1,1',1''-Nitrilotripropan-2-ol

Triisopropanolamine

HCID 24730

Grundinformationen

CAS
122-20-3
Standard-SMILES
CC(O)CN(CC(C)O)CC(C)O
InChIKey
SLINHMUFWFWBMU-UHFFFAOYSA-N
Summenformel
C9H21NO3
Durchschnittliche Molmasse
191,27 g/mol
Monoisotopische Masse
191,15214353

Überblick

Triisopropanolamine is a white solid with slight odor of ammonia. Denser than water.

Namen und Bezeichner

Bevorzugter Name
Triisopropanolamine
IUPAC
1-[bis(2-hydroxypropyl)amino]propan-2-ol
Lokaler Name
1,1',1''-Nitrilotripropan-2-ol
Englischer Name
Triisopropanolamine
Summenformel
C9H21NO3
Molmasse
191.27

Namen und Synonyme

Triisopropanolamine122-20-3TIPATRIS(2-HYDROXYPROPYL)AMINETri-2-propanolamineTri-iso-propanolamineTris(2-propanol)amineTris(2-hydroxy-1-propyl)amine2-Propanol, 1,1',1''-nitrilotri-2-Propanol, 1,1',1''-nitrilotris-1,1',1''-Nitrilotri-2-propanolDTXSID5021415
Weitere Namen anzeigen
TPEAAMIX TITripropanolamineNITRILOTRIPROPANOLPharmaceutical Intermediate and Research Chemical 122-20-3TIPA99AMIX TI 85%
TriisopropanolaminW9EN9DLM981,1',1''-Nitrilotris(2-propanol)UNICHEM TIPANSC-4010DTXCID2014151,1',1''-Nitrilotris[2-propanol]204-528-4

Datenbank-Bezeichner

CAS
122-20-3
PubChem CID
24730
DTXSID
DTXSID5021415
ChEMBL
CHEMBL1877948
ChEBI
CHEBI:170017
UNII
W9EN9DLM98
EC Number
204-528-4
Nikkaji
J3.616A

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,5
Polarare Oberfläche (TPSA)
63,9 Ų
H-Brücken-Donoren
3
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
6
Schwere Atome
13

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Amines, Aliphatic
PolymersPlastics -> N.a.
Cosmetics · 2 Einträge

Cosmetic ingredients (Triisopropanolamine) -> CIR (Cosmetic Ingredient Review)

Buffering

pHpH = 10.83
LogP · 2 Einträge

log Kow = -0.015

-1.2

Density · 4 Einträge

1.02 at 68 °F (USCG, 1999) - Denser than water; will sink

1.0 at 20 °C/4 °C

Density: 0.99 kg/L at 25 °C

1.0 g/cm³

Physikochemische Eigenschaften

Schmelzpunkt
48 · 48-52 °C (lit.)
Siedepunkt
190 °C/23 · 190 °C/23 mmHg (lit.)
Dichte
1 · 1.0
Dampfdruck
1 hPa · 1 hPa (100 °C)
Brechungsindex
1.42 · 1.4200 (estimate)
Flammpunkt
160 °C · 160 °C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1735) of reports.

Warning

H319 (98.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 2-Propanol, 1,1',1''-nitrilotris-

2-Propanol, 1,1',1''-nitrilotris- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propanol, 1,1',1''-nitrilotris- 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)

Status: Active Update: 08-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14594

Triisopropanolamine: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 2-Propanol, 1,1',1''-nitrilotris-: Human health tier II assessment
Fire Hazards · 2 Einträge

Special Hazards of Combustion Products: Toxic fumes containing carbon monoxide, and/or carbon dioxide, and oxides of nitrogen.

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air.

Fire PotentialCombustible when exposed to heat or flame.
Health HazardsIrritation of eyes and skin. May cause slight corneal injury or burn. Repeated contact may cause skin burn. Heated vapor may cause moderate respiratory irritation. Low to moderately toxic by oral routes. (USCG, 1999)
Hazards SummaryA skin, respiratory tract, and severe eye irritant; [ICSC] A moderate skin and severe eye irritant in rabbits; No evidence of mutagenicity; [HSDB] An eye irritant; [eChemPortal: ESIS]

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Fire Extinguishing Agents Not to Be Used: Ordinary foam.

Use water spray, powder, foam, carbon dioxide.

First Aid Measures · 4 Einträge

Fresh air, rest. Half-upright position. Refer for medical attention.

Rinse skin with plenty of water or shower.

Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer immediately for medical attention.

Rinse mouth. Do NOT induce vomiting. Give one or two glasses of water to drink.

First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageSeparated from strong oxidants, strong acids and food and feedstuffs. Dry.
Fire Fighting ProceduresTo fight fire, use alcohol foam, water, CO2, dry chemical.
Nonfire Spill ResponseNeutralizing Agents for Acids and Caustics: Flush heavily with water. (USCG, 1999)

Toxikologische Informationen

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that triisopropanolamine is expected to have very high mobility in soil(SRC). The pKa of triisopropanolamine is 8.06(3), indicating that this compound will partially exist in cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization of triisopropanolamine from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 9.8X10-12 atm-cu m/mole(SRC), using a fragment constant estimation method(2). Triisopropanolamine is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 9.75X10-6 mm Hg at 25 °C(4). Triisopropanolamine was found to be not readily biodegradable using the Japanese MIT test where triisopropanolamine had only a 3.4% BODT after 4 weeks(5). However, the results of other ready, inherent and simulation tests have indicated that triisopropanolamine is readily susceptible to biodegradation with CO2 the dominant degradation product under aerobic conditions(3). One soil metabolism study found a triisopropanolamine half-life of approximately 2 days(3,4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that triisopropanolamine is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 9.8X10-12 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). According to a classification scheme(4), a BCF value of <0.57 in carp fish(5) suggests the potential for bioconcentration in aquatic organisms is low(SRC). Triisopropanolamine was found to be not readily biodegradable using the Japanese MIT test where triisopropanolamine had only a 3.4% BODT after 4 weeks(6). However, the results of other ready, inherent and simulation tests have indicated that triisopropanolamine is readily susceptible to biodegradation with CO2 the dominant degradation product under aerobic conditions(7). In a lake water-sediment batch study, triisopropanolamine had a half-life of 14.3 days with 62% mineralization to CO2(7). Triisopropanolamine is expected to be stable to aqueous hydrolysis in the environment(8).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), triisopropanolamine, which has a vapor pressure of 9.75X10-6 mm Hg at 25 °C(2), is expected to exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase triisopropanolamine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 3 hours(SRC), calculated from its rate constant of 1.2X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase triisopropanolamine may be removed from the air by wet or dry deposition(SRC). Triisopropanolamine absorbs light at wavelengths >290 nm(2) and may be susceptible to direct photolysis by sunlight(SRC).

Toxicity Summary · 2 Einträge

The Panel concludes that Diisopropanolamine, Triisopropanolamine, Isopropanolamine, and Mixed Isopropanolamines are safe as cosmetic ingredients in the present practices of use and concentration. The isopropanolamines should not be used in products containing N-nitrosating agents.

Safe for use in cosmetics, with qualifications

Signs and Symptoms · 4 Einträge

Sore throat. Cough. Burning sensation. Shortness of breath.

Redness.

Redness. Pain. Burns.

Sore throat. Burning sensation.

ICSC Environmental DataThe substance is harmful to aquatic organisms.
Soil Adsorption/Mobility · 1 Eintrag

Using a structure estimation method based on molecular connectivity indices(1), the Koc of triisopropanolamine can be estimated to be 10(SRC). According to a classification scheme(2), this estimated Koc value suggests that triisopropanolamine is expected to have very high mobility in soil. The pKa of triisopropanolamine is 8.06(3), indicating that this compound will partially exist in cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4).

Artificial Pollution SourcesTriisopropanolamine's production and use as a crosslinking agent for coatings, emulsifiers and surfactants, and use as a chemical intermediate(1) may result in its release to the environment through various waste streams(SRC).

Regulatorische Informationen

FDA RequirementsTriisopropanolamine is an indirect food additive for use only as a component of adhesives.
FIFRA Requirements · 1 Eintrag

Residues of 2-propanol, 1,1',1''-nitrilotris- are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest. Use: neutralizer. Limit: without limitation.

Sicherheitsdaten

wgk
1
tsca
TSCA listed
ridadr
UN 3259 8/PG 2
hs_code
2922 19 00
RTECS-Nr.
UB8750000
risk_code
36-52/53

Chemie und Industrie

Verwendung und Herstellung

Uses · 6 Einträge

CIR ingredient: Triisopropanolamine

Used as an emulsifying agent, rubber cross-linking agent, corrosion inhibitor in metal working fluids, and surfactant; [HSDB] Used in cyanide-free zinc plating and in the rubber industry; [CHEMINFO] Used in coatings (cross-linker and stabilizer) and pesticides (neutralizer and stabilizer); [Reference #1]

Metal Machining [Category: Heat or Machine]

For Tris(2-hydroxypropyl)amine) (USEPA/OPP Pesticide Code: 004209) 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./

Emulsifying agents.

Crosslinking agent (rubber); emulsifier/corrosion inhibitor (metal working fluids); surfactant/solubilising agent

U.S. Production · 4 Einträge

2023: 4,000,000 - <5,500,000 lb

2-Propanol, 1,1',1''-nitrilotris- 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).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5448]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 2-Propanol, 1,1',1''-nitrilotris-. Aggregated National Production Volume: 10 to < 50 million pounds.

Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesIntermediate
Methods of Manufacturing · 2 Einträge

Production: ammonia + propylene oxide (epoxidation; coproduced with diisopropanolamine/monoisopropanolamine)

Isopropanolamines are produced ... by treating propylene oxide with NH3 in the liquid phase in a continuous or batchwise procedure.

Formulations/Preparations · 2 Einträge

USEPA/OPP Pesticide Code 004209; Trade Names: None listed.

Grade: Technical

Anwendungen · 2 Einträge

BeschreibungTriisopropanolamine (TIPA), a tertiary alkanolamine, is majorly used as a grinding chemical that reduces agglomeration in the ball milling process and changes the particle distribution of the finished cement.

VerwendenTriisopropanolamine is an amine used for a variety of industrial applications including as an emulsifier, stabilizer, and chemical intermediate. It is also used to neutralize acidic components of some herbicides. It is majorly used as a grinding chemical that reduces agglomeration in the ball milling process and changes the particle distribution of the finished cement.

Darstellung · 1 Eintrag

synthetischeThe process involves preparing raw materials with a molar ratio of 1:3.00 to 3.05 using liquefied ammonia (pure ammonia) and propylene oxide. The reactor is decompressed to -0.098Mpa to remove oxygen, then deionized water is added to achieve a 28-60% concentration of ammoniacal liquor. The ammonia and propylene oxide are introduced in two batches: first, half the weight of liquefied ammonia is pumped into the still, followed by half the weight of propylene oxide at 20-50°C, maintaining an internal pressure below 0.5Mpa and a reaction temperature of 20-75°C. After adding propylene oxide, the mixture is kept for 1.0-3.0 hours. Then, under the same conditions, the second half of the liquefied ammonia and propylene oxide are added, and the reaction continues for another 1.0-3.0 hours at 20-120°C. After the reaction, the pressure in the reactor is reduced to remove moisture and low-boiling impurities, resulting in a Triisopropanolamine product with less than 5% water content.

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Anbieter100 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
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