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Nitrilotriacetic acid

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Nitrilotriacetic acid Basic information

Product Name:
Nitrilotriacetic acid
Synonyms:
  • nci-c02766
  • nitrilo-2,2’,2’’-triaceticacid
  • Nitrilortiaceticacid
  • nitrilotri-aceticaci
  • nitrilotris(methylenecarboxylicacid)
  • Noname
  • titriplexi
  • tri(carboxymethyl)amine
CAS:
139-13-9
MF:
C6H9NO6
MW:
191.14
EINECS:
205-355-7
Product Categories:
  • Organics
  • EDTA
Mol File:
139-13-9.mol
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Nitrilotriacetic acid Chemical 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)
NIST Chemistry Reference
Nitrilotriacetic acid(139-13-9)
IARC
2B (Vol. 48, 73) 1999
EPA Substance Registry System
Nitrilotriacetic acid (139-13-9)
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Safety Information

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
Hazardous Substances Data
139-13-9(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 1100 mg/kg

MSDS

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Nitrilotriacetic acid Usage And Synthesis

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

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).

Uses

Used in sequestration of metals; chelometric analysis.

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

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 Nitrilotriacetic acid is 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

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.

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.

Nitrilotriacetic acidSupplier

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