Product Name

  • Name

    Nitrilotriacetic acid

  • EINECS 205-355-7
  • CAS No. 139-13-9
  • Article Data37
  • CAS DataBase
  • Density 1.61 g/cm3
  • Solubility Insoluble. <0.01 g/100 mL at 23 ºC
  • Melting Point 246 ºC
  • Formula C6H9NO6
  • Boiling Point 498.2 ºC at 760 mmHg
  • Molecular Weight 191.141
  • Flash Point 255.1 ºC
  • Transport Information
  • Appearance white powder
  • Safety 26-45-36/37/39-53
  • Risk Codes 40-36/37/38-45-20/21/22
  • Molecular Structure Molecular Structure of 139-13-9 (Nitrilotriacetic acid)
  • Hazard Symbols HarmfulXn,ToxicT
  • Synonyms Aceticacid, nitrilotri- (8CI);Complexon I;N,N-Bis(carboxymethyl)glycine;NSC 2121;NTA;Nitrilo-2,2',2''-triacetic acid;Nitrilo-N,N,N-triacetic acid;Nitrilotris(methylenecarboxylic acid);Titriplex I;Tris(hydroxycarbonylmethyl)amine;Versene NTA acid;a,a',a''-Trimethylaminetricarboxylic acid;
  • PSA 115.14000
  • LogP -1.45780

Synthetic route

chloroacetic acid
79-11-8

chloroacetic acid

glycine
56-40-6

glycine

A

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

B

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With lithium hydroxide for 144h; Ambient temperature;A 12.5 g
B 39%
With lithium hydroxide for 6h; Ambient temperature;A 12.5 g
B 39%
formaldehyd
50-00-0

formaldehyd

N-butylethylenediamine
19522-69-1

N-butylethylenediamine

sodium cyanide
143-33-9

sodium cyanide

A

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

B

N-[2-(bis-carboxymethyl-amino)-ethyl]-N-butyl-glycine
73264-08-1

N-[2-(bis-carboxymethyl-amino)-ethyl]-N-butyl-glycine

Conditions
ConditionsYield
With sodium hydroxide; tert-butyl alcohol
formaldehyd
50-00-0

formaldehyd

potassium cyanide
151-50-8

potassium cyanide

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Conditions
ConditionsYield
With ammonia; water
With water
formaldehyd
50-00-0

formaldehyd

potassium cyanide
151-50-8

potassium cyanide

A

glycolic Acid
79-14-1

glycolic Acid

B

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

C

glycine
56-40-6

glycine

D

iminodiacetic acid
142-73-4

iminodiacetic acid

nitrilotriacetonitrile
7327-60-8

nitrilotriacetonitrile

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Conditions
ConditionsYield
With hydrogenchloride; water
With barium dihydroxide
N,N-dicarboxymethyl hydrazine
19247-05-3

N,N-dicarboxymethyl hydrazine

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Conditions
ConditionsYield
With sulfuric acid at 150℃;
chloroacetic acid
79-11-8

chloroacetic acid

glycine
56-40-6

glycine

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Conditions
ConditionsYield
With potassium hydroxide at 80℃;
chloroacetic acid
79-11-8

chloroacetic acid

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Conditions
ConditionsYield
With ammonia; water anschliessend mit NaCN und Formaldehyd;
With ammonia
With ammonia; zinc(II) chloride
With ammonia
formaldehyd
50-00-0

formaldehyd

sodium cyanide
143-33-9

sodium cyanide

glycine
56-40-6

glycine

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Conditions
ConditionsYield
With sodium hydroxide
Iodoacetic acid
64-69-7

Iodoacetic acid

glycine
56-40-6

glycine

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Conditions
ConditionsYield
With potassium hydroxide at 80℃;
glycine
56-40-6

glycine

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Conditions
ConditionsYield
With water; mercury dichloride at 37℃;
sodium monochloroacetic acid
3926-62-3

sodium monochloroacetic acid

iminodiacetic acid
142-73-4

iminodiacetic acid

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Conditions
ConditionsYield
With sodium hydroxide; nitric acid Kinetics; Rate constant; Thermodynamic data;
With sodium hydroxide; nitric acid
ammonium hydroxide

ammonium hydroxide

chloroacetic acid
79-11-8

chloroacetic acid

A

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

B

diglycolamic acid

diglycolamic acid

Conditions
ConditionsYield
pH >10 sinken;
ammonia
7664-41-7

ammonia

chloroacetic acid
79-11-8

chloroacetic acid

A

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

B

glycine
56-40-6

glycine

C

diglycolamic acid

diglycolamic acid

chloroacetic acid
79-11-8

chloroacetic acid

zinc chloride ammonia

zinc chloride ammonia

A

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

B

glycine
56-40-6

glycine

C

diglycolamic acid

diglycolamic acid

Conditions
ConditionsYield
durch Schmelzen;
water
7732-18-5

water

glycine
56-40-6

glycine

HgCl2

HgCl2

A

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

B

ammonia
7664-41-7

ammonia

C

HgCl

HgCl

D

diglycolamic acid

diglycolamic acid

Conditions
ConditionsYield
at 40℃;
at 70℃;
nitrilotriacetonitrile
7327-60-8

nitrilotriacetonitrile

aq. barium hydroxide solution

aq. barium hydroxide solution

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

chloroacetic acid <3 mol>

chloroacetic acid <3 mol>

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Conditions
ConditionsYield
With sodium hydroxide; ammonia
Iodoacetic acid
64-69-7

Iodoacetic acid

glycine
56-40-6

glycine

diluted KOH

diluted KOH

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Conditions
ConditionsYield
reagiert analog mit Cystin und mit p-Phenylendiamin;
N,N-dicarboxymethyl hydrazine
19247-05-3

N,N-dicarboxymethyl hydrazine

sulfuric acid (30 percent )

sulfuric acid (30 percent )

A

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

B

glycine
56-40-6

glycine

Conditions
ConditionsYield
beim Erhitzen;
hydrogenchloride
7647-01-0

hydrogenchloride

nitrilotriacetonitrile
7327-60-8

nitrilotriacetonitrile

A

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

B

iminodiacetic acid
142-73-4

iminodiacetic acid

formaldehyd
50-00-0

formaldehyd

hydrogen cyanide
74-90-8

hydrogen cyanide

water
7732-18-5

water

A

glycolic Acid
79-14-1

glycolic Acid

B

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

C

diglycolamic acid

diglycolamic acid

Conditions
ConditionsYield
Reaktion von KCN;
formaldehyd
50-00-0

formaldehyd

hydrogen cyanide
74-90-8

hydrogen cyanide

water
7732-18-5

water

A

glycolic Acid
79-14-1

glycolic Acid

B

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

C

glycine
56-40-6

glycine

D

diglycolamic acid

diglycolamic acid

Conditions
ConditionsYield
Reaktion von KCN;
N6-[(benzyloxy)carbonyl]-L-lysine
1155-64-2

N6-[(benzyloxy)carbonyl]-L-lysine

bromoacetic acid
79-08-3

bromoacetic acid

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Conditions
ConditionsYield
With hydrogenchloride; palladium-carbon In sodium hydroxide; water
sodium cyanide
773837-37-9

sodium cyanide

formaldehyd
50-00-0

formaldehyd

monosodium glutamate
32221-81-1

monosodium glutamate

A

N,N-bis(carboxymethyl)glutamic acid tetrasodium salt

N,N-bis(carboxymethyl)glutamic acid tetrasodium salt

B

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Conditions
ConditionsYield
Stage #1: sodium cyanide; monosodium glutamate With sodium hydroxide In water at 97℃; for 0.166667h; Strecker Synthesis;
Stage #2: formaldehyd In water at 97℃; for 0.5h; Strecker Synthesis;
Stage #3: sodium cyanide In water at 110℃; for 2h; Strecker Synthesis;
A 22 %Chromat.
B n/a
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

(2R)-2-aminobutan-1-ol
5856-63-3

(2R)-2-aminobutan-1-ol

(+)-N,N,N-tris{[4-(R)-ethyloxazolin-2-yl]methyl}amine
911838-01-2

(+)-N,N,N-tris{[4-(R)-ethyloxazolin-2-yl]methyl}amine

Conditions
ConditionsYield
Stage #1: nitrilotriacetic acid; (2R)-2-aminobutan-1-ol In toluene for 24h; Reflux;
Stage #2: at 125℃; for 9h;
98%
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

S-trityl-L-penicillamine amide
1604046-86-7

S-trityl-L-penicillamine amide

C78H81N7O6S3

C78H81N7O6S3

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 0 - 20℃; for 16h; Inert atmosphere;98%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

C21H18N6O18(6-)*3Cl(1-)*9Na(1+)

C21H18N6O18(6-)*3Cl(1-)*9Na(1+)

Conditions
ConditionsYield
Stage #1: nitrilotriacetic acid With sodium hydroxide In water for 0.5h;
Stage #2: 1,3,5-trichloro-2,4,6-triazine In water; acetonitrile at 0 - 80℃; for 12h; Temperature; Solvent;
98%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

C9H6Cl2N4O6(2-)*Cl(1-)*3Na(1+)

C9H6Cl2N4O6(2-)*Cl(1-)*3Na(1+)

Conditions
ConditionsYield
Stage #1: nitrilotriacetic acid With sodium hydroxide In water for 0.5h;
Stage #2: 1,3,5-trichloro-2,4,6-triazine In water; acetonitrile at 0℃; for 2h; Temperature; Solvent;
98%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

C15H12ClN5O12(4-)*2Cl(1-)*6Na(1+)

C15H12ClN5O12(4-)*2Cl(1-)*6Na(1+)

Conditions
ConditionsYield
Stage #1: nitrilotriacetic acid With sodium hydroxide In water for 0.5h;
Stage #2: 1,3,5-trichloro-2,4,6-triazine In water; acetonitrile at 0 - 40℃; for 6h; Temperature; Solvent;
98%
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

methyltriacetoxysilane
4253-34-3

methyltriacetoxysilane

1-methylsilatrane-3,7,10-trione

1-methylsilatrane-3,7,10-trione

Conditions
ConditionsYield
at 90 - 100℃; under 2 Torr; for 2h;97%
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Phenyl-triethoxygerman
42428-34-2

Phenyl-triethoxygerman

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

(1-phenyl-2,8,9-trioxa-5-aza-1-germatricyclo[3.3.3.0(1,5)]undecane-3,7,10-trione) * DMSO

(1-phenyl-2,8,9-trioxa-5-aza-1-germatricyclo[3.3.3.0(1,5)]undecane-3,7,10-trione) * DMSO

Conditions
ConditionsYield
In dimethyl sulfoxide byproducts: CH3CH2OH; heated with stirring at 80°C for 15 min; excess of DMSO removed at 50°C; cooled; filtered off; washed (benzene and ether) dried (vac.); elem.anal.;97%
sodium [99Tc]pertechnetate

sodium [99Tc]pertechnetate

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

N-[tris(hydroxymethyl)methyl]glycine
5704-04-1

N-[tris(hydroxymethyl)methyl]glycine

(99m)Tc(HYNIC-Lys(OMe)-NIC)(tricine)

(99m)Tc(HYNIC-Lys(OMe)-NIC)(tricine)

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride In water at 100℃; for 0.166667h; pH=5.0; Succinate buffer;95%
chromium chloride hexahydrate

chromium chloride hexahydrate

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

water
7732-18-5

water

barium carbonate

barium carbonate

[barium-di-mu.-hydroxy-bis-(nitrilotriacetatochromium(III))] heptahydrate

[barium-di-mu.-hydroxy-bis-(nitrilotriacetatochromium(III))] heptahydrate

Conditions
ConditionsYield
With NH4OH In water H2O added to a mixt. of ligand and dispersed BaCO3 (1:1.5), warmed up to95°C, treated with CrCl3*6H2O (1.5 equiv.) in H2O, kept at 95.de gree.C, neutralized with concd.NH4OH to pH=6.5-7; filtered, concd., crystd. for 24 h, filtered, washed (cold H2O, EtOH, ether);95%
pyridine
110-86-1

pyridine

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

uranium(IV) chloride
10026-10-5

uranium(IV) chloride

(Hpy)2[U(nitrilotriacetate)2]

(Hpy)2[U(nitrilotriacetate)2]

Conditions
ConditionsYield
In pyridine onto UCl4 and nitrilotriacetic acid pyridine was condensed at -70°C, react. mixt. was stirred at 60°C for 30 min and at 95°C for 12 h; ppt. was filtered, washed with hot pyridine and dried under vacuum at 25°C for 48 h; elem. anal.;95%
tetrabutoxytitanium

tetrabutoxytitanium

zinc(II) sulfate heptahydrate

zinc(II) sulfate heptahydrate

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

[Zn(water)5]2[Ti2O(peroxide)2(nitrilotriacetate)2]*7water

[Zn(water)5]2[Ti2O(peroxide)2(nitrilotriacetate)2]*7water

Conditions
ConditionsYield
With NH3 In ammonia aq. NH3; addn. of 1 equiv. of Ti(IV) compd. to soln. of 1 equiv. of nitrilotriacetic acid in H2O, stirring overnight, addn. of aq. H2O2 at 0°C, filtration, adjusting pH to 4.0 by aq. NH3, addn. of 1 equiv. of Zn(II) compd., keeping at 4°C for 3 ds; isolation of crystals, washing with deionized water, drying in vac., elem. anal.;95%
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

benzylamine
100-46-9

benzylamine

2,2',2"-nitrilotris-(N-phenylmethyl)-acetamide
17612-75-8

2,2',2"-nitrilotris-(N-phenylmethyl)-acetamide

Conditions
ConditionsYield
at 150℃; for 0.75h; microwave irradiation;94%
Microwave irradiation;
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

triethylmethoxystannane
1067-21-6

triethylmethoxystannane

tris(triethylstannyl) nitrilotrisacetate
87010-46-6

tris(triethylstannyl) nitrilotrisacetate

Conditions
ConditionsYield
In not given elem. anal.;94%
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

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

1,2-diamino-benzene

N,N',N''-tris(2-benzimidazolylmethyl)amine
64019-57-4

N,N',N''-tris(2-benzimidazolylmethyl)amine

Conditions
ConditionsYield
In ethylene glycol at 200℃;93%
at 170 - 180℃; for 1h;90%
In diethylene glycol85%
basic nickel carbonate tetrahydrate

basic nickel carbonate tetrahydrate

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

water
7732-18-5

water

H[Ni(nitrilotriacetato)(H2O)3]
53927-84-7

H[Ni(nitrilotriacetato)(H2O)3]

Conditions
ConditionsYield
In acetonitrile refluxed for 1 h; concd. (vac.), crystd. from H2O;92%
tetrabutoxytitanium

tetrabutoxytitanium

nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

[Ni(water)5]2[Ti2O(peroxide)2(nitrilotriacetate)2]*7water

[Ni(water)5]2[Ti2O(peroxide)2(nitrilotriacetate)2]*7water

Conditions
ConditionsYield
With NH3 In ammonia aq. NH3; addn. of 1 equiv. of Ti(IV) compd. to soln. of 1 equiv. of nitrilotriacetic acid in H2O, stirring overnight, addn. of aq. H2O2 at 0°C, filtration, adjusting pH to 4.0 by aq. NH3, addn. of 1 equiv. of Ni(II) compd., keeping at 4°C for 3 ds; isolation of crystals, washing with deionized water, drying in vac., elem. anal.;92%
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

CysC(C6H5)3(NH2)

CysC(C6H5)3(NH2)

NTA(CysC(C6H5)3NH2)3

NTA(CysC(C6H5)3NH2)3

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;92%
(2R)-2-Amino-3-(tritylsulfanyl)propanamide
166737-85-5

(2R)-2-Amino-3-(tritylsulfanyl)propanamide

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

C72H69N7O6S3

C72H69N7O6S3

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water; N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;92%
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

orthaminic acid
7474-78-4

orthaminic acid

C24H21N7O9S3

C24H21N7O9S3

Conditions
ConditionsYield
In ethylene glycol92%
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

1,1',1''-tris<(trimethylsiloxy)carbonyl>trimethylamine
51407-32-0

1,1',1''-tris<(trimethylsiloxy)carbonyl>trimethylamine

Conditions
ConditionsYield
90%
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

(3-dimethylaminopropyl)phenoxydiphenylstannane
153960-24-8

(3-dimethylaminopropyl)phenoxydiphenylstannane

5-(3-dimethylaminopropyl)triptychoxazastannolidone

5-(3-dimethylaminopropyl)triptychoxazastannolidone

Conditions
ConditionsYield
In N,N-dimethyl-formamide byproducts: C6H6, C6H5OH; stirred and heated to 140°C (1 h); ppt. filtered off, washed (CH2Cl2), dried, elem. anal.;90%
tetrabutoxytitanium

tetrabutoxytitanium

cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

[Co(water)5]2[Ti2O(peroxide)2(nitrilotriacetate)2]*7water

[Co(water)5]2[Ti2O(peroxide)2(nitrilotriacetate)2]*7water

Conditions
ConditionsYield
With NH3 In ammonia aq. NH3; addn. of 1 equiv. of Ti(IV) compd. to soln. of 1 equiv. of nitrilotriacetic acid in H2O, stirring overnight, addn. of aq. H2O2 at 0°C, filtration, adjusting pH to 4.0 by aq. NH3, addn. of 1 equiv. of Co(II) compd., keeping at 4°C for 3 ds; isolation of crystals, washing with deionized water, drying in vac., elem. anal.;90%
tetrabutoxytitanium

tetrabutoxytitanium

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

lead(II) acetate trihydrate
6080-56-4

lead(II) acetate trihydrate

[Pb(H2O)3]2[nitrilotriacetatoperoxotitanate]*4H2O

[Pb(H2O)3]2[nitrilotriacetatoperoxotitanate]*4H2O

Conditions
ConditionsYield
In water Ti(O(CH2)3CH3)4 added to aq. suspn. of ligand, stirred for 3 h, H2O2 added at room temp. with stirring, Pb(CH3CO2)2*3H2O added, stirred for 0.5 h in air; filtered, washed with H2O, EtOH, dried in air; elem. anal.;90%
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

2-amino tritylthio ethane
1095-85-8

2-amino tritylthio ethane

C69H66N4O3S3
1449654-31-2

C69H66N4O3S3

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃;90%
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

fac-[ReI(OH2)3(CO)3](SO3CF3)
1356855-78-1, 811431-04-6

fac-[ReI(OH2)3(CO)3](SO3CF3)

sodium hydroxide
1310-73-2

sodium hydroxide

Na[fac-Re(CO)3(NTA)]

Na[fac-Re(CO)3(NTA)]

Conditions
ConditionsYield
In water at 20℃; for 24h; pH=6 - 7;89%
malachite

malachite

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

H[Cu(nitrilotriacetato)(H2O)3]

H[Cu(nitrilotriacetato)(H2O)3]

Conditions
ConditionsYield
In acetonitrile refluxed for 3 h; filtered immediately, crystd.; elem. anal.;88%
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

2-(aminomethyl)-1,6-dimethyl-3-(phenylmethoxy)-4(1H)-pyridinone
401792-02-7

2-(aminomethyl)-1,6-dimethyl-3-(phenylmethoxy)-4(1H)-pyridinone

C51H57N7O9
1346019-42-8

C51H57N7O9

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃;88%
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Ethyl-triethoxygermanium
5865-92-9

Ethyl-triethoxygermanium

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

(1-ethyl-2,8,9-trioxa-5-aza-1-germatricyclo[3.3.3.0(1,5)]undecane-3,7,10-trione) * DMF

(1-ethyl-2,8,9-trioxa-5-aza-1-germatricyclo[3.3.3.0(1,5)]undecane-3,7,10-trione) * DMF

Conditions
ConditionsYield
In N,N-dimethyl-formamide; benzene byproducts: CH3CH2OH; boiled for 2 h with distillation; cooled; filtered off; washed (benzene and ether); dried (vac.); elem.anal.;87%
pyridine
110-86-1

pyridine

iron(III) chloride hexahydrate

iron(III) chloride hexahydrate

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

dipyridinium iron(III) nitriloacetato dichloride monohydrate

dipyridinium iron(III) nitriloacetato dichloride monohydrate

Conditions
ConditionsYield
In pyridine nitrilotriacetic acid dissolved in refluxing pyridine, cooled slightly, FeCl3*6H2O added with stirring, 1.5 h; pyridine removed by exhaustive rotary evapn. over 0.5-1 h at 80°C, oil layered with MeCN, left overnight, ppt. washed with THF, dried in air;87%
In pyridine ligand dissolved in refluxing py, cooled, ferric chloride (1:1) added, stirred for 1.5 h, concd.; layered (CH3CN), crystd., stored overnight, filtered off, washed (CH3CN,THF), elem. anal.;83%
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

Methyl-triaethoxy-germanium
5865-91-8

Methyl-triaethoxy-germanium

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

(1-methyl-2,8,9-trioxa-5-aza-1-germatricyclo[3.3.3.0(1,5)]undecane-3,7,10-trione) * DMF

(1-methyl-2,8,9-trioxa-5-aza-1-germatricyclo[3.3.3.0(1,5)]undecane-3,7,10-trione) * DMF

Conditions
ConditionsYield
In N,N-dimethyl-formamide; benzene byproducts: CH3CH2OH; boiled for 2 h with distillation; cooled; filtered off; washed (benzene and ether); dried (vac.); TG; elem.anal.;86%

Nitrilotriacetic acid Chemical Properties

Molecular Structure:

Molecular Formula: C6H9NO6
Molecular Weight: 191.1388
IUPAC Name: 2-[Bis(carboxymethyl)amino]acetic acid
Synonyms of Aminotriacetic acid (CAS NO.139-13-9): 4-04-00-02441 (Beilstein Handbook Reference) ; AI3-52483 ; Acetic acid, nitrilotri- ; BRN 1710776 ; CCRIS 436 ; CHEL 300 ; Complexon I ; EINECS 205-355-7 ; Glycine, N,N-bis(carboxymethyl)- ; HSDB 2853 ; Hampshire NTA acid ; Komplexon I ; Kyselina nitrilotrioctova ; Kyselina nitrilotrioctova [Czech] ; N,N-Bis(carboxymethyl)glycine ; NCI-C02766 ; NSC 2121 ; NTA ; Nitrilo-2,2',2''-triacetic acid ; Nitrilotriacetic acid ; Nitrilotriessigsaeure ; Titriplex I ; Tri(carboxymethyl)amine ; Triglycine ; Triglycollamic acid ; Trilon A ; Versene NTA acid ; alpha,alpha',alpha''-Trimethylaminetricarboxylic acid
CAS NO: 139-13-9
Classification Code: Chelating agents ; Mutation data ; Tumor data
Melting point: 245 °C 
Index of Refraction: 1.557
Molar Refractivity: 38.26 cm3
Molar Volume: 118.7 cm3
Surface Tension: 86.4 dyne/cm
Density: 1.61 g/cm3
Flash Point: 255.1 °C
Enthalpy of Vaporization: 83.9 kJ/mol
Boiling Point: 498.2 °C at 760 mmHg
Vapour Pressure: 2.78E-11 mmHg at 25°C

Nitrilotriacetic acid Uses

 Aminotriacetic acid (CAS NO.139-13-9) is a very good fixing agent in the dye industry.And it is worked as , in the styrene production, stabilize the agent role and  the role of catalyst and complexing agents, etc in the production of polyurethane foam.

Nitrilotriacetic acid Production

 Aminotriacetic acid (CAS NO.139-13-9) can be produced by the reaction of chloroacetic acid and sodium hydroxide.And then amino Tri-sodium chloride reaction and acidification the product is finished.

Nitrilotriacetic acid Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 325mg/kg (325mg/kg)   CRC Critical Reviews in Toxicology. Vol. 20, Pg. 83, 1989.
mouse LD50 oral 3160mg/kg (3160mg/kg)   Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. Vol. NCI-E-C-72-3252, Pg. 1973,
rat LD50 oral 1100mg/kg (1100mg/kg)   Angewandte Chemie, International Edition in English. Vol. 14, Pg. 94, 1975.

Nitrilotriacetic acid Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 48 (1990),p. 181.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 48 (1990),p. 181.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human No Adequate Data IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 48 (1990),p. 181.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Bioassay (feed); Clear Evidence: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-6 ,1977. . Reported in EPA TSCA Inventory. Community Right-To-Know List.

Nitrilotriacetic acid Safety Profile

Confirmed carcinogen with experimental carcinogenic and neoplastigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx.
Safety Information of Aminotriacetic acid (CAS NO.139-13-9):
Hazard Codes: HarmfulXn,ToxicT
Risk Statements: 40-36/37/38-45-20/21/22 
R40: Limited evidence of a carcinogenic effect. 
R36/37/38: Irritating to eyes, respiratory system and skin. 
R45: May cause cancer. 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-45-36/37/39-53 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S53: Avoid exposure - obtain special instructions before use.
RIDADR: 2811
WGK Germany: 2
RTECS: AJ0175000
F: 21
HazardClass: 8
PackingGroup: II
HS Code: 29224995

Nitrilotriacetic acid Specification

Stability and Reactivity of Aminotriacetic acid (CAS NO.139-13-9).
Chemical Stability: Stable under normal temperatures and pressures. 
Conditions to Avoid: Incompatible materials. 
Incompatibilities with Other Materials Metals, strong oxidizing agents, strong bases. 
Hazardous Decomposition Products Nitrogen oxides, carbon monoxide, carbon dioxide. 
Hazardous Polymerization Will not occur. 
First Aid Measures of Aminotriacetic acid (CAS NO.139-13-9).
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.  Ingestion: Get medical aid. Wash mouth out with water. 
Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid. 
Notes to Physician: Treat symptomatically and supportively. 
Handling and Storage of Aminotriacetic acid (CAS NO.139-13-9).
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood. 
Storage: Store in a cool, dry place. Store in a tightly closed container. 

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