Citramalic Acid

Title: Citramalic Acid
CAS Registry Number: 2306-22-1
CAS Name: 2-Hydroxy-2-methylbutanedioic acid
Additional Names: 2-methylmalic acid; 2-hydroxy-2-methylsuccinic acid; a-hydroxypyrotartaric acid
Molecular Formula: C5H8O5
Molecular Weight: 148.11
Percent Composition: C 40.55%, H 5.44%, O 54.01%
Literature References: Enzymatic synthesis: Barker, Blair, Biochem. Prep. 9, 21 (1962). Chemical synthesis: Barker, ibid. 25; J. B. Wilkes, R. G. Wall, J. Org. Chem. 45, 247 (1980). Stereoselective synthesis: E. G. J. Staring et al., Rec. Trav. Chim. 105, 374 (1986).
Derivative Type: dl-Form
Properties: Deliquescent monoclinic prisms from ethyl acetate + petr ether, mp 117°. Sublimes. Freely sol in water, acetone. Sol in ethyl acetate, ether. Practically insol in petr ether, benzene.
Melting point: mp 117°
Derivative Type: d-Form
Properties: Crystals, mp 112.2-112.8°. [a]D22 +23.6° (c = 3 in H2O).
Melting point: mp 112.2-112.8°
Optical Rotation: [a]D22 +23.6° (c = 3 in H2O)
Derivative Type: l-Form
Properties: Crystals, mp 112-113°. [a]D20 -23.4° (c = 3 in H2O).
Melting point: mp 112-113°
Optical Rotation: [a]D20 -23.4° (c = 3 in H2O)
Citrazinic Acid Citrinin Citromycetin Citronellal Citrulline