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| CAS No.: | 67-43-6 |
|---|---|
| Name: | Diethylenetriaminepentaacetic acid |
| Molecular Structure: | |
|
|
|
| Formula: | C14H23N3O10 |
| Molecular Weight: | 393.351 |
| Synonyms: | (Carboxymethylimino)bis(ethylenenitrilo)tetraacetic acid;DTPA;N,N-Bis(2-(bis-(carboxymethyl)amino)ethyl)-glycine;Pentetic acid; |
| EINECS: | 200-652-8 |
| Density: | 1.545 g/cm3 |
| Melting Point: | 219-220 °C(lit.) |
| Boiling Point: | 721.1 °C at 760 mmHg |
| Flash Point: | 389.9 °C |
| Solubility: | 5 g/L (20 °C) in water |
| Appearance: | White crystalline powder |
| Hazard Symbols: |
 Xi,  N
|
| Risk Codes: | 36-51/53-36/37/38 |
| Safety: | 26-36-61-37/39 |
| Transport Information: | UN 3077 9/PG 3 |
| PSA: | 196.22000 |
| LogP: | -2.68460 |
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- 50-00-0
formaldehyd
- 143-33-9
sodium cyanide
- 111-40-0
1,5-diamino-3-azapentane
- 67-43-6
diethylenetriaminopentaacetic acid
| Conditions | Yield |
|---|---|
| With aqueous alkali |
- 119088-94-7
diethylenetriaminepentaacetic acid, Ga(III)-salt, dianion
- 139701-37-4
2-(HO)-5-(SO3H)C6H3CHNC2H4NHC2H4NHC2H4NCHC6H3-2-(OH)-5-(SO3H)
B
- 67-43-6
diethylenetriaminopentaacetic acid
| Conditions | Yield |
|---|---|
| In water-d2 competition was followed by H-NMR spectroscopy, at 25 ° C;; aq. soln. of known pH evapd. to dryness, residue dissolved in equal amt. of D2O, left until equilibrium was reached (5 weeks); |
- 119088-94-7
diethylenetriaminepentaacetic acid, Ga(III)-salt, dianion
B
- 67-43-6
diethylenetriaminopentaacetic acid
| Conditions | Yield |
|---|---|
| In water-d2 competition reaction followed by H-NMR spectroscopy, at 25 ° C at pH 7.5; aq. soln. of known pH evapd. to dryness in vacuo, residue dissolved in equal volume of D2O, and left until equilibrium left (12 weeks);; |
- 67-43-6
diethylenetriaminopentaacetic acid
- 23911-26-4
diethylenetriaminepentaacetic dianhydride
| Conditions | Yield |
|---|---|
| With pyridine; acetic anhydride at 80℃; for 24h; | 99% |
| With pyridine; acetic anhydride at 65℃; for 3h; | 97% |
| With pyridine; acetic anhydride In acetonitrile at 60℃; for 4h; Solvent; Temperature; Large scale; | 97% |
- 67-43-6
diethylenetriaminopentaacetic acid
| Conditions | Yield |
|---|---|
| In water equimolar amts., pH=2-4 (pptn.); elem. anal.; | 99% |
| Conditions | Yield |
|---|---|
| Stage #1: diethylenetriaminopentaacetic acid; 1-deoxy-1-(methylamino)-D-glucitol In water for 0.0333333h; Sonication; Green chemistry; Stage #2: gadolinium(III) oxide In water for 0.3h; Sonication; Green chemistry; | 98% |
- 67-56-1
methanol
- 67-43-6
diethylenetriaminopentaacetic acid
- 96121-82-3
methyl 5,8,11,-tris(2-methoxy-2-oxoethyl)-3-oxo-2-oxa-5,8,11-triazatridecan-13-oate
| Conditions | Yield |
|---|---|
| With thionyl chloride In methanol for 4h; Heating; | 95% |
| With thionyl chloride for 16h; | 84% |
| Conditions | Yield |
|---|---|
| In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere; | 95% |
- 64-17-5
ethanol
- 67-43-6
diethylenetriaminopentaacetic acid
- 51992-77-9
pentaethyl diethylenetriamine-N,N,N',N'',N''-pentaacetate
| Conditions | Yield |
|---|---|
| Stage #1: ethanol; diethylenetriaminopentaacetic acid; sulfuric acid for 24h; Heating / reflux; Stage #2: With sodium hydrogencarbonate In ethanol; water | 91% |
| With sulfonic acid Heating; | 79% |
| With sulfuric acid for 20h; Esterification; Heating; | 78% |
| With sulfuric acid for 20h; Reflux; Inert atmosphere; | 76% |
| With hydrogenchloride at 20 - 78℃; for 48h; Large scale; | 20 kg |
- 67-43-6
diethylenetriaminopentaacetic acid
- 142198-25-2, 55187-64-9, 1118093-19-8
copper-diethylenetriaminepentaacetic acid complex
| Conditions | Yield |
|---|---|
| With copper(II) carbonate In water for 18h; | 90% |
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Specification
The IUPAC name of DTPA is 2-[bis[2-[bis(carboxymethyl)amino]ethyl]amino]acetic acid. With the CAS registry number 67-43-6, it is also named as Pentetic acid; Diethylenetriaminepentaacetic acid. The product's categories are analytical chemistry; chelating reagents; complexones; EDTA analogs; ligands for pharmaceutical research; rradiopharmaceutical chemistry (chelating reagents). It is white crystalline powder which is soluble in hot water and alkaline solution, slightly soluble in cold water, insoluble in ether and other organic solvents. This chemical is stable and incompatible with strong oxidizing agents. In addition, it can be obtained by Diethylenetriamine and chloroacetic acid.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.05; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): -5.72; (4)ACD/LogD (pH 7.4): -5.95; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 13; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 16; (12)Index of Refraction: 1.59; (13)Molar Refractivity: 85.89 cm3; (14)Molar Volume: 254.5 cm3; (15)Polarizability: 34.05×10-24 cm3; (16)Surface Tension: 86 dyne/cm; (17)Enthalpy of Vaporization: 114.7 kJ/mol; (18)Vapour Pressure: 9.53E-23 mmHg at 25°C; (19)Rotatable Bond Count: 16; (20)Exact Mass: 393.138344; (21)MonoIsotopic Mass: 393.138344; (22)Topological Polar Surface Area: 196; (23)Heavy Atom Count: 27.
Uses of DTPA: It is efficient chelating agent, chelating strong, and is used for color inhibitor in the production of acrylon industry, water softener, textile auxiliaries, chelate titration agent. In addition, it reacts with ethanol to get Diethylentriaminpentaessigsaeurepentaethylester. This reaction needs reagent sulfonic acid by heating. The yield is 79 %.
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When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. And it is harmful to aquatic organisms. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. Avoid release to the environment. Refer to special instructions / safety data sheets.
People can use the following data to convert to the molecule structure.
1. SMILES: O=C(O)CN(CC(=O)O)CCN(CCN(CC(=O)O)CC(=O)O)CC(=O)O;
2. InChI: InChI=1/C14H23N3O10/c18-10(19)5-15(1-3-16(6-11(20)21)7-12(22)23)2-4-17(8-13(24)25)9-14(26)27/h1-9H2,(H,18,19)(H,20,21)(H,22,23)(H,24,25)(H,26,27).
The following are the toxicity data which has been tested.
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 543mg/kg (543mg/kg) | Archives of Toxicology. Vol. 57, Pg. 212, 1985. | |
| rat | LD50 | intraperitoneal | 587mg/kg (587mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: AGGRESSION LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA | Toxicology Letters. Vol. 32, Pg. 37, 1986. |