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Nitrilotriacetic acid

CAS No.
139-13-9
Chemical Name:
Nitrilotriacetic acid
Synonyms
NTA;TRIGLYCINE;NITRILOTRIACETATE;NTA acid;TRILON A;Nitrilotriacetic;NITRILOACETIC ACID;2,2',2''-Nitrilotriacetic acid;nci-c02766;NITRILOACETATE
CBNumber:
CB9241989
Molecular Formula:
C6H9NO6
Molecular Weight:
191.14
MDL Number:
MFCD00004287
MOL File:
139-13-9.mol
Last updated:2024-03-14 15:25:22

Nitrilotriacetic acid Properties

Melting point 245 °C (dec.)(lit.)
Boiling point 326.86°C (rough estimate)
Density 1.5784 (rough estimate)
vapor pressure 0-0Pa at 20-25℃
refractive index 1.4860 (estimate)
Flash point 100 °C
storage temp. 2-8°C
solubility 0.1 M NaOH: 0.1 M at 20 °C, clear, colorless
form Powder
pka 3.03, 3.07, 10.70(at 20℃)
color White
Water Solubility Insoluble. <0.01 g/100 mL at 23 ºC
λmax λ: 260 nm Amax: 1.5
λ: 280 nm Amax: 0.05
Merck 14,6579
BRN 1710776
LogP -3.81 at 25℃
CAS DataBase Reference 139-13-9(CAS DataBase Reference)
FDA UNII KA90006V9D
NIST Chemistry Reference Nitrilotriacetic acid(139-13-9)
Proposition 65 List Nitrilotriacetic Acid
IARC 2B (Vol. 48, 73) 1999
EPA Substance Registry System Nitrilotriacetic acid (139-13-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H319-H351
Precautionary statements  P201-P305+P351+P338-P308+P313
Hazard Codes  Xn,T
Risk Statements  22-36-40-36/37/38-45-20/21/22
Safety Statements  26-36/37-45-36/37/39-53
RIDADR  2811
WGK Germany  2
RTECS  AJ0175000
21
TSCA  Yes
HazardClass  8
PackingGroup  II
HS Code  29224995
Toxicity LD50 orally in Rabbit: 1100 mg/kg
NFPA 704
0
2 0

Nitrilotriacetic acid price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 72559 Nitrilotriacetic acid BioUltra, ≥99.0% (T) 139-13-9 100g $85.4 2024-03-01 Buy
Sigma-Aldrich 1463950 Nitrilotriacetic acid United States Pharmacopeia (USP) Reference Standard 139-13-9 50mg $420 2024-03-01 Buy
TCI Chemical N0098 Nitrilotriacetic Acid >98.0%(T) 139-13-9 25g $22 2024-03-01 Buy
TCI Chemical N0098 Nitrilotriacetic Acid >98.0%(T) 139-13-9 500g $65 2024-03-01 Buy
Alfa Aesar A11936 Nitrilotriacetic acid, 99% 139-13-9 100g $30.8 2024-03-01 Buy
Product number Packaging Price Buy
72559 100g $85.4 Buy
1463950 50mg $420 Buy
N0098 25g $22 Buy
N0098 500g $65 Buy
A11936 100g $30.8 Buy

Nitrilotriacetic acid Chemical Properties,Uses,Production

Chemical Properties

Nitrilotriacetic acid, also known as NTA, is a white crystalline powder. It can dissolve in ammonia and alkali solutions while being slightly soluble in hot water. However, it is insoluble in water and most organic solvents. NTA can form mono-, di-, and tribasic salts, all of which are soluble in water. Combustible. 70% biodegradable.

Uses

Used in sequestration of metals; chelometric analysis.

Uses

Nitrilotriacetic acid is a chelating agent which forms coordination compounds with metal ions. Nitrilotriacetic acid is used in complexometric titrations and as well as for protein isolation and purification in the His-tag method. This compound is a contaminant of emerging concern (CECs).

Definition

ChEBI: Nitrilotriacetic acid is a tricarboxylic acid and a NTA. It has a role as a nephrotoxic agent and a carcinogenic agent. It is a conjugate acid of a nitrilotriacetate(1-).

Preparation

The synthesis of nitrilotriacetic acid involves the following steps:
Chloroacetic acid is reacted with sodium hydroxide to produce sodium chloroacetate.
Sodium chloroacetate then reacts with ammonium chloride to form sodium aminotriacetate.
The resulting sodium aminotriacetate is acidified to obtain nitrilotriacetic acid.

Synthesis Reference(s)

The Journal of Organic Chemistry, 15, p. 46, 1950 DOI: 10.1021/jo01147a008

General Description

Odorless white solid. Sinks in and mixes with water.

Air & Water Reactions

Water Insoluble.

Reactivity Profile

Nitrilotriacetic acid is incompatible with strong oxidizers, aluminum, copper, copper alloy and nickel. Nitrilotriacetic acid is also incompatible with strong bases.

Hazard

Possible carcinogen.

Health Hazard

Toxicity and health hazard of these compounds are low. Contact with eyes causes irritation.

Fire Hazard

Flash point data for Nitrilotriacetic acid are not available; however, Nitrilotriacetic acid is probably combustible.

Flammability and Explosibility

Non flammable

Biochem/physiol Actions

Nitrilotriacetic (NTA) has the ability to link with histidine side chain of proteins. It can be used in fluorescent labelling, hexahistidine (His6)-tagged proteins for purification and surface immobilization.

Safety Profile

Confirmed carcinogen with experimental carcinogenic and neoplastigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx,.

Potential Exposure

Nitrilotriacetic acid (NTA) was used as a phosphate replacement in laundry detergents in the late 1960s. In 1971, the use of NTA was discontinued. The possibility of resumed use arose in 1980. NTA is now used in laundry detergents in states where phosphates are banned. NTA is also used as a boiler feed-water additive at a maximum use level of 5 ppm of trisodium salt. Currently, the remaining nondetergent uses of NTA are for water treatment, textile treatment; metal plating and cleaning; and pulp and paper processing.

Carcinogenicity

Nitrilotriacetic acid is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Purification Methods

Crystallise it from water and dry it at 110o. [Beilstein 4 IV 2441.]

Incompatibilities

Dust may form explosive mixture with air. Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat, toxic and possibly flammable gases), thiosulfates and dithionites (releasing hydrogen sulfate and oxides of sulfur). Attacks aluminum, copper, copper alloy and nickel.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

1155-64-2
79-08-3
139-13-9
Synthesis of Nitrilotriacetic acid from N6-Cbz-L-Lysine and Bromoacetic acid
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View Lastest Price from Nitrilotriacetic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Nitrilotriacetic acid pictures 2024-03-15 Nitrilotriacetic acid
139-13-9
US $47.00-22.00 / kg 500kg 99.9 200ton Shandong Juchuang Chemical Co., LTD
Nitrilotriacetic acid pictures 2023-11-11 Nitrilotriacetic acid
139-13-9
US $20.00-9.00 / kg 1kg 0.99 20 tons Hebei Yanxi Chemical Co., Ltd.
Nitrilotriacetic acid pictures 2023-10-09 Nitrilotriacetic acid
139-13-9
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
nitrilo-2,2’,2’’-triaceticacid Nitrilortiaceticacid nitrilotri-aceticaci nitrilotris(methylenecarboxylicacid) Noname titriplexi tri(carboxymethyl)amine Triglycolamidicacid ai3-52483 chel300 complexoni Glycine,N,N-bis(carboxyme hampshirentaacid komplexoni kyselinanitrilotrioctova kyselinanitrilotrioctova(czech) n,n-bis(carboxymethyl)-glycin Trilone A Ammonium triacetic acid,Triglycollamic acid,α,α',α”-Trimethylaminetricarboxylic acid,chelaton I,NTA NITRILOTRIACETIC ACID 98+% & IDRANAL I R. G. NITRILOTRIACETIC ACID ACS REAGENT NITRILOTRIACETIC ACID, 98+%, A.C.S. REAG ENT NITRILOTRIACETIC ACID FREE ACID*SIGMA GR ADE NITRILOTRIACETIC ACID -PLANT CELL*CULTUR E TESTED NITRILOTRIACETIC ACID, ACS, FOR COMPLEXO METRY NitrilotriaceticAcidGr NitrilotriaceticAcid,NTA idranal i nitrilotriacetic acid, acs NITRILOTRIACETICACID,CP NITRYLTRIACETICACID NITRILOTRIACETATEMONOHYDRATE NITRILOTRIACETATEACID NITRILOTRIACETIC ACID FREE ACID*SIGM Nitrilotriacetic acidACS reagent, ≥ 98.0% (Titration) Triglycollamic Acid N,N-Bis(carboxymethyl)glycine NTA Tris(carboxymethyl)amine Triglycine Titriplex I for analysis (nitrilotriacetic acid) NITRILOTRIACETIC ACID REAGENT (ACS) Trimethylamine-1.1’,1’’-tricarboxylicacid versenentaacid NITRILOTRIACETIC ACID TRIGLYCOLLAMIC ACID TIMTEC-BB SBB006593 TITRIPLEX(R) I TRIS(CARBOXYMETHYL)AMINE TRIMETHYLAMINE-A,A',A''-TRICARBOXYLIC ACID TRIMETHYLAMINE-ALPHA,ALPHA',ALPHA''-TRICARBOXYLIC ACID Nitrilotriacetic acid, ACS, 98.0% min Nitrilotriacetic Acid, Reagent IDRANAL(R) I N,N-Bis(carboxymethyl)glycine, Nitrilotriacetic acid, NTA, Tris(carboxymethyl)amine N,N-Bis(carboxymethyl)glycine, NTA, Tris(carboxymethyl)amine IMINOTRIACETIC ACID IDRANAL(R) COMPLEXONE L(R) COMPLEXONE I ALPHA,ALPHA',ALPHA''-TRIMETHYLAMINETRICARBOXYLIC ACID