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3,3',3''-NITRILOTRIS(PROPIONAMIDE), also known as tris(propionamide) or TPA, is a colorless, odorless chemical compound with the molecular formula C9H18N4O3. It is a versatile substance that is highly soluble in water and is known for its ability to reduce viscosity and stabilize thickening in aqueous solutions.

2664-61-1

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2664-61-1 Usage

Uses

Used in the Oil and Gas Industry:
3,3',3''-NITRILOTRIS(PROPIONAMIDE) is used as a viscosity-reducing agent and thickening stabilizer for the industrial production of aqueous solutions. Its properties help in enhancing the efficiency of processes within the oil and gas sector by improving the flow and stability of various fluids.
Used in Water Treatment:
In the water treatment industry, 3,3',3''-NITRILOTRIS(PROPIONAMIDE) serves as a chelating agent, effectively binding metal ions. This function is crucial for removing impurities and ensuring the quality of treated water.
Used in Metal Extraction:
3,3',3''-NITRILOTRIS(PROPIONAMIDE) is utilized as a chelating agent in metal extraction processes, facilitating the separation and recovery of valuable metals from their ores or other sources.
Used in Cosmetic and Personal Care Industry:
3,3',3''-NITRILOTRIS(PROPIONAMIDE) is used as an emollient and humectant in cosmetic and personal care products. Its ability to retain moisture and improve the texture and feel of these products makes it a valuable ingredient in skincare and other formulations.

Check Digit Verification of cas no

The CAS Registry Mumber 2664-61-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,6,6 and 4 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 2664-61:
(6*2)+(5*6)+(4*6)+(3*4)+(2*6)+(1*1)=91
91 % 10 = 1
So 2664-61-1 is a valid CAS Registry Number.
InChI:InChI=1/C9H18N4O3/c10-7(14)1-4-13(5-2-8(11)15)6-3-9(12)16/h1-6H2,(H2,10,14)(H2,11,15)(H2,12,16)

2664-61-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-[bis(3-amino-3-oxopropyl)amino]propanamide

1.2 Other means of identification

Product number -
Other names 3,3',3''-nitrilo-tri-propionic acid triamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2664-61-1 SDS

2664-61-1Synthetic route

2-propenamide
79-06-1

2-propenamide

3,3',3''-nitrilotripropanamide
2664-61-1

3,3',3''-nitrilotripropanamide

Conditions
ConditionsYield
With ammonium hydroxide at 20℃; for 24h;57%
With ammonia; water
With ammonia
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

A

3,3',3''-nitrilotripropanamide
2664-61-1

3,3',3''-nitrilotripropanamide

B

3,3'-imino-di-propionic acid diamide
44994-32-3

3,3'-imino-di-propionic acid diamide

Conditions
ConditionsYield
With ammonia at 20℃; mehrmonatige Einwirkung;
With methanol; ammonia at 20℃; mehrmonatige Einwirkung;
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

3,3',3''-nitrilotripropanamide
2664-61-1

3,3',3''-nitrilotripropanamide

Conditions
ConditionsYield
With ammonia In methanol at 37℃; for 48h;
3,3',3''-nitrilotripropanamide
2664-61-1

3,3',3''-nitrilotripropanamide

Tris(3-aminopropyl)amine
4963-47-7

Tris(3-aminopropyl)amine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 18h;35%
3,3',3''-nitrilotripropanamide
2664-61-1

3,3',3''-nitrilotripropanamide

acrylonitrile
107-13-1

acrylonitrile

Conditions
ConditionsYield
With manganese oxide
With silica gel
3,3',3''-nitrilotripropanamide
2664-61-1

3,3',3''-nitrilotripropanamide

A

bis(3-aminopropyl)amine
56-18-8

bis(3-aminopropyl)amine

B

Tris(3-aminopropyl)amine
4963-47-7

Tris(3-aminopropyl)amine

Conditions
ConditionsYield
With lithium aluminium tetrahydride
3,3',3''-nitrilotripropanamide
2664-61-1

3,3',3''-nitrilotripropanamide

3,3',3''-nitrilotripropanoic acid
817-11-8

3,3',3''-nitrilotripropanoic acid

Conditions
ConditionsYield
With sodium hydroxide Heating;
3,3',3''-nitrilotripropanamide
2664-61-1

3,3',3''-nitrilotripropanamide

tris[[(3-hydroxypicolinyl)carbonyl]-2-aminopropyl]amine

tris[[(3-hydroxypicolinyl)carbonyl]-2-aminopropyl]amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 35 percent / LiAlH4 / tetrahydrofuran / 18 h / 20 °C
2: tetrahydrofuran / 19 h / Heating
View Scheme
3,3',3''-nitrilotripropanamide
2664-61-1

3,3',3''-nitrilotripropanamide

3-[Bis-(2-hydroxycarbamoyl-ethyl)-amino]-N-hydroxy-propionamide
69778-14-9

3-[Bis-(2-hydroxycarbamoyl-ethyl)-amino]-N-hydroxy-propionamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 2N NaOH / Heating
2: 90 percent / 1-ethyl-3-(dimethylaminopropyl)carbodiimide / tetrahydrofuran; H2O / Ambient temperature; pH ca. 4.8
3: 84 percent / H2 / 10percent Pd-C / methanol / 12 h / 760 Torr / Ambient temperature
View Scheme
3,3',3''-nitrilotripropanamide
2664-61-1

3,3',3''-nitrilotripropanamide

N-Benzyloxy-3-[bis-(2-benzyloxycarbamoyl-ethyl)-amino]-propionamide
141621-29-6

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2N NaOH / Heating
2: 90 percent / 1-ethyl-3-(dimethylaminopropyl)carbodiimide / tetrahydrofuran; H2O / Ambient temperature; pH ca. 4.8
View Scheme
3,3',3''-nitrilotripropanamide
2664-61-1

3,3',3''-nitrilotripropanamide

N,N',N''-triformamid
131457-36-8

N,N',N''-triformamid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiAlH4
View Scheme
3,3',3''-nitrilotripropanamide
2664-61-1

3,3',3''-nitrilotripropanamide

3,3',3''-Nitrilotripropylisocyanid
2456-97-5

3,3',3''-Nitrilotripropylisocyanid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: LiAlH4
3: Cl-C(O)-CCl3
View Scheme

2664-61-1Relevant academic research and scientific papers

Dendrimers: A new class of corrosion inhibitors for mild steel in 1?M HCl: Experimental and quantum chemical studies

Verma, Chandrabhan,Ebenso, Eno E.,Vishal, Yeddu,M.A.Quraishi

, p. 1282 - 1293 (2016)

The inhibition properties of two ammonia cored dendrimers have been investigated for mild steel corrosion in 1?M hydrochloric acid solution using chemical, electrochemical, surface and quantum chemical calculation methods. It was observed that inhibition efficiency increases with increasing the concentration of both the dendrimers and maximum efficiency was obtained at 50?ppm (50?mgL??1) concentration. Potentiodynamic study suggested that investigated dendrimers behaved as mixed inhibitors and their adsorption on mild steel surface obeyed the Langmuir adsorption isotherm. Scanning electron microscopy (SEM) and energy dispersive X-ray spectroscopy (EDX) examinations of mild steel surface confirmed the inhibition behavior of investigated inhibitor molecules. Atomic force microscopic (AFM) study revealed that studied compounds increases the surface smoothness of AFM micrographs by adsorbing on the metallic surface. Several quantum chemical calculations parameters were calculated and the results obtained were found to be consistent with the experimental findings.

Tripodal trisamides based on nicotinic and picolinic acid derivatives

Hoveyda,Karunaratne, Veranja,Nichols, Christopher J.,Rettig, Steven J.,Stephens, Ashley K. W.,Orvig, Chris

, p. 414 - 425 (2007/10/03)

A number of polydentate arylamide ligands have been prepared by coupling various acyclic tripodal or linear polyamines with derivatives of nicotinic and picolinic acids. Two synthetic procedures were utilized; tris{[(2-hydroxynicotinyl)carbonyl]-2-aminoethyl}amine (H3NICTREN) was prepared by Method A, the HOSu/DCC method, and the other arylamides in this study were prepared by Method B, the CDI method. Method A involved the reaction of N-hydroxysuccinimide with 2-hydroxynicotinic acid (in the presence of dicyclohexylcarbodiimide (DCC) as a dehydrative coupling reagent) to form the succinimide ester, followed by reaction with TREN to yield H3NICTREN. Method B involved reaction of a carboxylic acid (2-hydroxynicotinic, 3-hydroxypicolinic, nicotinic, or picolinic acids) with carbonyldiimidazole (CDI) to form the N-acylimidazolide, followed by reaction with the amine (TREN, TAME, spermidine, or TRPN) to yield the desired arylamide. The X-ray structure of 1,1,1-tris([(3-hydroxypicolinyl)carbonyl]-2-aminomethyl)ethane (H3PICTAME) was determined; crystals of H3PICTAME are monoclinic, a = 10.257(2), b = 15.572(3), c = 15.208(2) A, β = 96.124(15)°, Z = 4, space group P21/a. The structure was solved by direct methods and refined by full-matrix least-squares procedures to R = 0.041 and Rw = 0.038 for 2506 reflections with I ≥gt; 3σ(I). In the solid state, H3PICTAME contains an extensive hydrogen-bonding network, with eight intra- and one intermolecular H-bonds per molecule; the ligand is partially preorganized for metal ion chelation. The acid dissociation constants of H3NICTREN and those of 1,1,1-tris{[(2-hydroxynicotinyl)carbonyl]-2-aminomethyl}ethane (H3NICTAME) have been determined; pKa1 = 11.2 (10.68), pKa2 = 10.7 (10.58), pKa3 = 10.0 (9.71), and pKa4 = 6.25 for H3NICTREN (H3NICTAME); the high phenolic pKa's are consistent with the hydrogen bonding observed in the solid state.

General method for the synthesis of trishydroxamic acids

Karunaratne,Hoveyda,Orvig

, p. 1827 - 1830 (2007/10/02)

Triscarboxylic acids, when treated with hydroxylamines in the presence of water-soluble carbodiimide in THF-H2O, at pH≈4.8, yield the corresponding trishydroxamic acids in good yields.

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