4332. Galactitol
Nomenclature
CAS number: 608-66-2
Dulcitol; dulcite; dulcose; euonymit; melampyrite; melampyrum; melampyrin. C6H14O6; mol wt 182.17.
C 39.56%, H 7.75%, O 52.70%.
Description and references
Found in dulcite or Madagascar manna (Melampyrum nemorosum L.) and in other species of Melampyrum, Scrophulariaceae, and Evonymus atropurpureus Jacq., Celastraceae. Isoln: Hünefeld, Ann. 24, 241 (1837); Bouchardat, Ann. Chim. Phys. 27, 68 (1872); Fischer, Hertz, Ber. 25, 1261 (1892); Rogerson, J. Chem. Soc. 101, 1040 (1912). Prepn by catalytic isomerization of d-glucitol: Wright, Hartmann, J. Org. Chem. 26, 1588 (1961). Synthesis: Lespieau, Bull. Soc. Chim. Fr. [5] 1, 1374 (1934); Delepine, Horeau, ibid. 4, 1524 (1937); Wiemann, Gordon, ibid. 1958, 433. Structure: R. L. Lohmar “The Polyols” in W. Pigman, The Carbohydrates (Academic Press, New York, 1957) p 247.
Properties
Crystals from methanol + water, mp 188-189°. Slightly sweet taste. d20 1.47. bp1 275-280°. One gram dissolves in 30 ml water, in 2 ml boiling water. Slightly sol in alc. Ka at 18° = 3.5×1014.Derivative
Hexa-O-acetylgalactitol.C18H26O12; mol wt 434.39.
C 49.77%, H 6.03%, O 44.20%.