65. Acetol
Nomenclature
CAS number: 116-09-6
1-Hydroxy-2-propanone; hydroxyacetone; acetone alcohol; acetylcarbinol; acetylmethanol; 2-oxopropanol. C3H6O2; mol wt 74.08.
C 48.64%, H 8.16%, O 43.19%.
Description and references
Widely distributed in nature. Produced in animals as an intermediate in the intrahepatic metabolism of acetone. Also formed by the action of aldose reductase on methylglyoxal, q.v. and accumulates in uncontrolled diabetes. Prepn: W. H. Perkin, Jr., J. Chem. Soc. 59, 786 (1891); T. Matsumoto et al., J. Org. Chem. 50, 603 (1985). Isoln from coffee extract: M. Stoll et al., Helv. Chim. Acta 50, 628 (1967). HPLC determn in serum: J. P. Casazza, J. L. Fu, Anal. Biochem. 148, 344 (1985). Metabolism and potential role in diabetic complications: D. L. Vander Jagt et al., J. Biol. Chem. 267, 4364 (1992). Use in peptide synthesis: B. Kundu, Tetrahedron Lett. 33, 3193 (1992).
