Product Name

  • Name

    Ethylenebis(oxyethylenenitrilo)tetraacetic acid

  • EINECS 200-651-2
  • CAS No. 67-42-5
  • Article Data4
  • CAS DataBase
  • Density 1.433 g/cm3
  • Solubility slightly soluble in water
  • Melting Point 241 °C (dec.)(lit.)
  • Formula C14H24N2O10
  • Boiling Point 678.016 °C at 760 mmHg
  • Molecular Weight 380.352
  • Flash Point 363.851 °C
  • Transport Information
  • Appearance white to slightly off-white powder
  • Safety 24/25-36-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 67-42-5 (Ethylenebis(oxyethylenenitrilo)tetraacetic acid)
  • Hazard Symbols IrritantXi
  • Synonyms Ethylene glycol-bis-(2-aminoethyl)tetraacetic acid;Aceticacid, [ethylenebis(oxyethylenenitrilo)]tetra- (6CI,8CI);1,2-Bis(2-aminoethoxyethane)-N,N,N',N'-tetraacetic acid;3,6-Dioxaoctane-1,8-diamine-N,N,N',N'-tetraacetic acid;Egtazic acid;Ethylene glycol bis(2-aminoethylether)-N,N,N',N'-tetraacetic acid;O,O'-Bis(2-aminoethyl)ethylene glycol-N,N,N',N'-tetraacetic acid;Ethylenebis(oxyethylenenitrilo)tetraacetic acid;
  • PSA 174.14000
  • LogP -2.03800

Synthetic route

3,6-dioxa-1,8-diaminooctane
929-59-9

3,6-dioxa-1,8-diaminooctane

chloroacetic acid
79-11-8

chloroacetic acid

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

Conditions
ConditionsYield
With sodium hydroxide
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

dianhydride of ethylene bis(oxyethylenenitrilo)tetraacetic acid
23910-62-5

dianhydride of ethylene bis(oxyethylenenitrilo)tetraacetic acid

Conditions
ConditionsYield
With acetic anhydride In pyridine at 65℃; for 20h; Dehydration;98%
Stage #1: ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid With pyridine for 0.25h; Inert atmosphere;
Stage #2: With acetic anhydride at 65℃; for 24h; Inert atmosphere; Sealed tube;		91%
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

(S)-2-aminobutan-1-ol
5856-62-2

(S)-2-aminobutan-1-ol

(-)-N,N,N',N'-tetrakis{[4-(S)-ethyloxazolin-2-yl]methyl}ethylene glycol bis(2-aminoethyl) ether
850410-82-1

(-)-N,N,N',N'-tetrakis{[4-(S)-ethyloxazolin-2-yl]methyl}ethylene glycol bis(2-aminoethyl) ether

Conditions
ConditionsYield
Stage #1: ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid; (S)-2-aminobutan-1-ol In toluene for 20h; Reflux;
Stage #2: at 135℃; for 8h;		93%
europium(III) oxide

europium(III) oxide

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

K(1+)*Eu(C6H12O2N2(CH2COO)4)(1-) = K[Eu(C6H12O2N2(CH2COO)4)]

K(1+)*Eu(C6H12O2N2(CH2COO)4)(1-) = K[Eu(C6H12O2N2(CH2COO)4)]

Conditions
ConditionsYield
With potassium hydroxide In water suspn. stirring, heating (80°C); filtration, evapn. (vac.);90%
gadolinium(III) oxide

gadolinium(III) oxide

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

K(1+)*Gd(C6H12O2N2(CH2COO)4)(1-) = K[Gd(C6H12O2N2(CH2COO)4)]

K(1+)*Gd(C6H12O2N2(CH2COO)4)(1-) = K[Gd(C6H12O2N2(CH2COO)4)]

Conditions
ConditionsYield
With potassium hydroxide In water suspn. stirring, heating (80°C); filtration, evapn. (vac.);90%
holmium(III) oxide

holmium(III) oxide

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

K(1+)*Ho(C6H12O2N2(CH2COO)4)(1-) = K[Ho(C6H12O2N2(CH2COO)4)]

K(1+)*Ho(C6H12O2N2(CH2COO)4)(1-) = K[Ho(C6H12O2N2(CH2COO)4)]

Conditions
ConditionsYield
With potassium hydroxide In water suspn. stirring, heating (80°C); filtration, evapn. (vac.);90%
ytterbium(III) oxide

ytterbium(III) oxide

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

K(1+)*Yb(C6H12O2N2(CH2COO)4)(1-) = K[Yb(C6H12O2N2(CH2COO)4)]

K(1+)*Yb(C6H12O2N2(CH2COO)4)(1-) = K[Yb(C6H12O2N2(CH2COO)4)]

Conditions
ConditionsYield
With potassium hydroxide In water suspn. stirring, heating (80°C); filtration, evapn. (vac.);90%
1H-imidazole
288-32-4

1H-imidazole

malachite

malachite

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

(3,12-bis(carboxylatomethyl)-6,9-dioxa-3,12-diazatetradecanedioate)bis(imidazole)dicopper(II)

(3,12-bis(carboxylatomethyl)-6,9-dioxa-3,12-diazatetradecanedioate)bis(imidazole)dicopper(II)

Conditions
ConditionsYield
In water soln. of Cu salt and ligand in H2O heated under stirring (vac.), imidazole added; filtered, filtrate evapd. at room temp., recrystd. from H2O; elem. anal.;90%
...Expand
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

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

1,2-diamino-benzene

ethylene glycol-bis-(β-aminoethylether) N,N,N',N'-tetrakis<2-benzimidazolyl>
89735-41-1

ethylene glycol-bis-(β-aminoethylether) N,N,N',N'-tetrakis<2-benzimidazolyl>

Conditions
ConditionsYield
at 180℃; for 5h;87%
at 180℃; for 3h;87%
at 180 - 190℃; for 1h; Acetylation;70%
yttrium(III) oxide

yttrium(III) oxide

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

water
7732-18-5

water

ethylenediamine
107-15-3

ethylenediamine

(ethylenediamine*H2)[YIII(ethyleneglycol-bis(2-aminoethylether)-N,N,N',N'-tetraacarboxylate)H2O]2*6H2O

(ethylenediamine*H2)[YIII(ethyleneglycol-bis(2-aminoethylether)-N,N,N',N'-tetraacarboxylate)H2O]2*6H2O

Conditions
ConditionsYield
Stage #1: yttrium(III) oxide; ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid; water for 18h; Heating; Reflux;
Stage #2: ethylenediamine pH=6;		86.25%
...Expand
neodymium(III) oxide

neodymium(III) oxide

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

water
7732-18-5

water

ethylenediamine
107-15-3

ethylenediamine

(ethylenediamine-H2)0.5[NdIII(ethyleneglycol-bis-(2-aminoethylether)-N,N,N′,N'-tetraacetate)H2O]2·6H2O

(ethylenediamine-H2)0.5[NdIII(ethyleneglycol-bis-(2-aminoethylether)-N,N,N′,N'-tetraacetate)H2O]2·6H2O

Conditions
ConditionsYield
Stage #1: neodymium(III) oxide; ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid; water for 18h; Reflux;
Stage #2: ethylenediamine pH=6;		81.92%
...Expand
lutetium(III) oxide

lutetium(III) oxide

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

water
7732-18-5

water

ethylenediamine
107-15-3

ethylenediamine

(ethylenediamine*H)[LuIII(ethyleneglycol-bis(2-aminoethylether)-N,N,N',N'-tetraacarboxylate)]*2H2O

(ethylenediamine*H)[LuIII(ethyleneglycol-bis(2-aminoethylether)-N,N,N',N'-tetraacarboxylate)]*2H2O

Conditions
ConditionsYield
Stage #1: lutetium(III) oxide; ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid; water for 18h; Heating; Reflux;
Stage #2: ethylenediamine pH=6;		79.86%
...Expand
1H-imidazole
288-32-4

1H-imidazole

malachite

malachite

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

water
7732-18-5

water

(3,12-bis(carboxylatomethyl)-6,9-dioxa-3,12-diazatetradecanedioate)tetrakis(imidazole)dicopper(II) tetrahydrate

(3,12-bis(carboxylatomethyl)-6,9-dioxa-3,12-diazatetradecanedioate)tetrakis(imidazole)dicopper(II) tetrahydrate

Conditions
ConditionsYield
In water soln. of Cu salt and ligand in H2O heated under stirring (vac.), imidazole (10% excess) added; filtered, filtrate evapd.; elem. anal.;79.5%
...Expand
malachite

malachite

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

water
7732-18-5

water

diaqua(3,12-bis(carboxylatomethyl)-6,9-dioxa-3,12-diazatetradecanedioate)dicopper(II) dihydrate

diaqua(3,12-bis(carboxylatomethyl)-6,9-dioxa-3,12-diazatetradecanedioate)dicopper(II) dihydrate

Conditions
ConditionsYield
In water soln. of Cu salt and ligand in H2O heated under stirring (vac.); filtered, filtrate allowed to evap. at room temp., crystals collected, washed with cold H2O, dried in air; elem. anal.;76.46%
...Expand
hafnium hydroxide
12027-05-3

hafnium hydroxide

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

{hafnium(IV)(ethylenedioxydiethylenedinitrilotetraacetate)}*3H2O

{hafnium(IV)(ethylenedioxydiethylenedinitrilotetraacetate)}*3H2O

Conditions
ConditionsYield
In water Zr(OH)4 (prepared from HfOCl2*8H2O and NH4OH) added to a suspension of H4egta, refluxed for 18 h; the clear soln. evapd., cooled, crystals filtered off, dried in a desiccator over anhyd. CaCl2; elem. anal.;73%
2-acetamido-2-deoxy-β-D-glucopyranosylamine
4229-38-3, 102039-79-2, 115350-20-4, 133677-75-5, 137493-97-1

2-acetamido-2-deoxy-β-D-glucopyranosylamine

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

C46H80N10O26
1214718-89-4

C46H80N10O26

Conditions
ConditionsYield
Stage #1: ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide for 0.5h;
Stage #2: 2-acetamido-2-deoxy-β-D-glucopyranosylamine In dimethyl sulfoxide at 20℃; for 72h;		55%
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

strontium(II) ethylene-bis(oxyethylenenitrilo)tetraacetic acid complex

strontium(II) ethylene-bis(oxyethylenenitrilo)tetraacetic acid complex

Conditions
ConditionsYield
With strontium(II) carbonate In water at 70℃; for 6.5h;49%
silicotungstic acid hydrate

silicotungstic acid hydrate

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

copper(II) acetate monohydrate
6046-93-1

copper(II) acetate monohydrate

[Cu4(ethyleneglycol-bis-(2-aminoethylether)-tetraacetate)2(H2O)4Cu2(H2O)8][SiW12O40]*14H2O

[Cu4(ethyleneglycol-bis-(2-aminoethylether)-tetraacetate)2(H2O)4Cu2(H2O)8][SiW12O40]*14H2O

Conditions
ConditionsYield
With HCl In water aq. soln. of H4SiW12O40*14H2O (0.2 mmol) and Cu(OAc)2*H2O (1 mmol) stirred at room temp. for 30 min; aq. soln. of ligand (0.2 mmol) added; pH adjusted to 3.1 with 1 M HCl; mixt. heated at 60°C for 2 h; filtered; crystn. from filtrate by evapn. at room temp. in air for 2 wk;TGA; elem. anal.;41%
...Expand
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

zirconium tetrahydroxide
756456-88-9, 14475-63-9

zirconium tetrahydroxide

{zirconium(IV)(ethylenedioxydiethylenedinitrilotetraacetate)}*3H2O

{zirconium(IV)(ethylenedioxydiethylenedinitrilotetraacetate)}*3H2O

Conditions
ConditionsYield
In water Zr(OH)4 (prepared from ZrOCl2*8H2O and NH4OH) added to a suspension of H4egta, refluxed for 72 h; the clear soln. evapd., cooled, crystals filtered off, dried in a desiccator over anhyd. CaCl2; elem. anal.;40%
cadmium(II) nitrate tetrhydrate

cadmium(II) nitrate tetrhydrate

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

C14H20N2O10(4-)*3Cd(2+)*5H2O*2NO3(1-)

C14H20N2O10(4-)*3Cd(2+)*5H2O*2NO3(1-)

Conditions
ConditionsYield
With sodium hydroxide In water at 140℃; for 48h; High pressure;39.39%
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

(5)-N-(2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)-3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzenesulfonamide
1234368-17-2

(5)-N-(2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)-3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzenesulfonamide

trifluoroacetic acid
76-05-1

trifluoroacetic acid

3,12-bis(14-(3-((S)-6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenylsulfonamido)-2-oxo-6,9,12-trioxa-3-azatetradecyl)-N1,N14-bis(2-(2-(2-(2-(3-((S)-6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenylsulfonamido)ethoxy)ethoxy)ethoxy)ethyl)-6,9-dioxa-3,12-diazatetradecane-1,14-diamide trifluoroacetate

3,12-bis(14-(3-((S)-6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenylsulfonamido)-2-oxo-6,9,12-trioxa-3-azatetradecyl)-N1,N14-bis(2-(2-(2-(2-(3-((S)-6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenylsulfonamido)ethoxy)ethoxy)ethoxy)ethyl)-6,9-dioxa-3,12-diazatetradecane-1,14-diamide trifluoroacetate

Conditions
ConditionsYield
Stage #1: ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid; (5)-N-(2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)-3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzenesulfonamide With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: trifluoroacetic acid		29%
...Expand
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

N,N'-diacetylchitobiosamine
102039-77-0

N,N'-diacetylchitobiosamine

C78H132N14O46
1214718-90-7

C78H132N14O46

Conditions
ConditionsYield
Stage #1: ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide for 0.5h;
Stage #2: N,N'-diacetylchitobiosamine In dimethyl sulfoxide at 20℃; for 72h;		27%
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

N-1-(ε-aminocaproyl)-β-N-acetyl-2-deoxyglucopyranosyl
53517-87-6

N-1-(ε-aminocaproyl)-β-N-acetyl-2-deoxyglucopyranosyl

C70H124N14O30
1214718-92-9

C70H124N14O30

Conditions
ConditionsYield
Stage #1: ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide for 0.5h;
Stage #2: N-1-(ε-aminocaproyl)-β-N-acetyl-2-deoxyglucopyranosyl In dimethyl sulfoxide at 20℃; for 72h;		26%
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

W3S4(H2O)9(4+)*4Cl(1-)=[W3S4(H2O)9]Cl4

W3S4(H2O)9(4+)*4Cl(1-)=[W3S4(H2O)9]Cl4

Na4[(W3S4)2(ethylene glycol bis(2-aminoethyl) tetraacetate)3] * 16 H2O

Na4[(W3S4)2(ethylene glycol bis(2-aminoethyl) tetraacetate)3] * 16 H2O

Conditions
ConditionsYield
With DMF In N,N-dimethyl-formamide 165°C, stirring for 3 h (pptn.); collection, pptn. of second crop from filtrate on i-PrOH addn., dissoln.in water, filtration, pH-adjustment to 7 (NaOH), evapn., chromy. (ion e xchanger, Na-form; then repeatedly on Sephadex G25, water), evapn. (reduced pressure); elem. anal.;25%
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

β-amino lactose

β-amino lactose

C78H132N14O46

C78H132N14O46

Conditions
ConditionsYield
Stage #1: ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide for 0.5h;
Stage #2: β-amino lactose In dimethyl sulfoxide at 20℃; for 72h;		23%
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

W3SO3(H2O)9(4+)*4Cl(1-)=(W3SO3(H2O)9)Cl4

W3SO3(H2O)9(4+)*4Cl(1-)=(W3SO3(H2O)9)Cl4

Na4((W3SO3)2(EGTA)3)*10H2O

Na4((W3SO3)2(EGTA)3)*10H2O

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide to soln. (W3SO3(H2O)9)Cl4 in DMF was added H4EGTA and refluxed for 3 h, solid was filtered, dissolved in water and passed through cation exchange column (Na+); eluate was evapd. to dryness under vac., residue was dissolved in water and loaded on Sephadex G-25 column, aq. eluate was concd. to dryness in vacuo; elem. anal.;14%
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

A

formaldehyd
50-00-0

formaldehyd

B

carbon dioxide
124-38-9

carbon dioxide

C

{2-[2-(2-Amino-ethoxy)-ethoxy]-ethylamino}-acetic acid

{2-[2-(2-Amino-ethoxy)-ethoxy]-ethylamino}-acetic acid

Conditions
ConditionsYield
With sodium bismuthate In water at 80℃; Mechanism; Product distribution; further products;
...Expand
4-amino-5,6-dichloro-benzene-1,3-disulfonic acid diamide
5250-72-6

4-amino-5,6-dichloro-benzene-1,3-disulfonic acid diamide

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

{(2-{2-[2-(bis-carboxymethyl-amino)-ethoxy]-ethoxy}-ethyl)-[(2,3-dichloro-4,6-disulfamoyl-phenylcarbamoyl)-methyl]-amino}-acetic acid

{(2-{2-[2-(bis-carboxymethyl-amino)-ethoxy]-ethoxy}-ethyl)-[(2,3-dichloro-4,6-disulfamoyl-phenylcarbamoyl)-methyl]-amino}-acetic acid

Conditions
ConditionsYield
Stage #1: 4-amino-5,6-dichloro-benzene-1,3-disulfonic acid diamide; ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetone at 20℃; for 0.25h;
Stage #2: With triethylamine In acetone at 4℃; Further stages.;
chloraminophenamide
121-30-2

chloraminophenamide

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
67-42-5

ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid

{(2-{2-[2-(bis-carboxymethyl-amino)-ethoxy]-ethoxy}-ethyl)-[(5-chloro-2,4-disulfamoyl-phenylcarbamoyl)-methyl]-amino}-acetic acid

{(2-{2-[2-(bis-carboxymethyl-amino)-ethoxy]-ethoxy}-ethyl)-[(5-chloro-2,4-disulfamoyl-phenylcarbamoyl)-methyl]-amino}-acetic acid

Conditions
ConditionsYield
Stage #1: chloraminophenamide; ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetone at 20℃; for 0.25h;
Stage #2: With triethylamine In acetone at 4℃; Further stages.;

Ethylenebis(oxyethylenenitrilo)tetraacetic acid Consensus Reports

Glycol ether compounds are on the Community Right-To-Know List. Reported in EPA TSCA Inventory.

Ethylenebis(oxyethylenenitrilo)tetraacetic acid Specification

1.Introduction of Ethylenebis(oxyethylenenitrilo)tetraacetic acid

The Ethylenebis(oxyethylenenitrilo)tetraacetic acid, with the CAS registry number 67-42-5, is also known as Egtazic acid. It belongs to the product categories of Analytical Chemistry; Chelating Reagents; Complexones; EDTA Analogs. Its EINECS registry number is 200-651-2. This chemical's molecular formula is C14H24N2O10 and molecular weight is 380.35. What's more, its IUPAC name is called 2-[2-[2-[2-[Bis(carboxymethyl)amino]ethoxy]ethoxy]ethyl-(carboxymethyl)amino]acetic acid. It should be stored in a sealed place. This chemical can be used in organic synthesis.

2.Physical properties of Ethylenebis(oxyethylenenitrilo)tetraacetic acid

(1)ACD/LogP: -0.388; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -5.38; (4)ACD/LogD (pH 7.4): -5.43; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 12; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 17; (12)Polar Surface Area: 174.14 Å2; (13)Index of Refraction: 1.547; (14)Molar Refractivity: 84.1 cm3; (15)Molar Volume: 265.364 cm3; (16)Polarizability: 33.34×10-24cm3; (17)Surface Tension: 69.802 dyne/cm; (18)Density: 1.433 g/cm3; (19)Flash Point: 363.851 °C; (20)Enthalpy of Vaporization: 108.482 kJ/mol; (21)Boiling Point: 678.016 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

3.Structure descriptors of Ethylenebis(oxyethylenenitrilo)tetraacetic acid

(1) SMILES: O=C(O)CN(CC(=O)O)CCOCCOCCN(CC(=O)O)CC(=O)O
(2) InChI: InChI=1S/C14H24N2O10/c17-11(18)7-15(8-12(19)20)1-3-25-5-6-26-4-2-16(9-13(21)22)10-14(23)24/h1-10H2,(H,17,18)(H,19,20)(H,21,22)(H,23,24)
(3) InChIKey: DEFVIWRASFVYLL-UHFFFAOYSA-N
 

4.Uses of Ethylenebis(oxyethylenenitrilo)tetraacetic acid

Ethylenebis(oxyethylenenitrilo)tetraacetic acid is used to produce other chemicals. For example, it can react with benzene-1,2-diamine to get 1,8-bis[bis(benzimidazol-2'-ylmethyl)amino]-3,6-dioxaoctane. This reaction needs the temperature of 180 °C. The reaction time is 3 hours. The yield is 87 %.

Ethylenebis(oxyethylenenitrilo)tetraacetic acid can react with benzene-1,2-diamine to get 1,8-bis[bis(benzimidazol-2'-ylmethyl)amino]-3,6-dioxaoctane.

5.Safety information of Ethylenebis(oxyethylenenitrilo)tetraacetic acid

This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear suitable protective clothing and avoid contacting with skin, eyes. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

6.The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 150mg/kg (150mg/kg)   National Technical Information Service. Vol. AD691-490,
rat LD50 oral 3587mg/kg (3587mg/kg)   Toxicology and Applied Pharmacology. Vol. 16, Pg. 807, 1970.

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