(2S,2'S)-2,2'-(1,2-Ethanediyldiimino)disuccinic acid (non-preferred name) | CAS No. 20846-91-7

(2S,2'S)-2,2'-(1,2-Ethanediyldiimino)disuccinic acid (non-preferred name)

Basic Information

CAS Number

20846-91-7

Molecular Formula

C10H16N2O8

Molecular Weight

292.24 g/mol

AD

Basic Physical Properties

Melting Point

220-222 ºC

O=C(O)[C@@H](NCCN[C@@H](CC(O)=O)C(O)=O)CC(O)=O

InChI

InChI=1S/C10H16N2O8/c13-7(14)3-5(9(17)18)11-1-2-12-6(10(19)20)4-8(15)16/h5-6,11-12H,1-4H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20)/t5-,6-/m0/s1

InChIKey

VKZRWSNIWNFCIQ-WDSKDSINSA-N

LogP

-1.9785999999999966

Topological Polar Surface Area

173.26 Ų

Hydrogen Bond Donor/Acceptor

6 / 10

Complexity

348

Synonyms & References

English

  • L-Aspartic acid,N,N'-1,2-ethanediylbis-
  • L-Aspartic acid, N,N-1,2-ethanediylbis-
  • 2-[2-(1,2-dicarboxyethylamino)ethylamino]butanedioic acid
  • N,N'-ethylenediamine disuccinic acid
  • 1-Ethylenediaminedisuccinic acid
  • Aspartic acid, N,N'-ethylenedi- (7CI)
  • Aspartic acid, N,N'-ethylenedi-, 1,1- (8CI)
  • N,N'-1,2-ethanediylbis-1-Aspartic acid
  • n,n'-1,2-ethanediylbis-l-aspartic aci
  • (2S,2'S)-2,2'-(Ethane-1,2-diylbis(azanediyl))disuccinic acid
  • TRISODIUM ETHYLENEDIAMINE DISUCCINATE
  • (S,S)-ethylenediaminedisuccinic tetraacid
  • (S,S)-ethylenediamine-N,N'-disuccinic acid
  • (S,S)-N,N'-ethylenediaminedisuccinic acid
  • ethylene diaMino-disuccinic acid (EDDS)
  • EthylenediaMinedisuccinic acid
  • L-Aspartic acid,N,N-1,2-ethanediylbis
  • n,n'-ethylenedi-aspartic aci
  • S,S'-1,2-ethanediamine-N,N'-di
  • N,N'-Ethylenediaspartic acid
  • (S,S)-Ethylenediaminedisuccinic acid
  • N,N'-1,2-Ethanediylbis-L-aspartic acid

MDL Number

MFCD00510741

FAQ

What are the physical and chemical properties of (2S,2'S)-2,2'-(1,2-Ethanediyldiimino)disuccinic acid (CAS: 20846-91-7)?

(2S,2'S)-2,2'-(1,2-Ethanediyldiimino)disuccinic acid is a white, crystalline solid with a molecular weight of approximately 446.34 g/mol. It is slightly soluble in water and more soluble in organic solvents. This compound is known for its reactivity in forming amide bonds and ester linkages, making it useful in various synthetic applications. Its pKa values are around 3.7 and 4.6, indicating its acidity in aqueous solutions.

How is (2S,2'S)-2,2'-(1,2-Ethanediyldiimino)disuccinic acid (CAS: 20846-91-7) typically synthesized?

(2S,2'S)-2,2'-(1,2-Ethanediyldiimino)disuccinic acid can be synthesized through the condensation of diisuccinoyl chloride with ethylenediamine. This process involves the use of a condensation catalyst such as 4-dimethylaminopyridine (DMAP) or a base like triethylamine to enhance the reaction selectivity and yield. The reaction typically proceeds in an anhydrous organic solvent like dichloromethane or tetrahydrofuran at room temperature, resulting in a high yield of the desired product.

What industries use (2S,2'S)-2,2'-(1,2-Ethanediyldiimino)disuccinic acid (CAS: 20846-91-7)?

(2S,2'S)-2,2'-(1,2-Ethanediyldiimino)disuccinic acid is used in various industries. It is extensively used in the pharmaceutical sector for the synthesis of biologically active compounds, particularly in the development of peptides and proteins. In the polymer industry, it is employed as a cross-linking agent to improve the mechanical properties of polymers. Additionally, it has applications in the semiconductor industry for producing high-quality materials and in the field of sensors for detecting specific chemical analytes.

What precautions should be taken when handling (2S,2'S)-2,2'-(1,2-Ethanediyldiimino)disuccinic acid (CAS: 20846-91-7)?

When handling (2S,2'S)-2,2'-(1,2-Ethanediyldiimino)disuccinic acid, it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. This compound is slightly corrosive and can cause irritation to the skin and eyes. It should be stored in a cool, dry place, away from direct sunlight and heat sources. In case of a spill, immediately clean up the area using proper spill response techniques. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.

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