Trimethylenediaminetetraacetic acid

Base Information

• Chemical Name: Trimethylenediaminetetraacetic acid
• CAS No.: 1939-36-2
• Deprecated CAS: 161122-34-5
• Molecular Formula: C11H18N2O8
• Molecular Weight: 306.273
• Hs Code.: 2922499990
• European Community (EC) Number: 400-400-9,606-302-4
• NSC Number: 18484
• UNII: 3F6OA94EER
• DSSTox Substance ID: DTXSID9029225
• Nikkaji Number: J211.566B
• Wikidata: Q27257149
• ChEMBL ID: CHEMBL1863868
• Mol file: 1939-36-2.mol

Synonyms:1939-36-2;2,2',2'',2'''-(Propane-1,3-diylbis(azanetriyl))tetraacetic acid;TRIMETHYLENEDIAMINETETRAACETIC ACID;1,3-Propylenediaminetertaacetic acid;1,3-PDTA;2-[3-[bis(carboxymethyl)amino]propyl-(carboxymethyl)amino]acetic acid;NSC 18484;1,3-Propanediamine-N,N,N',N'-tetraacetic Acid;UNII-3F6OA94EER;3F6OA94EER;Glycine, N,N'-1,3-propanediylbis(N-(carboxymethyl)-;Acetic acid, (trimethylenedinitrilo)tetra-;DTXSID9029225;Trimethylenediamine-N,N,N',N'-tetraacetic acid;1,3-Diaminopropane-N,N,N',N'-tetraacetic acid;NSC-18484;EC 400-400-9;Glycine, N,N'-1,3-propanediylbis[N-(carboxymethyl)-;N,N'-propylene-1,3-diylbis(N-(hydroxycarbonylmethyl)glycine);2-({3-[bis(carboxymethyl)amino]propyl}(carboxymethyl)amino)acetic acid;N,N'-propylene-1,3-diylbis[N-(hydroxycarbonylmethyl)glycine];2-(3-(BIS(CARBOXYMETHYL)AMINO)PROPYL-(CARBOXYMETHYL)AMINO)ACETIC ACID;CHELEST PD 4H;propanediaminetetraacetic acid;SCHEMBL133510;1,3-propanediaminetetraacetate;DTXCID909225;CHEMBL1863868;1,3-propanediaminetetraacetic acid;BAA93936;NSC18484;trimethylenedinitrilotetraacetic acid;Tox21_303722;MFCD00210039;propylene-1,3-diaminetetraacetic acid;AKOS015892923;acetic acid, (trimethylenedinitrilo)tetra;NCGC00164260-01;NCGC00164260-02;NCGC00357034-01;1,3-DIAMINOPROPANETETRAACETIC ACID;AS-71550;LS-72864;CAS-1939-36-2;J211.566B;CS-0186462;FT-0606746;P1605;D95924;EN300-1717655;A813679;TRIMETHYLENEDIAMINE-N,N,N,N-TETRAACETICACID;(1,3-PROPANEDIYL)BIS(NITRILO)TETRAACETIC ACID;1,3-Diaminopropane-N,N,N(2),N(2)-tetraacetic acid;Glicina, n,n'-1,3-propanodiilbis[n-(carboximetil)-;Q27257149;N,N'-(TRIMETHYLENE)BIS(N-(CARBOXYMETHYL)GLYCINE);1,3-Diaminopropane-N,N,N,N-tetraacetic acid >=99.0% (KT);2,2',2'',2'''-(propane-1,3-diyldinitrilo)tetraacetic acid;N,N,N',N'-TETRAKIS(CARBOXYMETHYL)PROPANE-1,3-DIAMINE;1,3-Diaminopropane-N,N,N',N'-tetraacetic acid, >=99.0% (KT);2,2',2'',2'''-(1,3-PROPANEDIYLDINITRILO)TETRAACETIC ACID;2,2',2'',2'''-(Propane-1,3-diylbis(azanetriyl))tetraaceticacid;2,2'',2'''',2''''''-(Propane-1,3-Diylbis(Azanetriyl))Tetraacetic Acid;2,2',2'',2'''-(1,3-PROPANEDIYLBISNITRILO)TETRAACETIC ACID;2,2',2'',2'''-(Propane-1,3-diylbis(azanetriyl))-tetraacetic acid;2,2',2'',2'''-(PROPANE-1,3-DIYLBISNITRILO)TETRAACETIC ACID;N,N,N',N'-TETRAKIS(2-OXO-2-HYDROXYETHYL)PROPANE-1,3-DIAMINE

Chemical Property of Trimethylenediaminetetraacetic acid

Chemical Property:

• Appearance/Colour: White crystal
• Melting Point: ~250 °C (dec.)
• Boiling Point: 620.502 °C at 760 mmHg
• PKA: 1.45±0.10(Predicted)
• Flash Point: 329.068 °C
• PSA: 155.68000
• Density: 1.508 g/cm³
• LogP: -1.68110
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water
• XLogP3: -5.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 12
• Exact Mass: 306.10631554
• Heavy Atom Count: 21
• Complexity: 330

Purity/Quality:

98%, 98% min. ^*data from raw suppliers

1,3-Propanediamine-N,N,N',N'-tetraacetic Acid >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N
• Hazard Codes: Xn,N
• Statements: 22-41-50/53-62-63
• Safety Statements: 22-26-39-60-61-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CN(CC(=O)O)CC(=O)O)CN(CC(=O)O)CC(=O)O

Technology Process of Trimethylenediaminetetraacetic acid

There total 9 articles about Trimethylenediaminetetraacetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(249)BkCH2(CH2N(CH2COO)2)2(1-) → berkelium(III) (15715-02-3,15752-38-2,15755-53-0,7440-40-6,14900-25-5,16652-07-6) + 1,3-propanediaminetetraacetatic acid (1939-36-2)

Guidance literature:

In water; acid catalyzed dissocn. of complex at 25°C in pH range 5,5 - 6,3 (acetate buffer); (249)Bk(3+) extd. with trioctylphosphine oxide coated Celite 545; detd. by α spectrometry; Kinetics;

Reference yield:

Trimethylenediamine (109-76-2,54018-94-9) + chloroacetic acid (79-11-8) → 1,3-propanediaminetetraacetatic acid (1939-36-2)

Guidance literature:

Trimethylenediamine; chloroacetic acid; With sodium hydroxide; calcium oxide; In water; at 50 - 70 ℃; for 6.5h; pH=1 - 8;

With chloropropionic acid; In water; at 15 - 55 ℃; for 5h; pH=Ca. 8;

DOI:10.1016/j.poly.2016.12.025

Reference yield:

Trimethylenediamine (109-76-2,54018-94-9) + chloroacetic acid (79-11-8) → 1,3-propanediaminetetraacetatic acid (1939-36-2) + 1,3-propanediamine-N,N′-diacetic acid (57119-37-6) + 1,3-propanediamine-N,N,N’-triacetatic acid (60972-23-8)

Guidance literature:

With calcium oxide; In water; at 50 - 70 ℃; for 6.5h; pH=7.5 - 8;

DOI:10.1016/j.ica.2013.01.014

upstream raw materials:

Trimethylenediamine

chloroacetic acid

Refernces

• 1、 -. "A high and constant hydration of the nuclear magnetic resonance imaging contrast agent and its preparation method". Paragraph 0058; 0075. . Retrieved 2018/03/01.
• 2、 Muscatello, Anthony C.,Choppin, Gregory R.,D'Olieslager, Willem. "Kinetics of dissociation of trivalent actiniae chelates of TMDTA". . p. 993 - 997. Retrieved 2008/10/08.