3-({2-[bis(2-carboxyethyl)amino]ethyl}(2-carboxyethyl)amino)propanoic acid

• ChemBase ID: 152032
• Molecular Formular: C14H24N2O8
• Molecular Mass: 348.34896
• Monoisotopic Mass: 348.15326574
• SMILES: C(CN(CCC(=O)O)CCN(CCC(=O)O)CCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CCN(CCC(=O)O)CCN(CCC(=O)O)CCC(=O)O
• InChI: InChI=1S/C14H24N2O8/c17-11(18)1-5-15(6-2-12(19)20)9-10-16(7-3-13(21)22)8-4-14(23)24/h1-10H2,(H,17,18)(H,19,20)(H,21,22)(H,23,24)
• InChIKey: KWYJDIUEHHCHCZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-({2-[bis(2-carboxyethyl)amino]ethyl}(2-carboxyethyl)amino)propanoic acid
• IUPAC Traditional name: 3-({2-[bis(2-carboxyethyl)amino]ethyl}(2-carboxyethyl)amino)propanoic acid
• Synonyms: 3,3′,3″,3″′-(Ethylenedinitrilo)tetrapropionic acid; Ethylenediaminetetrapropionic acid; 3,3′,3″,3″′-(亚乙基二次氮基)四丙酸; 乙二胺四丙酸

Database IDs

• CAS Number: 13311-39-2
• MDL Number: MFCD00239418
• Beilstein Number: 1716926
• PubChem SID: 24869748; 162246178
• PubChem CID: 105878

CALCULATED PROPERTIES

• Acid pKa: 2.8694897
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -8.606454
• LogD (pH = 7.4): -12.95063
• Log P: -6.036273
• Molar Refractivity: 81.1432 cm^3
• Polarizability: 31.912785 Å^3
• Polar Surface Area: 155.68 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 178-181 °C (dec.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (calc. based on dry substance)
• Impurities: 5-10% water
• Empirical Formula (Hill Notation): C14H24N2O8

DETAILS

Sigma Aldrich - 46083

Other Notes
Complexing agent; the stability constant with Cu(II) (about 18) is much larger than with other cations1
Packaging
5 g in glass bottle