EDDS
Title: EDDS
CAS Registry Number: 186459-75-6
CAS Name: N,N¢-1,2-Ethanediylbisaspartic acid
Additional Names: ethylenediamine N,N¢-disuccinic acid
Molecular Formula: C10H16N2O8
Molecular Weight: 292.24
Percent Composition: C 41.10%, H 5.52%, N 9.59%, O 43.80%
Literature References: Hexadentate chelating agent with 2 chiral centers; structural isomer of EDTA, q.v. S,S-form is naturally occurring and biodegradable. Prepn: M. Barbier et al., Ann. 668, 132 (1963). See also: C. Kezerian, W. M. Ramsey, US 3158635 (1964 to Stauffer). Synthesis and metal chelating behavior of S,S-form: J. A. Neal, N. J. Rose, Inorg. Chem. 7, 2405 (1968); of isomers: M. Orama et al., J. Chem. Soc. Dalton Trans. 2002, 4644. Bacterial production of S,S-form: R. Takahashi et al., Biosci. Biotech. Biochem. 63, 1269 (1999). Crystal structure of S,S-form: F. E. Scarbrough, D. Voet, Acta Crystallogr. B32, 2715 (1976). Biodegradation analysis of isomers: R. Takahashi et al., Biosci. Biotech. Biochem. 61, 1957 (1997); of S,S-form: P. C. Vandevivere et al., Environ. Sci. Technol. 35, 1765 (2001). HPLC determn of S,S-form: S. Tandy et al., J. Chromatogr. A 1077, 37 (2005). Study of use in radiochemical decontamination: P. W. Jones, D. R. Williams, Appl. Radiat. Isot. 54, 587 (2001); in heavy metal phytoextraction from soil: H. Grcman et al., J. Environ. Qual. 32, 500 (2003); E. Meers et al., Chemosphere 58, 1011 (2005).
Properties: Crystals from methanol, mp 128-132° (Barbier). Also reported as mp 220-222° (Kezerian, Ramsey). Slightly sol in water. Insol in ethanol, acetone, benzene, and most organic solvents. Acid dissociation constants (25°, 0.1 M KNO3): pK1 2.4; pK2 3.9; pK3 6.8; pK4 9.8.
Melting point: mp 128-132°; mp 220-222°
pKa: pK1 2.4; pK2 3.9; pK3 6.8; pK4 9.8
 
Derivative Type: S,S-Form
CAS Registry Number: 20846-91-7
Properties: Crystal density: 1.44 g/cm3.
 
Use: Chelating agent in detergents, electroless plating, rust removal, photography, and soil remediation.

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