3,3',3''-Nitrilotripropionic Acid

Base Information

• Chemical Name: 3,3',3''-Nitrilotripropionic Acid
• CAS No.: 817-11-8
• Molecular Formula: C9H15 N O6
• Molecular Weight: 233.22
• Hs Code.: 2921199090
• European Community (EC) Number: 678-277-8
• NSC Number: 145698
• UNII: YO42Z8V5HG
• DSSTox Substance ID: DTXSID70231248
• Nikkaji Number: J208.787A
• Wikidata: Q83112108
• Mol file: 817-11-8.mol

Synonyms:3,3',3''-Nitrilotripropionic Acid;817-11-8;NITRILOTRIPROPIONIC ACID;3-[bis(2-carboxyethyl)amino]propanoic acid;3,3',3''-nitrilotripropanoic acid;beta-Alanine, N,N-bis(2-carboxyethyl)-;YO42Z8V5HG;NSC-145698;3-(BIS(2-CARBOXYETHYL)AMINO)PROPANOIC ACID;3,3,3-Nitrilotripropionic Acid;NSC145698;NSC 145698;UNII-YO42Z8V5HG;SCHEMBL163128;DTXSID70231248;IWTIBPIVCKUAHK-UHFFFAOYSA-N;NITRILOTRIS(PROPIONIC ACID);3,3',3''-nitrilotripropanoicacid;MFCD00055827;AKOS022588377;HY-W127810;BS-23005;CS-0185980;FT-0613970;N0409;D91701;N,N-BIS(2-CARBOXYETHYL)-.BETA.-ALANINE;PROPIONIC ACID, 3,3',3''-NITRILOTRI-;.BETA.-ALANINE, N,N-BIS(2-CARBOXYETHYL)-

Chemical Property of 3,3',3''-Nitrilotripropionic Acid

Chemical Property:

• Vapor Pressure: 1.9E-11mmHg at 25°C
• Boiling Point: 502.1°C at 760 mmHg
• PKA: 3.10±0.14(Predicted)
• Flash Point: 257.5°C
• PSA: 115.14000
• Density: 1.386g/cm³
• LogP: -0.28750
• XLogP3: -3.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 233.08993720
• Heavy Atom Count: 16
• Complexity: 222

Purity/Quality:

98% ^*data from raw suppliers

Nitrilotripropionic Acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CN(CCC(=O)O)CCC(=O)O)C(=O)O
• Uses: Nitrilotripropionic Acid is a propionic NTA analog.

Technology Process of 3,3',3''-Nitrilotripropionic Acid

There total 6 articles about 3,3',3''-Nitrilotripropionic 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: 99.0%

3-[Bis-(2-tert-butoxycarbonyl-ethyl)-amino]-propionic acid tert-butyl ester (146743-72-8) → 3,3',3''-nitrilotripropanoic acid (817-11-8)

Guidance literature:

With acetyl chloride; In dichloromethane; water; at 20 ℃; for 8h;

DOI:10.1016/j.tet.2005.02.045

Reference yield: 67.9%

formamide (77287-34-4,77287-35-5,60100-09-6) + acrylic acid (79-10-7) → 3,3',3''-nitrilotripropanoic acid (817-11-8)

Guidance literature:

In isopropyl alcohol; at 120 ℃; for 8h; Temperature;

DOI:10.1134/S107042802106018X

Reference yield: 50.0%

chloropropionic acid (107-94-8) → 3,3',3''-nitrilotripropanoic acid (817-11-8)

Guidance literature:

With sodium hydroxide; ammonium chloride; In water; at 50 - 60 ℃; for 3h;

upstream raw materials:

acrylic acid

chloropropionic acid

3,3',3''-nitrilotripropanamide

3-[Bis-(2-tert-butoxycarbonyl-ethyl)-amino]-propionic acid tert-butyl ester

Downstream raw materials:

N-Benzyloxy-3-[bis-(2-benzyloxycarbamoyl-ethyl)-amino]-propionamide

3,3',3''-nitrilotris(N-{3-[3-benzyloxy-2-methyl-4-oxopyridin-1(4H)-yl]propyl}propanamide)

C₅₄H₆₃N₇O₉

C₃₉H₄₈N₄O₉

Refernces

• 1、 Akhmadullin, R. M.,Akhmadullina, A. G.,Lisin, A. V.,Spiridonova, R. R.. "New Synthesis of 3,3′,3″-Nitrilotripropionic Acid". . p. 1006 - 1008. Retrieved 2021/07/22.
• 2、 Zhadanov, B. V.,Tsirul'nikova, N. V.,Polyakova, I. A.,Egorushkina, N. A.,Kaslina, N. A.,Temkina, V. Ya.. "SYNTHESIS AND IR AND PMR SPECTROSCOPIC INVESTIGATION OF THE STRUCTURES OF ANIONIC FORMS OF NITRILOTRIPROPIONIC ACID". . p. 1024 - 1028. Retrieved 2007/10/02.