucal[1]
Names
IUPAC name
(2R,3S,4R)-2-(Hydroxymethyl)-3,4-dihydro-2H-pyran-3,4-diol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.032.949
Properties
C6H10O4
Molar mass 146.1412
Melting point 58 to 60 °C (136 to 140 °F; 331 to 333 K)
Hazards
S-phrases (outdated) S22 S24/25
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

Glucal and its derivatives can be converted to other chemically useful sugars using the Ferrier rearrangement.

References

  1. Glucal at Sigma-Aldrich
  2. E.Fischer and K. Zasch. Sitzber. kgl.preuss. Akad Wiss., 16,311 (1913)
  3. Seeberger, P.H., et al. Aldrichimica Acta 30, 75, (1997)


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