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CAS No.: | 67-42-5 |
---|---|
Name: | Ethylenebis(oxyethylenenitrilo)tetraacetic acid |
Article Data: | 4 |
Molecular Structure: | |
Formula: | C14H24N2O10 |
Molecular Weight: | 380.352 |
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; |
EINECS: | 200-651-2 |
Density: | 1.433 g/cm3 |
Melting Point: | 241 °C (dec.)(lit.) |
Boiling Point: | 678.016 °C at 760 mmHg |
Flash Point: | 363.851 °C |
Solubility: | slightly soluble in water |
Appearance: | white to slightly off-white powder |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 24/25-36-26 |
PSA: | 174.14000 |
LogP: | -2.03800 |
3,6-dioxa-1,8-diaminooctane
chloroacetic acid
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
Conditions | Yield |
---|---|
With sodium hydroxide |
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
dianhydride of ethylene bis(oxyethylenenitrilo)tetraacetic acid
Conditions | Yield |
---|---|
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
(S)-2-aminobutan-1-ol
(-)-N,N,N',N'-tetrakis{[4-(S)-ethyloxazolin-2-yl]methyl}ethylene glycol bis(2-aminoethyl) ether
Conditions | Yield |
---|---|
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% |
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
Conditions | Yield |
---|---|
With potassium hydroxide In water suspn. stirring, heating (80°C); filtration, evapn. (vac.); | 90% |
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
Conditions | Yield |
---|---|
With potassium hydroxide In water suspn. stirring, heating (80°C); filtration, evapn. (vac.); | 90% |
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
Conditions | Yield |
---|---|
With potassium hydroxide In water suspn. stirring, heating (80°C); filtration, evapn. (vac.); | 90% |
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
Conditions | Yield |
---|---|
With potassium hydroxide In water suspn. stirring, heating (80°C); filtration, evapn. (vac.); | 90% |
Conditions | Yield |
---|---|
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% |
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
1,2-diamino-benzene
ethylene glycol-bis-(β-aminoethylether) N,N,N',N'-tetrakis<2-benzimidazolyl>
Conditions | Yield |
---|---|
at 180℃; for 5h; | 87% |
at 180℃; for 3h; | 87% |
at 180 - 190℃; for 1h; Acetylation; | 70% |
ethylene glycol-bis(2-aminoethyl)-N,N,N'N,'-tetraacetic acid
water
ethylenediamine
Conditions | Yield |
---|---|
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% |
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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 %.
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. |