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60-00-4

Basic Information
CAS No.: 60-00-4
Name: Ethylenediaminetetraacetic acid
Article Data: 42
Cas Database
Molecular Structure:
Molecular Structure of 60-00-4 (Ethylenediaminetetraacetic acid)
Formula: C10H16N2O8
Molecular Weight: 292.246
Synonyms: Glycine,N,N'-1,2-ethanediylbis[N-(carboxymethyl)-;Aceticacid, (ethylenedinitrilo)tetra- (8CI);3,6-Diazaoctanedioic acid,3,6-bis(carboxymethyl)-;Cheelox;Complexon II;EDTA (chelating agent);Edathamil;Ethylene-N,N'-biscarboxymethyl-N,N'-diglycine;Ethylenediamine-N,N,N',N'-tetraacetic acid;Gluma Cleanser;Havidote;N,N'-1,2-Ethanediyl-bis-N-(carboxymethyl)glycine;Nervanaid B acid;Sequestric acid;Sequestrol;EDTA Acid;
EINECS: 200-449-4
Density: 1.566 g/cm3
Melting Point: 250 °C (dec.)(lit.)
Boiling Point: 614.2 °C at 760 mmHg
Flash Point: 325.2 °C
Solubility: 0.5 g/L (25 °C) in water
Appearance: white crystals or powder
Hazard Symbols: IrritantXi
Risk Codes: 36-52/53-36/37/38-36/38
Safety: 26-61-37/39-36
Transport Information: N/A
PSA: 155.68000
LogP: -2.07120
Synthetic route
107-06-2

1,2-dichloro-ethane

628-87-5

iminodiacetonitrile

60-00-4

ethylenediaminetetraacetic acid

Conditions
ConditionsYield
Stage #1: 1,2-dichloro-ethane; iminodiacetonitrile With calcium oxide In 5,5-dimethyl-1,3-cyclohexadiene at 105 - 115℃; for 9.5h; Large scale;
Stage #2: With sodium hydroxide In water at 70 - 80℃; for 9h; Reagent/catalyst; Solvent; Temperature; Large scale;
96.83%
6290-05-7

Diethyl iminodiacetate

107-06-2

1,2-dichloro-ethane

60-00-4

ethylenediaminetetraacetic acid

Conditions
ConditionsYield
Stage #1: Diethyl iminodiacetate; 1,2-dichloro-ethane With sodium hydroxide In toluene at 80 - 90℃; for 9.5h;
Stage #2: With sodium hydroxide In water at 70 - 80℃; for 4.5h; Reflux;
95.81%
107-04-0

1-Bromo-2-chloroethane

628-87-5

iminodiacetonitrile

60-00-4

ethylenediaminetetraacetic acid

Conditions
ConditionsYield
Stage #1: 1-Bromo-2-chloroethane; iminodiacetonitrile With calcium oxide In 5,5-dimethyl-1,3-cyclohexadiene at 105 - 115℃; for 9h;
Stage #2: With sodium hydroxide In water at 70 - 80℃; for 8.5h;
95.47%
107-06-2

1,2-dichloro-ethane

142-73-4

iminodiacetic acid

60-00-4

ethylenediaminetetraacetic acid

Conditions
ConditionsYield
Stage #1: 1,2-dichloro-ethane; iminodiacetic acid With sodium hydrogencarbonate In toluene at 80 - 90℃; for 10.5h;
Stage #2: With sodium hydroxide In water at 70 - 80℃; for 8.5h; Reflux;
95.29%
With 1,4-dioxane; alkali carbonate at 80 - 125℃;
With alkali carbonate; water at 80 - 125℃;
21954-96-1

2,2′-iminobis(acetamide)

107-06-2

1,2-dichloro-ethane

60-00-4

ethylenediaminetetraacetic acid

Conditions
ConditionsYield
Stage #1: 2,2′-iminobis(acetamide); 1,2-dichloro-ethane With calcium hydroxide In toluene at 80 - 90℃; for 11.5h;
Stage #2: With sodium hydroxide In water at 70 - 80℃; for 3.5h; Reflux;
95.29%
50-00-0

formaldehyd

74-90-8

hydrogen cyanide

107-15-3

ethylenediamine

60-00-4

ethylenediaminetetraacetic acid

Conditions
ConditionsYield
With sodium hydroxide
50-00-0

formaldehyd

143-33-9

sodium cyanide

107-15-3

ethylenediamine

60-00-4

ethylenediaminetetraacetic acid

Conditions
ConditionsYield
With sodium hydroxide at 60℃;
3926-62-3

sodium monochloroacetic acid

107-15-3

ethylenediamine

60-00-4

ethylenediaminetetraacetic acid

Conditions
ConditionsYield
With sodium carbonate at 90 - 95℃;
With sodium carbonate at 90 - 95℃;

furan-2,3,5(4H)-trione pyridine (1:1)

107-15-3

ethylenediamine

107-16-4

glycolonitrile

60-00-4

ethylenediaminetetraacetic acid

106-93-4

ethylene dibromide

142-73-4

iminodiacetic acid

60-00-4

ethylenediaminetetraacetic acid

Conditions
ConditionsYield
With alkali carbonate; water at 80 - 125℃;
With 1,4-dioxane; alkali carbonate at 80 - 125℃;
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History

 Edetic acid (CAS NO.60-00-4)  was first described in 1935 by Ferdinand Munz, who prepared the compound from ethylenediamine and chloroacetic acid.

Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Analytical Methods

   The most sensitive method of detecting and measuring Edetic acid (CAS NO.60-00-4) in biological samples is selected-reaction-monitoring capillary-electrophoresis mass-spectrometry  which has a detection limit of 7.3 ng/mL in human plasma and a quantitation limit of 15 ng/mL.This method works with sample volumes as small as ~7-8 nL.It has also been measured in non-alcoholic beverages using high performance liquid chromatography (HPLC) of 2.0 μg/mL.

Specification

The Ethylenediaminetetraacetic acid, with the CAS registry number 60-00-4,is also known as Edetic acid; EDTA; (Ethylenedinitrilo)tetraacetic acid; Edathamil. It belongs to the product categories of Amino Acids & Derivatives;Chelating Agents & Ligands. This chemical's molecular formula is C10H16N2O8 and molecular weight is 292.24.Its EINECS number is 200-449-4. What's more,Its systematic name is Ethylenediaminetetraacetic acid. It is a white crystals or powder which is stable,incompatible with copper,copper alloys,nickel,aluminium,strong oxidizing agents,strong bases.Ethylenediaminetetraacetic acid is slightly soluble in water. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. It is a chelating agent (CHELATING AGENTS) that sequesters a variety of polyvalent cations. It is used in pharmaceutical manufacturing and as a food additive.

Physical properties about Ethylenediaminetetraacetic acid are:
(1)ACD/LogP:  -0.836; (2)# of Rule of 5 Violations:  1; (3)ACD/LogD (pH 5.5):  -5.89; (4)ACD/LogD (pH 7.4):  -6.32; (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:  10; (10)#H bond donors:  4; (11)#Freely Rotating Bonds:  11; (12)Index of Refraction:  1.58; (13)Molar Refractivity:  62.078 cm3; (14)Molar Volume:  186.612 cm3; (15)Surface Tension:  86.1630020141602 dyne/cm; (16)Density:  1.566 g/cm3; (17)Flash Point:  325.248 °C; (18)Enthalpy of Vaporization:  99.499 kJ/mol; (19)Boiling Point:  614.186 °C at 760 mmHg; (20)Vapour Pressure:  0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:C(CN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O;
(2)Std. InChI:InChI=1S/C10H16N2O8/c13-7(14)3-11(4-8(15)16)1-2-12(5-9(17)18)6-10(19)20/h1-6H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20);
(3)Std. InChIKey:KCXVZYZYPLLWCC-UHFFFAOYSA-N.

Safety Information of Ethylenediaminetetraacetic acid:
The Ethylenediaminetetraacetic acid is irritating to eyes, respiratory system and skin and harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. Avoid release to the environment. Refer to special instructions / safety data sheets. When you use it ,wear suitable protective clothing, suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

The toxicity data of Ethylenediaminetetraacetic acid are as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 250mg/kg (250mg/kg)   National Technical Information Service. Vol. AD691-490,
mouse LD50 intravenous 28500ug/kg (28.5mg/kg)   Japanese Journal of Pharmacology. Vol. 63, Pg. 187, 1993.
mouse LD50 oral 30mg/kg (30mg/kg)   Food and Chemical Toxicology. Vol. 29, Pg. 845, 1991.
rat LD50 intraperitoneal 397mg/kg (397mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Arhiv za Higijenu Rada i Toksikologiju. Archives of Industrial Hygiene and Toxicology. Vol. 13, Pg. 295, 1962.