2-[bis(carboxymethyl)amino]acetic acid

• ChemBase ID: 2744
• Molecular Formular: C6H9NO6
• Molecular Mass: 191.13876
• Monoisotopic Mass: 191.04298701
• SMILES: OC(=O)CN(CC(=O)O)CC(=O)O
• Canonical SMILES: OC(=O)CN(CC(=O)O)CC(=O)O
• InChI: InChI=1S/C6H9NO6/c8-4(9)1-7(2-5(10)11)3-6(12)13/h1-3H2,(H,8,9)(H,10,11)(H,12,13)
• InChIKey: MGFYIUFZLHCRTH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[bis(carboxymethyl)amino]acetic acid
• IUPAC Systematic name: 2-[Bis(carboxymethyl)amino]acetic acid
• IUPAC Traditional name: nitrilotriacetic acid
• Synonyms: Nitrilotriacetic acid, ACS; Nitrilotriacetic Acid; Nitrilotriacetic acid; Aminotriacetic acid; N,N-bis(carboxymethyl)glysine; NITRILOTRIACETIC ACID, ACS; N,N-Bis(carboxymethyl)glycine; NTA; Tris(carboxymethyl)amine; Triglycine; Nitrilotriacetic acid; 2,2',2''-Nitrilotriacetic acid; 氨三乙酸, ACS; N,N-二(羧甲基)甘氨酸; 三(羧甲基)胺; 次氮基三乙酸; 氮三乙酸

Database IDs

• CAS Number: 139-13-9
• EC Number: 205-355-7
• MDL Number: MFCD00004287
• Beilstein Number: 1710776
• Merck Index: 146579
• PubChem SID: 24886421; 160966192; 24861313; 46504710; 24886420; 24864721; 24897916
• PubChem CID: 8758
• CHEBI ID: 44557
• Chemspider ID: 8428
• DrugBank ID: DB03040
• Gmelin ID: 3726
• KEGG ID: C14695
• MeSH Name: Nitrilotriacetic+Acid
• Wikipedia Title: Nitrilotriacetic_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7801441
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -7.1725616
• LogD (pH = 7.4): -11.23058
• Log P: -2.0884216
• Molar Refractivity: 38.2419 cm^3
• Polarizability: 15.249025 Å^3
• Polar Surface Area: 115.14 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.98
• LOG S: -0.78
• Solubility (Water): 3.17e+01 g/l

PROPERTIES

Physical Property

• Solubility: 0.1 M NaOH: soluble0.1 M at 20 °C, clear, colorless
• Apperance: Powder; White crystals
• Melting Point: 245 °C (dec.)(lit.); 246°C (dec.); 246°C dec.
• Flash Point: 100 °C; 212 °F
• Absorption Wavelength: λ: 260 nm Amax: 1.5; λ: 280 nm Amax: 0.05
• Std enthalpy of formation: -1.3130–-1.3108 MJ mol^-1

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: AJ0175000
• European Hazard Symbols: Toxic (T); X; Harmful (Xn)
• UN Number: 2811
• German water hazard class: 2
• Risk Statements: 22-36/37/38-40; 22-36-40; R:22-45; r22, r36, r40
• Safety Statements: 26-36/37; 26-36/37-60; S:28-36/37/39-45-53; S:36/37/39-53; s26, s36/37
• TSCA Listed: 是
• GHS Pictograms: GHS exclamation mark; GHS health hazard; GHS07; GHS08
• GHS Signal Word: WARNING; Warning
• LD50: 1.1 g kg^-1 (oral, rat)
• GHS Hazard statements: 302, 319, 351; H302-H319-H351; H351-H302-H315-H319-H335
• GHS Precautionary statements: 281, 305+351+338; P261-P305+P351+P338-P302+P352-P321-P405-P501A; P281-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Product Information

• Purity: ≥98.0%; ≥98%; ≥99%; ≥99.0%; ≥99.0% (T); 95+%; 98.0% min; 99%
• Grade: ACS; ACS reagent; for complexometry; REAGENT; Sigma Grade
• Suitability: plant cell culture tested
• Ignition Residue: ≤0.05%; ≤0.1% (as SO4)
• Impurities: insoluble matter, passes filter test
• Cation Traces: Al: ≤20 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤10 mg/kg; Ca: ≤20 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; Fe: ≤7 mg/kg; K: ≤10 mg/kg; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤10 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤200 mg/kg; Na: ≤500 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤100 mg/kg; chloride (Cl-): ≤200 mg/kg; sulfate (SO42-): ≤100 mg/kg
• Loss on Drying: ≤0.1% loss on drying; ≤0.1% loss on drying, 110 °C
• λ: 0.1 M in 1 M NaOH
• Product Line: BioUltra
• Linear Formula: N(CH2COOH)3

DETAILS

MP Biomedicals - 02152551

ACS Reagent Grade
Purity: ≥98.0%

MP Biomedicals - 02151745

White powder, slightly soluble in water (approx. 0.13g/100 ml at 5°C). Versatile chelating agent.

DrugBank - DB03040

• Drug Groups: experimental
• Description: A derivative of acetic acid, N(CH2COOH)3. It is a complexing (sequestering) agent that forms stable complexes with Zn2+. (From Miall's Dictionary of Chemistry, 5th ed.)

Sigma Aldrich - 72559

Application
An excellent chelating agent.
Other Notes
Chelating agent1; As Pb2+ buffer, preparation and properties2; In a mixture of Ca2+-buffering ligands3; Encapsulation of radioactive metal ions in liposomes4; Compilation and critical evaluation by IUPAC of published data on stability constants of NTA complexes in solution5.

Sigma Aldrich - 34539

Application
An excellent chelating agent.
General description
Visit our Titration Center to learn more.

Sigma Aldrich - N8270

Application
一种优质的螯合剂。

Sigma Aldrich - 398144

Application
An excellent chelating agent.
Packaging
100, 500 g in poly bottle
5 g in glass bottle

Sigma Aldrich - 72560

Application
An excellent chelating agent.

Sigma Aldrich - N9877

Application
一种优质的螯合剂。

REFERENCES

• Versatile metal complexing agent.