Iminodisuccinic Acid
Structural Formula Vector Image
Title: Iminodisuccinic Acid
CAS Registry Number: 7408-20-0; 70543-06-5 (stereo unspecified)
CAS Name: N-[(1S)-1,2-Dicarboxyethyl]-L-aspartic acid
Additional Names: 2,2¢-iminodisuccinic acid
Molecular Formula: C8H11NO8
Molecular Weight: 249.17
Percent Composition: C 38.56%, H 4.45%, N 5.62%, O 51.37%
Literature References: Synthesis of ester from fumaric acid, ammonia and water: G. Stadnikoff, Ber. 44, 44 (1911). Industrial processes: GB 1306331 (1971 to Pfizer); T. Groth et al., US 6107518 (2000 to Bayer). Synthesis and complex forming properties: E. D. Malakhaev et al., J. Gen. Chem. USSR 48, 2361 (1978). Thermochemical study: V. P. Vasil'ev et al., Russ. J. Phys. Chem. 63, 1566 (1989). Formation constants with metal cations: C. K. Gangoda, D. R. Williams, Chem. Speciation Bioavailab. 9, 101 (1997).
Properties: White solid, mp 206-208°. pK1 2.96 ±0.05; pK2 3.84 ±0.02; pK3 4.83 ±0.05; pK4 10.12 ±0.04 (25°). Heat of combustion: 2974.3 ±0.6 kJ/mol. Sol in water; insol in alcohol, ether, acetone, benzene.
Melting point: mp 206-208°
pKa: pK1 2.96 ±0.05; pK2 3.84 ±0.02; pK3 4.83 ±0.05; pK4 10.12 ±0.04 (25°)
Derivative Type: Tetrasodium salt
CAS Registry Number: 144538-83-0
Trademarks: Baypure CX 100 (Bayer)
Literature References: Review of commercial product: NICNAS New chemical assessment: Aspartic acid, N-(1,2-dicarboxyethyl)-tetrasodium salt, (Sydney, Nat. Ind. Chem. Notif. Assess. Scheme, 2002) 22 pp.
Properties: White solid, mp >300°. Bulk density (kg/m3): ~740. Vapor pressure at 20°: 1.5´10-16 kPa. Sol at 20° (g/l): water 564 (pH 13.1). LD50 in rats (mg/kg): >2000 orally; >2000 dermally (NICNAS).
Melting point: mp >300°
Toxicity data: LD50 in rats (mg/kg): >2000 orally; >2000 dermally (NICNAS)
Use: Biodegradable metal chelator in detergents, cleaners and personal care products; in photographic applications; in trace nutrient agricultural fertilizers. In mfr of textiles and newspaper. Scale deposit remover, water softener, bleaching agent stabilizer.

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