7924. d-Psicose

Nomenclature

CAS number: 551-68-8
d-ribo-2-Ketohexose; d-ribohexulose; d-allulose; d-erythrohexulose; pseudofructose.
C6H12O6; mol wt 180.16.
C 40.00%, H 6.71%, O 53.28%.

Description and references

Occurrence and identification as a non-fermentable substance in cane molasses: Zerban, Sattler, Ind. Eng. Chem. 34, 1180 (1942). Structure: Ohle, Just, Ber. 68, 601 (1935). Prepn starting with d-ribono-γ-lactone: Wolfrom et al., J. Am. Chem. Soc. 67, 1793 (1945); from d-allose: Steiger, Reichstein, Helv. Chim. Acta 19, 184 (1937); from d-glucose: Hough et al., J. Chem. Soc. 1953, 2005.

Chemical structure

Properties

Sweet syrupy liquid. [α]D25 +4.7° (c = 4.3 in water; no detectable mutarotation). Soluble in water, methanol, ethanol. Practically insol in acetone.

Derivative

Phenylosazone.
C18H22N4O4; mol wt 358.39.
C 60.32%, H 6.19%, N 15.63%, O 17.86%.

Properties

Yellow crystals from water, mp about 162-163° (dec); also reported mp 178°.