2-({1-[bis(carboxymethyl)amino]propan-2-yl}(carboxymethyl)amino)acetic acid

• ChemBase ID: 145549
• Molecular Formular: C11H18N2O8
• Molecular Mass: 306.26922
• Monoisotopic Mass: 306.10631555
• SMILES: CC(CN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O
• Canonical SMILES: OC(=O)CN(CC(N(CC(=O)O)CC(=O)O)C)CC(=O)O
• InChI: InChI=1S/C11H18N2O8/c1-7(13(5-10(18)19)6-11(20)21)2-12(3-8(14)15)4-9(16)17/h7H,2-6H2,1H3,(H,14,15)(H,16,17)(H,18,19)(H,20,21)
• InChIKey: XNCSCQSQSGDGES-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({1-[bis(carboxymethyl)amino]propan-2-yl}(carboxymethyl)amino)acetic acid
• IUPAC Traditional name: ({1-[bis(carboxymethyl)amino]propan-2-yl}(carboxymethyl)amino)acetic acid
• Synonyms: Propylenediamine-N,N,N′,N′-tetraacetic acid; 1,2-Diaminopropane-N,N,N′,N′-tetraacetic acid; 丙二胺-N,N,N′,N′-四乙酸; 1,2-丙二胺-N,N,N′,N′-四乙酸

Database IDs

• CAS Number: 4408-81-5
• EC Number: 224-559-7
• MDL Number: MFCD00004286
• Beilstein Number: 2223855
• PubChem SID: 162239754; 24849720
• PubChem CID: 20442

CALCULATED PROPERTIES

• Acid pKa: 1.6898196
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -9.981927
• LogD (pH = 7.4): -14.21855
• Log P: -4.8755507
• Molar Refractivity: 66.7644 cm^3
• Polarizability: 26.49273 Å^3
• Polar Surface Area: 155.68 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 241 °C (dec.)(lit.)

Safety Information

• RTECS: AJ3500000
• 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: ≥98%
• Linear Formula: (HO2CCH2)2NCH(CH3)CH2N(CH2CO2H)2

DETAILS

Sigma Aldrich - 158135

Packaging
10 g in poly bottle
Application
Employed in organometallic ligation.1