Product Name

  • Name

    N-(2-Hydroxyethyl)ethylenediaminetriacetic acid

  • EINECS 205-759-3
  • CAS No. 150-39-0
  • Article Data7
  • CAS DataBase
  • Density 1.468 g/cm3
  • Solubility soluble
  • Melting Point 212 °C (dec.)(lit.)
  • Formula C10H18N2O7
  • Boiling Point 572.5 °C at 760 mmHg
  • Molecular Weight 278.262
  • Flash Point 300 °C
  • Transport Information
  • Appearance White crystalline powder
  • Safety 26-37/39-36-22
  • Risk Codes 36/37/38-22-40-20/21/22
  • Molecular Structure Molecular Structure of 150-39-0 (N-(2-Hydroxyethyl)ethylenediaminetriacetic acid)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms Glycine,N-(carboxymethyl)-N'-(2-hydroxyethyl)-N,N'-ethylenedi- (8CI);(2-Hydroxyethyl)ethylenediaminetriacetic acid;Chel DM Acid;(Hydroxyethyl)ethylenediaminetriacetic acid;Hamp-OL;Hydroxyethylethylenediaminotriacetic acid;N-(2-Hydroxyethyl)ethylenediamine-N,N',N'-triacetic acid;N-(Hydroxyethyl)ethylenediamine-N,N',N'-triacetic acid;N-(Hydroxyethyl)ethylenediaminetriacetic acid;NSC 7341;N'-(2-Hydroxyethyl)ethylenediamine-N,N,N'-triacetic acid;Oxyethylethylenediaminetriacetic acid;HEDTA;HEEDTA;Detarol;DissolvineH;
  • PSA 138.61000
  • LogP -2.16350

Synthetic route

formaldehyd
50-00-0

formaldehyd

sodium cyanide
143-33-9

sodium cyanide

2-(2-Aminoethylamino)ethanol
111-41-1

2-(2-Aminoethylamino)ethanol

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

Conditions
ConditionsYield
With sodium hydroxide
Fe(3+)*3ClO4(1-)*7H2O=[Fe(ClO4)3]*7H2O

Fe(3+)*3ClO4(1-)*7H2O=[Fe(ClO4)3]*7H2O

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

[Fe(III)(N-hydroxyethyl-ethylenediamine triacetate)(H2O)]

[Fe(III)(N-hydroxyethyl-ethylenediamine triacetate)(H2O)]

Conditions
ConditionsYield
In water a ligand (0.01 mol) was suspended in water; the Fe-contg. compd. (0.01 mol) was added with stirring; acetone was added; the crystals were pptd. overnighnt being placed in a refrigerator; elem. anal.;89%
N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

vanadium(III) chloride
7718-98-1

vanadium(III) chloride

sodium carbonate
497-19-8

sodium carbonate

{N'-(2-hydroxyethyl)ethylenediamine-N,N,N'-triacetato}aquavanadium(III)*2H2O

{N'-(2-hydroxyethyl)ethylenediamine-N,N,N'-triacetato}aquavanadium(III)*2H2O

Conditions
ConditionsYield
In water under N2; ligand in H2O neutralized with Na2CO3; anhydrous VCl3 added, soln. stirred for a few minutes; crystals collected, washed with cold water and acetone; elem. anal.;85%
malachite

malachite

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

[(N-(2-hydroxyethyl)-N'-carboxymethyl-1,2-ethylenediamine-N,N'-diacetato)copper(II) hydrate]
205673-75-2

[(N-(2-hydroxyethyl)-N'-carboxymethyl-1,2-ethylenediamine-N,N'-diacetato)copper(II) hydrate]

Conditions
ConditionsYield
In water byproducts: CO2, CuO; N-(2-hydroxyethyl)-1,2-ethylenediamine-N,N,N'-triacetic acid and Cu2CO3(OH)2 in water heated in a Kitasato-flask (t<50 °C), stirred at reduced pressure to remove CO2, then heated at 60 °C, stirred 30 min, cooled to room temp.; filtered, slow evapn. of solvent in 3-4 wk, crystn., filtered, washed with cold water, air-dried, recrystn. from hot water; elem. anal.;85%
samarium(III) carbonate

samarium(III) carbonate

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

Sm(3+)*C10H15N2O7(3-)*5H2O=Sm(C10H15N2O7)*5H2O

Sm(3+)*C10H15N2O7(3-)*5H2O=Sm(C10H15N2O7)*5H2O

Conditions
ConditionsYield
With water In water in hot soln.; addn. of isopropanol with vigorous shaking then addn. of alcohol, washing (isopropanol), drying in air (24 h);80%
yttrium(III) carbonate

yttrium(III) carbonate

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

Y(3+)*C10H15N2O7(3-)*6H2O=Y(C10H15N2O7)*6H2O

Y(3+)*C10H15N2O7(3-)*6H2O=Y(C10H15N2O7)*6H2O

Conditions
ConditionsYield
With water In water in hot soln.; addn. of isopropanol with vigorous shaking then addn. of alcohol, washing (isopropanol), drying in air (24 h);80%
neodymium carbonate

neodymium carbonate

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

Nd(3+)*C10H15N2O7(3-)*6H2O=Nd(C10H15N2O7)*6H2O

Nd(3+)*C10H15N2O7(3-)*6H2O=Nd(C10H15N2O7)*6H2O

Conditions
ConditionsYield
With water In water in hot soln.; addn. of isopropanol with vigorous shaking then addn. of alcohol, washing (isopropanol), drying in air (24 h);80%
gadolinium(III) carbonate

gadolinium(III) carbonate

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

Gd(3+)*C10H15N2O7(3-)*6H2O=Gd(C10H15N2O7)*6H2O

Gd(3+)*C10H15N2O7(3-)*6H2O=Gd(C10H15N2O7)*6H2O

Conditions
ConditionsYield
With water In water in hot soln.; addn. of isopropanol with vigorous shaking then addn. of alcohol, washing (isopropanol), drying in air (24 h);80%
europium(III) carbonate

europium(III) carbonate

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

Eu(3+)*C10H15N2O7(3-)*5H2O=Eu(C10H15N2O7)*5H2O

Eu(3+)*C10H15N2O7(3-)*5H2O=Eu(C10H15N2O7)*5H2O

Conditions
ConditionsYield
With water In water in hot soln.; addn. of isopropanol with vigorous shaking then addn. of alcohol, washing (isopropanol), drying in air (24 h);80%
thorium(IV) nitrate pentahydrate

thorium(IV) nitrate pentahydrate

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

sodium hydroxide
1310-73-2

sodium hydroxide

Th6(N-(2-hydroxoethyl)ethylenediaminetriacetate)

Th6(N-(2-hydroxoethyl)ethylenediaminetriacetate)

Conditions
ConditionsYield
In water for 48h; pH=8.4;72.1%
N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

water
7732-18-5

water

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

titanium tetrachloride
7550-45-0

titanium tetrachloride

(NH4)[Ti(O2)(N-(2-hydroxyethyl)ethylenediaminetriacetate)]·H2O

(NH4)[Ti(O2)(N-(2-hydroxyethyl)ethylenediaminetriacetate)]·H2O

Conditions
ConditionsYield
With ammonia at 20℃; for 48h; pH=2 - 5;65.2%
N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

water
7732-18-5

water

titanium tetrachloride
7550-45-0

titanium tetrachloride

[Ti((N-hydroxyethyl)ethylenediaminetriacetate)(H2O)]·2H2O

[Ti((N-hydroxyethyl)ethylenediaminetriacetate)(H2O)]·2H2O

Conditions
ConditionsYield
With ammonia at 20℃; for 72h; pH=3;55.9%
N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

4-Nitrophthalonitrile
31643-49-9

4-Nitrophthalonitrile

C18H20N4O7

C18H20N4O7

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 50℃; for 48.25h; Inert atmosphere;55.45%
dysprosium(III) perchlorate

dysprosium(III) perchlorate

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

water
7732-18-5

water

sodium hydroxide
1310-73-2

sodium hydroxide

{[Dy5(N-(2-hydroxyethyl)ethylenediamine-N,N',N'-triacetate)4(H2O)10][Dy(H2O)7][Na(H2O)5]}(ClO4)7·(H2O)15

{[Dy5(N-(2-hydroxyethyl)ethylenediamine-N,N',N'-triacetate)4(H2O)10][Dy(H2O)7][Na(H2O)5]}(ClO4)7·(H2O)15

Conditions
ConditionsYield
at 80℃; for 1h; Reflux;50%
hafnium(IV) dichloride oxide octahydrate

hafnium(IV) dichloride oxide octahydrate

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

HfHEDTA

HfHEDTA

Conditions
ConditionsYield
With hydrogenchloride In water for 3h; pH=5;45%
N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

4-(2-(2-oxomorpholin-4-yl)ethyl)piperazine-2,6-dione

4-(2-(2-oxomorpholin-4-yl)ethyl)piperazine-2,6-dione

Conditions
ConditionsYield
Stage #1: N-(2-hydroxyethyl)ethylenediaminetriacetic acid With formamide at 110℃; under 22.5023 Torr; for 1.5h;
Stage #2: at 150 - 160℃; for 5h; Inert atmosphere;
39%
potassium metavanadate

potassium metavanadate

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

water
7732-18-5

water

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

K[VO(O2)(N-[2-(2-oxomorpholine-4-yl)ethyl]iminodiacetato(2-))]

K[VO(O2)(N-[2-(2-oxomorpholine-4-yl)ethyl]iminodiacetato(2-))]

Conditions
ConditionsYield
With KOH In ethanol; water ice-cooled aq. KVO3 soln. and H2O2 mixed, organic ligand added whilst stirring, pH adjusted to 3.0 with 2 M KOH, ethanol added dropwise, crystals formed in 2 weeks; washed with cooled ethanol, dried over silica gel at 5°C, elem. anal.;31.5%
N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

N-(2-Hydroxyethyl)-N,N',N'-tris(2-benzylimidazolylmethyl)-1,2-diaminoethane tetrahydrochloride
123994-30-9

N-(2-Hydroxyethyl)-N,N',N'-tris(2-benzylimidazolylmethyl)-1,2-diaminoethane tetrahydrochloride

Conditions
ConditionsYield
With hydrogenchloride 1.) 175 deg C - 190 deg C, 70 min, 2.) 20 deg C, 24 h; Yield given. Multistep reaction;
N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

N-(2-Hydroxyethyl)-N,N',N'-tris(2-benzylimidazolylmethyl)-1,2-diaminoethane
102651-58-1

N-(2-Hydroxyethyl)-N,N',N'-tris(2-benzylimidazolylmethyl)-1,2-diaminoethane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2.) conc. HCl / 1.) 175 deg C - 190 deg C, 70 min, 2.) 20 deg C, 24 h
2: 41 percent / conc. NH4OH
View Scheme
ruthenium(III) chloride trihydrate

ruthenium(III) chloride trihydrate

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

Na{Ru(hedta)(H2O)}*4H2O

Na{Ru(hedta)(H2O)}*4H2O

Conditions
ConditionsYield
With hydrogenchloride In ethanol RuCl3*3H2O reduced by refluxing in hot EtOH and HCl, addn. of N-(2-hydroxyethyl)ethylenediaminetriacetic acid; pretreated with a Zn/Hg reduction step (to reduce Ru(III));
europium(III) carbonate

europium(III) carbonate

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

europium(III) N-(2-hydroxyethyl)ethylenediaminetriacetate*2H2O
77461-02-0

europium(III) N-(2-hydroxyethyl)ethylenediaminetriacetate*2H2O

Conditions
ConditionsYield
In not given heating (30 min); filtration, pptn. (isopropanol), drying in air (24 h);
N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

vanadyl
20644-97-7

vanadyl

oxo (N'-(2-hydroxy ethyl) ethylene diamine N,N,N' triacetato) vanadate (IV) (1-)
62560-22-9, 754942-28-4

oxo (N'-(2-hydroxy ethyl) ethylene diamine N,N,N' triacetato) vanadate (IV) (1-)

Conditions
ConditionsYield
In water reaction in an acidic solution;;
In water reaction in an acidic solution;;
N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

titanium(III)

titanium(III)

N-(2-hydroxyethyl)-ethylenediaminetriacetatoaquotitanium(III)
75431-40-2, 732977-43-4

N-(2-hydroxyethyl)-ethylenediaminetriacetatoaquotitanium(III)

Conditions
ConditionsYield
In further solvent(s) mixt. of excess of soln. of HEDTA in aq. LiCl and soln. of Ti(3+) in aq. LiCl;
dysprosium((III) oxide

dysprosium((III) oxide

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

Dy(3+)*C10H15N2O7(3-)*8H2O=Dy(C10H15N2O7)*8H2O

Dy(3+)*C10H15N2O7(3-)*8H2O=Dy(C10H15N2O7)*8H2O

Conditions
ConditionsYield
With water In water
erbium(III) oxide

erbium(III) oxide

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

Er(3+)*C10H15N2O7(3-)*6H2O=Er(C10H15N2O7)*6H2O

Er(3+)*C10H15N2O7(3-)*6H2O=Er(C10H15N2O7)*6H2O

Conditions
ConditionsYield
With water In water
europium(III) oxide

europium(III) oxide

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

Eu(3+)*C10H15N2O7(3-)*7H2O=Eu(C10H15N2O7)*7H2O

Eu(3+)*C10H15N2O7(3-)*7H2O=Eu(C10H15N2O7)*7H2O

Conditions
ConditionsYield
With water In water
gadolinium(III) oxide

gadolinium(III) oxide

N-(2-hydroxyethyl)ethylenediaminetriacetic acid
150-39-0

N-(2-hydroxyethyl)ethylenediaminetriacetic acid

gadolinium N-(2-hydroxyethyl)ethylenediaminetriacetic acid aquo complex

gadolinium N-(2-hydroxyethyl)ethylenediaminetriacetic acid aquo complex

Conditions
ConditionsYield
With water In water

N-(2-Hydroxyethyl)ethylenediaminetriacetic acid Chemical Properties

Molecular Formula: C10H18N2O7
Molecular Weight:
278.260 g/mol 
EINECS: 205-759-3
Water Solubility: Soluble
Flash Point: 300 °C
Density: 1.468 g/cm3
Index of Refraction: 1.568 
Melting Point: 212-214 °C 
Enthalpy of Vaporization: 98.57 kJ/mol  
Vapour Pressure: 1.72E-15 mmHg at 25 °C
Boiling Point: 572.5 °C at 760 mmHg
The molecular structure of N-(2-Hydroxyethyl)ethylenediaminetriacetic acid (CAS NO.150-39-0): 
                                        
IUPAC: 2-[2-[Bis(carboxymethyl)amino]ethyl-(2-hydroxyethyl)amino]acetic acid
Product Category of N-(2-Hydroxyethyl)ethylenediaminetriacetic acid (CAS NO.150-39-0): Analytical Chemistry;Chelating Reagents;Complexones;EDTA Analogs

N-(2-Hydroxyethyl)ethylenediaminetriacetic acid Uses

 N-(2-Hydroxyethyl)ethylenediaminetriacetic acid (CAS NO.150-39-0) can be used not as a binder, but also for the textile, pharmaceutical industries and rare element of the refining.

N-(2-Hydroxyethyl)ethylenediaminetriacetic acid Toxicity Data With Reference

1.    

ipr-rat LD50:337 mg/kg

    AHRTAN    Arhiv za Higijenu Rada i Toksikologiju. Archives of Industrial Hygiene and Toxicology. 13 (1962),295.
2.    

ipr-mus LD50:259 mg/kg

    ARTODN    Archives of Toxicology. 57 (1985),212.

N-(2-Hydroxyethyl)ethylenediaminetriacetic acid Consensus Reports

Reported in EPA TSCA Inventory.

N-(2-Hydroxyethyl)ethylenediaminetriacetic acid Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits toxic fumes such as NOx.
Hazard Symbols:Xn:
Risk Codes: R22;R36/37/38 
R22: Harmful if swallowed
R36/37/38 : Irritating to eyes, respiratory system and skin
Safety Description: S26;S37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical
advice
S37/39 : Wear suitable gloves and eye/face protection

N-(2-Hydroxyethyl)ethylenediaminetriacetic acid Specification

  N-(2-Hydroxyethyl)ethylenediaminetriacetic acid , its cas register number is 150-39-0. It also can be called N-Carboxymethyl-N'-(2-hydroxyethyl)-N,N'-ethylenediglycine ; N-(2-Hydroxyethyl)ethylenediamine-N,N',N'-triacetic acid and HEDTA .

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