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Trisodium N-hydroxyethylethylenediaminetriacetate

HCID 8772
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
1330-54-7
Standard SMILES
O=C([O-])CN(CCO)CCN(CC(=O)[O-])CC(=O)[O-].[Na+].[Na+].[Na+]
InChIKey
WHNXAQZPEBNFBC-UHFFFAOYSA-K
Molecular formula
C10H15N2Na3O7
Average molar mass
344.2 g/mol
Monoisotopic mass
344.05723367

Overview

See also: Hydroxyethylethylenediaminetriacetic acid (annotation moved to).

Names & identifiers

Preferred name
Trisodium N-hydroxyethylethylenediaminetriacetate
IUPAC
trisodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(2-hydroxyethyl)amino]acetate

Names & synonyms

Trisodium HEDTAVersen-olHamp-ol crystalsPerma kleer 80Chemcolox 800Monaquest ica-120Chel dm 41Detarol trisodium saltCaswell No. 487CHamp-ol 120Perma kleer 80, crystalsTrisodium N-hydroxyethylethylenediaminetriacetate
Show more names
Versen-01HSDB 5628EINECS 205-381-9K3E0U7O8KIEPA Pesticide Chemical Code 039109NSC 148338Trisodium N-(2-hydroxyethyl)ethylenediamine-N,N',N'-triacetateSODIUM HEDTA

Database identifiers

CAS
1330-54-7、139-89-9
PubChem CID
8772
DTXSID
DTXSID9027075
ChEMBL
CHEMBL2028176
UNII
K3E0U7O8KI
EC Number
205-381-9
Nikkaji
J5.649I

Properties

Computed structural properties

Topological polar surface area
147 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
9
Rotatable bonds
8
Heavy atoms
22
Formal charge
0
Complexity
288

Experimental & physicochemical properties

Cosmetics · 2 items

Cosmetic ingredients (Trisodium HEDTA) -> CIR (Cosmetic Ingredient Review)

Chelating

pHpH of a 1 wt% solution = 11.2
Density · 2 items

1.285

1.285 @25 °C

Solubility · 2 items

Insoluble in most organic solvents

In water, 480 g/L at 20 °C

Flash PointFlash point: 100 °C (closed cup)
Melting Point · 2 items

288 °C (hydate)

288 °C

Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical DescriptionLiquid
Other Experimental Properties · 3 items

Stability Constants [Table#5466]

Forms strong 1:1 ferric chelates which will then chelate other heavy metal or alkaline earth ions

Perma Kleer 120: Liquid form, 41% min. solids, with flash point >200 °F.

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 0.2% (2 of 938) of reports.

Danger

H302 (30.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P273, P280, P301+P317, P302+P352, P305+P351+P338, P305+P354+P338, P317, P321, P330, P332+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 938 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 5 items

Chemical: Glycine, N-[2-[bis(carboxymethyl)amino]ethyl]-N-(2-hydroxyethyl)-, trisodium salt

Glycine, N-[2-[bis(carboxymethyl)amino]ethyl]-N-(2-hydroxyethyl)-, sodium salt (1:3) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Glycine, N-[2-[bis(carboxymethyl)amino]ethyl]-N-(2-hydroxyethyl)-, sodium salt (1:3) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: Trisodium 2-(carboxylatomethyl(2-hydroxyethyl)amino)ethyliminodi(acetate) (EC: 205-381-9)

Glycine, N-2-bis(carboxymethyl)aminoethyl-N-(hydroxyethyl)-, trisodium salt: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Trisodium N-hydroxyethylethylenediaminetriacetate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Glycine, N-[2-[bis(carboxymethyl)amino]ethyl]-N-(2-hydroxyethyl)-, trisodium salt: Human health tier I assessment
FDA RequirementsTrisodium N-hydroxyethylethylenediaminetriacetate is an indirect food additive for use only as a component of adhesives.
FIFRA Requirements · 1 item

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Trisodium (2-hydroxyethyl)ethylenediaminetriacetate is found on List D. Case No: 4037; Pesticide type: fungicide, herbicide, antimicrobial; Case Status: None of the active ingredients in the case are being supported for reregistration by their registrants. All are unsupported, or some are unsupported and some are cancelled. Cases described as "unsupported" generally are being processed for cancellation.; Active ingredient (AI): trisodium (2-hydroxyethyl)ethylenediaminetriacetate; AI Status: Registrants of the pesticide have not made or honored a commitment to seek reregistration, conduct the necessary studies, or pay the requisite fees, or they have asked EPA to cancel their product registrations. Unless some other interested party supports them, products containing the pesticide will be cancelled.

Hazard Classes and CategoriesAcute Tox. 4 (30.3%)
Hazardous Reactivities and Incompatibilities · 3 items

/Incompatible with/ oxidizing agents.

Reacts with aluminum, with evolution of hydrogen.

The affinity of HEDTA for divalent metal ions is similar to that of EDTA in the acid pH range, but metal chelates of HEDTA are much more susceptible to metal hydrolysis and other interferences in the alkaline pH range. /HEDTA/

Safety & protection

Fire Fighting ProceduresSuitable extinguishing media: water, dry extinguishing media, carbon dioxide, foam.
Storage ConditionsStore at ambient temperature. Keep container tightly closed.
Cleanup MethodsFor small amounts: Pick up with inert absorbent material (if possible). Dispose of absorbed material in accordance with regulations. For large amounts: Pump off product. Dike spillage.
Disposal Methods · 1 item

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 2 items

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.

Protective Action Criteria (PAC) · 3 items

12 [mg/m3]

130 [mg/m3]

790 [mg/m3]

Personal Protective Equipment (PPE)Wear NIOSH-certified chemical goggles. ... Respiratory protection: Wear respiratory protection if ventilation is inadequate. Hand protection: Chemical resistant protective gloves, Suitable materials, rubber, plastic.

Toxicology

Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Probable Routes of Human Exposure · 1 item

NIOSH (NOES Survey 1981-1983) has statistically estimated that 148,871 workers (72,162 of these were female) were potentially exposed to trisodium N-hydroxyethylethylenediaminetriacetate in the US(1). Occupational exposure to ethylenediamine tetraacetic acid may occur through dermal contact with this compound at workplaces where ethylenediamine tetraacetic acid is produced or used(SRC).

Antidote and Emergency Treatment · 3 items

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

Non-Human Toxicity ValuesLD50 Rat oral 10,000 mg/kg

Regulatory information

FDA RequirementsTrisodium N-hydroxyethylethylenediaminetriacetate is an indirect food additive for use only as a component of adhesives.
FIFRA Requirements · 1 item

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Trisodium (2-hydroxyethyl)ethylenediaminetriacetate is found on List D. Case No: 4037; Pesticide type: fungicide, herbicide, antimicrobial; Case Status: None of the active ingredients in the case are being supported for reregistration by their registrants. All are unsupported, or some are unsupported and some are cancelled. Cases described as "unsupported" generally are being processed for cancellation.; Active ingredient (AI): trisodium (2-hydroxyethyl)ethylenediaminetriacetate; AI Status: Registrants of the pesticide have not made or honored a commitment to seek reregistration, conduct the necessary studies, or pay the requisite fees, or they have asked EPA to cancel their product registrations. Unless some other interested party supports them, products containing the pesticide will be cancelled.

Chemistry & industry

Uses & manufacturing

Uses · 5 items

CIR ingredient: Trisodium HEDTA

For trisodium (2-hydroxyethyl)ethylenediaminetriacetate (USEPA/OPP Pesticide Code: 039109) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

... Hydroxyethyl Ethylenediamine Triacetic Acid (HEDTA) and its salt, Trisodium HEDTA, are substituted amines. These ingredients function as chelating agents in cosmetic formulations by combining with polyvalent metal cations in solution to form soluble ring structures.

The use of EDTA and its salts as stabilizing and chelating agents has been described as "ubiquitous". Originally, EDTA and the Edetates were developed to counteract the effects of hard water and heavy metal ions on dyestuffs used in textile manufacture. Currently, these ingredients are used in a wide number of applications. EDTA, HEDTA, and their salts maintain clarity, protect fragrance components, stabilize polymeric thickeners and color additives, prevent rancidity, and increase preservative effectiveness, among other effects.

As chelating agent for trivalent iron from pH 7 to pH10. Forms strong 1:1 ferric chelates. The iron chelates formed will then chelate other heavy metal or alkaline earth ions.

U.S. Production · 4 items

2023: 10,000,000 - <25,000,000 lb

Glycine, N-[2-[bis(carboxymethyl)amino]ethyl]-N-(2-hydroxyethyl)-, trisodium salt is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).[EPA/Office of Pollution Prevention and Toxics; High Production Volume (HPV) Challenge Program. Glycine, N-[2-

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5467]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: Glycine, N-[2-[bis(carboxymethyl)amino]ethyl]-N-(2-hydroxyethyl)-, sodium salt. Aggregated National Production Volume: 10 to < 50 million pounds.[US EPA; Non-Confidential 2006 Inventory Update Reporting. National Chemical Information. Glycine, N-[2-

Consumer UsesIon exchange agent
Industry UsesChelating agent
Methods of ManufacturingYoung, US patent 2811550 (1957 to Refined Prod); Kroll, Dexter, US patent 2845457 (1958 to Geigy).
Formulations/Preparations · 2 items

Versenol 120 (Dow). Trademark name for the trisodium salt of N-hydroxyetheyethylenediaminetriacetic acid.

Trilon D Liquid: 30.0 - 60.0 % Trisodium HEDTA; 1.0 - 5.0 % Sodium Hydroxide; 1.0 - 5.0 % trisodium nitrilotriacetate

Household ProductsInformation on 10 consumer products that contain Trisodium HEDTA in the following categories is provided:
Use ClassificationCosmetics -> Chelating
General Manufacturing Information · 3 items

Oil and Gas Drilling, Extraction, and Support activities

Glycine, N-[2-[bis(carboxymethyl)amino]ethyl]-N-(2-hydroxyethyl)-, sodium salt (1:3): ACTIVE

Sour water is stripped with air in a tower to remove hydrogen sulfide, the evolved gas is scrubbed with an aqueous chelated Fe3+ solution in an upper portion of the tower to absorb the H2S and oxidize it to sulfur, and the treated gas is discharged from the top of the tower. A suitable solution for scrubbing consists of water 2400, 39% FeCl3 577, Na4EDTA 272, trisodium-n(2-hydroxyethyl)ethylenediaminetriacetate 272, 70% sorbitol 272, 50% NaOH 153, and Na2CO3 350 g.

Related reactions

1 records
New reaction record
HRID 2057793 reaction equation
HRID 2057793As reactantuspto-grants-1980_07

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes