5064-31-3

Basic information

• Product Name: Trisodium nitrilotriacetate
• Synonyms: nitrilotriaceticacidtrisodium*sigmagrade;nitrilotri-aceticacitrisodiumsalt;syntrona;trisodiumaminotriacetate;trisodiumnitrilotriaceticacid;versenenta150;versenenta335;Trisodium 2-[bis(2-oxido-2-oxoethyl)amino]acetate
• CAS NO: 5064-31-3
• Molecular Formula: C₆H₆NNa₃O₆
• Molecular Weight: 257.08
• EINECS: 225-768-6
• Product Categories: Building Blocks;Carbonyl Compounds;Carboxylic Acid Salts;Chemical Synthesis;Organic Building Blocks
• Mol File: 5064-31-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 498.2 °C at 760 mmHg
• Flash Point: 255.1 °C
• Appearance: /
• Density: 0.56
• PKA: 1.22[at 20 ℃]
• Water Solubility: 457g/L at 20℃
• CAS DataBase Reference: Trisodium nitrilotriacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Trisodium nitrilotriacetate(5064-31-3)
• EPA Substance Registry System: Trisodium nitrilotriacetate(5064-31-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22-40-36
• Safety Statements: 36-46-36/37-26
• WGK Germany: 2
• RTECS: MB8400000
• Hazardous Substances Data: 5064-31-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 5064-31-3 differently. You can refer to the following data:
1. An excellent chelating agent. Sequestrant.
2. Nitrilotriacetic Acid Trisodium Salt is a sequestering agent that forms stable complexes with Zinc.

Preparation

Weigh 2.4000g sodium hydroxide and dissolve it in 30mL distilled water to make sodium hydroxide solution; Weigh 11.4684g nitrilotriacetic acid and dissolve it in the newly prepared sodium hydroxide solution , the reaction was stirred for 0.5h, and finally the trisodium nitrilotriacetate was obtained.

Definition

ChEBI: An organic sodium salt composed of sodium and nitrilotriacetate ions in a 3:1 ratio.

Flammability and Explosibility

Nonflammable

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. Experimental reproductive effects. Questionable carcinogen with experimental neoplastigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx and NazO.

InChI:InChI=1/C6H9NO6.3Na/c8-4(9)1-7(2-5(10)11)3-6(12)13;;;/h1-3H2,(H,8,9)(H,10,11)(H,12,13);;;/q;3*+1

Synthetic route

trisodium nitrilotriacetate (5064-31-3) + silver nitrate → nitrilotriacetic acid, silver salt

Conditions	Yield
In water	95%

fac-bis(tetraethylammonium)tribromidotricarbonylrhenate + trisodium nitrilotriacetate (5064-31-3) → [NEt4]0.3Na1.7[Re(nitrilotriacetato)(CO)3]

Conditions	Yield
In water ligand salt added to a soln. of Re complex, stirred at 80°C for 2.5 h; evapd. (vac.), washed (CH2Cl2, CHCl3); elem. anal.;	85.6%

1,10-Phenanthroline (66-71-7) + copper(II) perchlorate hexahydrate + trisodium nitrilotriacetate (5064-31-3) → Cu2(phenanthroline)3(μ-nitrilotriacetate)*2H2O

Conditions	Yield
In methanol; water to Cu-compd. in H2O Na-compd. and phenanthroline in H2O-CH3OH added, stirred, heated at reflux for 5 h, cooled to room temp.; filtered, stored for one week, elem. anal.;	78%

copper(II) perchlorate hexahydrate + samarium(III) chloride hexahydrate + trisodium nitrilotriacetate (5064-31-3) → [CuCl(nitrilotriacetate)Sm(H2O)6]ClO4*H2O

Conditions	Yield
In water aq. soln. of Na-salt (2 equiv.) added to aq. soln. of Cu-salt, aq. soln.of the rare-earth metal salt added dropwise, mixt. refluxed for 1 h; allowed to cool to room temp., soln. filtered, filtrate stored in desiccator over CaCl2 for 2 weeks; elem. anal.;	65%

fac-[ReBr3(CO)2(NO)]NEt4 + water (7732-18-5) + trisodium nitrilotriacetate (5064-31-3) → NEt4[Re(nitrilotriacetato)(CO)(NO)]

Conditions	Yield
In methanol; water byproducts: CO; ligand salt added to a soln. of Re complex, stirred at 80°C for 19 h; chromd. (H2O, H2O/MeOH, MeOH), dried (N2), extd. (acetone), evapd. (vac.); elem. anal.;	58.6%

iron(III) chloride hexahydrate + 1,10-Phenanthroline (66-71-7) + trisodium nitrilotriacetate (5064-31-3) → aqua(nitrilotriacetato)(1,10-phenanthroline)iron(III) monohydrate (427884-20-6)

Conditions	Yield
In methanol; water soln. 1,10-phenanthroline (1 mol) in MeOH added slowly to soln. FeCl3*6H2O (1 mol) in MeOH followed by aq. soln. sodium nitrilotriacetate (1 mol); slow evapn. at room temp. 3 wk; crystals filtered off; washed (H2O); dried in air; elem. anal.;	25%

trisodium nitrilotriacetate (5064-31-3) → iminodiacetic acid disodium salt

Conditions	Yield
With triethanolamine

trisodium nitrilotriacetate (5064-31-3) + copper hydroxide (20427-59-2) → 4Na(1+)*{Cu(N(CH2COO)3)2}(4-)*4H2O=Na4{Cu(N(CH2COO)3)2}*4H2O

Conditions	Yield
With H2O In water heating of an aq. soln. of Na3N(CH2COO)3 and an excess of Cu(OH)2;; filtration; concn. of filtrate; addn. of alc.;;

iron perchlorate hexahydrate + trisodium nitrilotriacetate (5064-31-3) → diaqua(nitrilotriacetate)iron(III) (58802-76-9, 67359-33-5)

Conditions	Yield
In water reaction time: 20 min; pptn. washed with water, dried; elem. anal.;

cobalt(II) nitrate hexahydrate + trisodium nitrilotriacetate (5064-31-3) + ethylenediamine (107-15-3) → {CoC6H6NO6en}*H2O (148978-64-7)

Conditions	Yield
With H2O2 In water

lanthanum(III) perchlorate + trisodium nitrilotriacetate (5064-31-3) → La(nitrilotriacetate)2(3-)

Conditions	Yield
In perchloric acid La salt in aq. HClO4 mixed with aq. soln. of ligand (molar ratio 1:2, pH9.44); not isolated; detd. by (13)C NMR spectra;

piperidine (110-89-4) + 3,5-Di-tert-butylcatechol (1020-31-1) + trisodium nitrilotriacetate (5064-31-3) + iron(III) perchlorate + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → {piperidinium}2{Fe(N,N-bis(carboxymethyl)glycine)(3,5-di-tert-butylcatecholate)}*DMF (81770-38-9)

Conditions	Yield
In water; N,N-dimethyl-formamide stoichiometric mixture of components, anaerobic conditions; elem. anal.;

trisodium nitrilotriacetate (5064-31-3) + neodymium(III) nitrate (16454-60-7) → Nd(nta)*3H2O

Conditions	Yield
With water In water reflux; filtration of hot soln.; crystn. by evapn.; washing (hot water); drying in air;
With water In water reflux; filtration of hot soln.; crystn. by evapn.; washing (hot water); drying in air;

trisodium nitrilotriacetate (5064-31-3) + lanthanum(III) nitrate → La(nta)*2H2O

Conditions	Yield
With water In water reflux; filtration of hot soln.; crystn. by evapn.; washing (hot water); drying in air;
With water In water reflux; filtration of hot soln.; crystn. by evapn.; washing (hot water); drying in air;

lanthanum(III) perchlorate + trisodium nitrilotriacetate (5064-31-3) → La(nitrilotriacetate(3-)) (15614-58-1)

Conditions	Yield
In perchloric acid La salt in aq. HClO4 mixed with aq. soln. of ligand (molar ratio 1:1, pH3.66); not isolated; detd. by (13)C NMR spectra;

yttrium(III) perchlorate + trisodium nitrilotriacetate (5064-31-3) → Y(nitrilotriacetate(3-)) (857557-44-9, 15414-25-2)

Conditions	Yield
In perchloric acid Y salt in aq. HClO4 mixed with aq. soln. of ligand (molar ratio 1:1, pH 9.32); not isolated; detd. by (13)C NMR spectra;

europium(III) perchlorate + water (7732-18-5) + trisodium nitrilotriacetate (5064-31-3) + ethylene diamine tetraacetic acid tetrasodium salt (64-02-8, 139-33-3, 150-38-9, 7379-28-4, 17421-79-3, 71705-16-3, 116229-67-5) → Eu(nitrilotriacetate(3-))2(H2O)(3-) + Eu(ethylenediaminetetraacetate(4-))(nitrilotriacetate(3-))(4-) (911421-23-3, 30776-74-0) + Eu(ethylenediaminetetraacetate(4-))(nitrilodiacetate acetic acid(2-))(H2O)(3-)

Conditions	Yield
In perchloric acid Eu salt in aq. HClO4 mixed with aq. solns. of ethylenediaminetetraacetate and nitrilotriacetate (molar ratio 1:1:2, pH 8.99); not isolated; detd. by time-resolved laser fluorescence spectroscopy andEXAFS spectra;

europium(III) perchlorate + water (7732-18-5) + trisodium nitrilotriacetate (5064-31-3) + ethylene diamine tetraacetic acid tetrasodium salt (64-02-8, 139-33-3, 150-38-9, 7379-28-4, 17421-79-3, 71705-16-3, 116229-67-5) → Eu(nitrilotriacetate(3-))2(H2O)(3-) + Eu(ethylenediaminetetraacetate(4-))(nitrilotriacetate(3-))(4-) (911421-23-3, 30776-74-0) + Eu(ethylenediaminetetraacetate(4-))(ethylenediaminetriacetate acetic acid(3-))(H2O)(4-)

Conditions	Yield
In perchloric acid Eu salt in aq. HClO4 mixed with aq. solns. of ethylenediaminetetraacetate and nitrilotriacetate (molar ratio 1:10:10, pH 7.40); not isolated; detd. by time-resolved laser fluorescence spectroscopy andEXAFS spectra;

europium(III) perchlorate + water (7732-18-5) + trisodium nitrilotriacetate (5064-31-3) + ethylene diamine tetraacetic acid tetrasodium salt (64-02-8, 139-33-3, 150-38-9, 7379-28-4, 17421-79-3, 71705-16-3, 116229-67-5) → Eu(nitrilotriacetate(3-))2(H2O)(3-) + Eu(ethylenediaminetetraacetate(4-))(nitrilodiacetate acetic acid(2-))(H2O)(3-)

Conditions	Yield
In perchloric acid Eu salt in aq. HClO4 mixed with aq. solns. of ethylenediaminetetraacetate and nitrilotriacetate (molar ratio 1:1:20, pH 7.40); not isolated; detd. by time-resolved laser fluorescence spectroscopy andEXAFS spectra;

europium(III) perchlorate + water (7732-18-5) + trisodium nitrilotriacetate (5064-31-3) + ethylene diamine tetraacetic acid tetrasodium salt (64-02-8, 139-33-3, 150-38-9, 7379-28-4, 17421-79-3, 71705-16-3, 116229-67-5) → [Eu(ethylenediaminetetraacetate)(H2O)3](1-) + Eu(ethylenediaminetetraacetate(4-))(nitrilodiacetate acetic acid(2-))(H2O)(3-)

Conditions	Yield
In perchloric acid Eu salt in aq. HClO4 mixed with aq. solns. of ethylenediaminetetraacetate and nitrilotriacetate (molar ratio 1:1:2, pH 7.03); not isolated; detd. by time-resolved laser fluorescence spectroscopy andEXAFS spectra;

europium(III) perchlorate + water (7732-18-5) + trisodium nitrilotriacetate (5064-31-3) → Eu(nitrilotriacetate(3-))(H2O)5 (76147-77-8)

Conditions	Yield
In perchloric acid Eu salt in aq. HClO4 mixed with aq. soln. of ligand (molar ratio 1:1, pH3.60); not isolated; detd. by time-resolved laser fluorescence spectroscopy andEXAFS spectra;

europium(III) perchlorate + water (7732-18-5) + trisodium nitrilotriacetate (5064-31-3) → Eu(nitrilotriacetate(3-))2(H2O)(3-)

Conditions	Yield
In perchloric acid Eu salt in aq. HClO4 mixed with aq. soln. of ligand (molar ratio 1:50, pH 5.00-9.00); not isolated; detd. by time-resolved laser fluorescence spectroscopy andEXAFS spectra;

lanthanum(III) perchlorate + trisodium nitrilotriacetate (5064-31-3) + ethylene diamine tetraacetic acid tetrasodium salt (64-02-8, 139-33-3, 150-38-9, 7379-28-4, 17421-79-3, 71705-16-3, 116229-67-5) → La(ethylenediaminetetraacetate(4-))(nitrilotriacetate(3-))(4-) (11067-45-1, 911421-24-4, 30641-82-8)

Conditions	Yield
In perchloric acid La salt in aq. HClO4 mixed with aq. solns. of ethylenediaminetetraacetate and nitrilotriacetate (molar ratio 1:1:1, pH 9.64-11.12); not isolated; detd. by (13)C NMR spectra;

europium(III) perchlorate + trisodium nitrilotriacetate (5064-31-3) + ethylene diamine tetraacetic acid tetrasodium salt (64-02-8, 139-33-3, 150-38-9, 7379-28-4, 17421-79-3, 71705-16-3, 116229-67-5) → Eu(ethylenediaminetetraacetate(4-))(nitrilotriacetate(3-))(4-) (911421-23-3, 30776-74-0)

Conditions	Yield
In perchloric acid Eu salt in aq. HClO4 mixed with aq. solns. of ethylenediaminetetraacetate and nitrilotriacetate (molar ratio 1:1:2, pH 11.50 or molar ratio 1:1:20, pH 9.03-11.50 or molar ratio 1:10:10, pH 8.99-11.50); not isolated; detd. by time-resolved laser fluorescence spectroscopy andEXAFS spectra;

yttrium(III) perchlorate + trisodium nitrilotriacetate (5064-31-3) + ethylene diamine tetraacetic acid tetrasodium salt (64-02-8, 139-33-3, 150-38-9, 7379-28-4, 17421-79-3, 71705-16-3, 116229-67-5) → Y(ethylenediaminetetraacetate(4-))(nitrilotriacetate(3-))(4-) (911421-25-5, 31714-67-7)

Conditions	Yield
In perchloric acid Y salt in aq. HClO4 mixed with aq. solns. of ethylenediaminetetraacetateand nitrilotriacetate (molar ratio 1:1:1, pH 9.60-11.12); not isolated; detd. by (13)C NMR spectra;

gallium(III) nitrate + trisodium nitrilotriacetate (5064-31-3) → Ga(N(CH2COO)3)(H2O)2=Ga(N(CH2COO)3)*2H2O (66035-18-5)

Conditions	Yield
In water mixing solns. of Ga-salt and org. compd., mixed soln. heating (water bath), pptn.; ppt. sepn., washing (water slightly acidified to pH 3 with nitric acid),drying to const. weight in thermostat at 50-60°C; elem. anal.; d erivatographic anal.;

indium(III) perchlorate + trisodium nitrilotriacetate (5064-31-3) → {In(NTA)2}(3-)

Conditions	Yield
In water In(ClO4)3 mixed with Na3N(CH2COO)3 (1:2);

cerium(III) nitrate hexahydrate + trisodium nitrilotriacetate (5064-31-3) → cerium nitrilotriacetate cerous nitrilotriacetate

Conditions	Yield
In water

cobalt(II) chloride hexahydrate + trisodium nitrilotriacetate (5064-31-3) → C6H6NO6(3-)*Co(2+)*Na(1+)*5H2O

Conditions	Yield
In water at 80℃; for 0.5h;

Relevant articles and documents

Process to prepare amino carboxylic acid salts

An improved process is discloses to prepare an amino carboxylic acid salt. According to the process an aqueous solution of an amino alcohol is contacted with an alkali metal hydroxide in the presence of an effective amount of Raney copper catalyst that has from about 10 parts per million of an element selected from the group consisting of bismuth, tin, antimony, lead, germanium and mixtures thereof.