8036. d-Quercitol

Nomenclature

CAS number: 488-73-3
2-Deoxy-d-chiro-inositol; d-1-deoxy-muco-inositol; “acorn sugar”; (+)-protoquercitol; 1,2,3,4,5-cyclohexanepentol.
C6H12O5; mol wt 164.16.
C 43.90%, H 7.37%, O 48.73%.

Description and references

Found in the acorns of various spp of Quercus, Fagaceae: Prunier, Ann. Chim. Phys. 15, 1 (1878); from leaves of the European palm (Chaemerops humilis): Muller, J. Chem. Soc. 91, 1766 (1907). Configuration: Posternak, Helv. Chim. Acta 19, 1007 (1936). Synthesis: G. E. McCasland et al., J. Org. Chem. 33, 4220 (1968).

Chemical structure

Properties

Sweet crystals. mp 234-235°. [α]D20 +24 to +26°. Sol in water; slightly sol in hot, almost insol in cold alcohol; practically insol in ether.