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Trioctylamin

Trioctylamine

HCID 14227
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Grundinformationen

CAS
1116-76-3
Standard-SMILES
CCCCCCCCN(CCCCCCCC)CCCCCCCC
InChIKey
XTAZYLNFDRKIHJ-UHFFFAOYSA-N
Summenformel
C24H51N
Durchschnittliche Molmasse
353,7 g/mol
Monoisotopische Masse
353,40215063

Namen und Bezeichner

Bevorzugter Name
Trioctylamine
IUPAC
N,N-dioctyloctan-1-amine
Lokaler Name
Trioctylamin
Englischer Name
Tri-n-octylamine
Summenformel
C24H51N
Molmasse
353.67

Namen und Synonyme

TrioctylamineTRI-N-OCTYLAMINE1116-76-3TricaprylamineTricaprylylamineTri-n-caprylylamine1-Octanamine, N,N-dioctyl-Farmin 08Alamine 336NSC-11034I40965UY86DTXSID3047635
Weitere Namen anzeigen
alamine336alamine308TrioctylaminTNOATA8
RefChem:191858DTXCID1027635214-242-1N,N-dioctyloctan-1-amineAlamine 336SAlamine 3365Alamine 308336S

Datenbank-Bezeichner

CAS
1116-76-3、68814-95-9
PubChem CID
14227
DTXSID
DTXSID3047635
ChEMBL
CHEMBL3222022
UNII
I40965UY86
EC Number
214-242-1
Nikkaji
J2.126A

Eigenschaften

Berechnete Struktureigenschaften

XLogP
10,5
Polarare Oberfläche (TPSA)
3,2 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
21
Schwere Atome
25
Formalladung
0
Komplexität
188

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Nitrogen Compounds -> Amines, Aliphatic

Industrial compound

Density · 2 Einträge

0.82 @25 °C

0.809 @25 °C

Viscosity7.862X10-2 Pa.s @ 238.55 K
SolubilityIn water, 0.050 mg/l @ 25 °C
Boiling Point345 °C @760 [mm Hg]
Melting Point · 2 Einträge

-34.6 °C

-20 °C

Vapor Pressure · 2 Einträge

0.0000549 [mmHg]

0.01 [mm Hg] @20 °C

Surface Tension3.4791X10-2 N/m @ 238.55 K
Heat of Vaporization1.2571X10+8 J/Kmol @ 238.55 K
Physical Description · 2 Einträge

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 0.4% (1 of 266) of reports.

Danger

H315 (99.6%): Causes skin irritation [Warning Skin corrosion/irritation]

P203, P260, P261, P264, P264+P265, P270, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 266 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: 1-Octanamine, N,N-dioctyl-

1-Octanamine, N,N-dioctyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Octanamine, N,N-dioctyl- 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)

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

Other Safety InformationIMAP assessments - Tertiary aliphatic (C8-12) amines: Human health tier II assessment
Hazards SummaryAn irritant; [MSDSonline]
Hazard Classes and Categories · 3 Einträge

Skin Irrit. 2 (99.6%)

Eye irritation - category 2A

Hazardous to the aquatic environment (Acute) - Category 1

Critical Temperature and PressureCritical temperature: 782.0 K; critical pressure: 1.0100X10+6 Pa

Chemie und Industrie

Verwendung und Herstellung

Uses · 6 Einträge

Used as an extractant for reactor fuel processing and dye identification, an intermediate for quaternary salts, a promoter for dental cement, and a reagent for mineral extraction; Also used in defoliant formulations; [HSDB]

Farming (Pesticides) [Category: Industry]

COMPONENT OF DEFOLIANT FORMULATION

USED AS AN EXTRACTANT FOR REACTOR FUEL PROCESSING.

USED AS AN EXTRACTANT FOR IDENTIFICATION OF DYES.

LIQUID ANION EXCHANGE AGENT FOR URANIUM EXTRACTION

U.S. Production · 3 Einträge

2023: 50,000 - <250,000 lb

(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1981) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Industry UsesIntermediate
Methods of Manufacturing · 2 Einträge

REACTION OF N-OCTYL ALCOHOL WITH AMMONIA IN THE PRESENCE OF HYDROGEN & A CATALYST; CATALYTIC HYDROGENATION OF CAPRYLONITRILE

Production: n-octanol + ammonia (ammoniation)

Formulations/PreparationsA FORMULATION CONTAINING METOXURON MIXED WITH AN EMULSION CONTAINING TRIOCTYLAMINE 50%, ATLOX 4851 B 15%, AND ISOPROPANOL 35% WAS ACTIVE AS A POTATO DEFOLIANT.
General Manufacturing Information · 3 Einträge

All Other Basic Organic Chemical Manufacturing

1-Octanamine, N,N-dioctyl-: ACTIVE

ANTHRAQUINONEDISULFONATES & VANADIUM COMPD ARE REMOVED FROM THE STRETFORD-DESULFURIZATION WASTEWATER BY EXTRACTION WITH TRI-N-OCTYLAMINE AT PH 1 TO 2 & SO3H GROUP-II MOLAR RATIO OF APPROX 0.2, FOLLOWED BY SORPTION OF VANADIUM COMPD WITH A CHELATE RESIN AT PH 2 TO 6.

Anwendungen

VerwendenTri-n-octylamine is used as an extractant for organic acids and precious metals.

Vor- und nachgelagerte Produkte

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31
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Reaktionsgleichung von HRID 148247
HRID 148247als EduktTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
Reaktionsgleichung von HRID 232395
HRID 232395als Produktuspto-grants-1989_07
Reaktionsgleichung von HRID 259955
HRID 259955als Eduktuspto-grants-1996_06
Reaktionsgleichung von HRID 259956
HRID 259956als Eduktuspto-grants-1996_06
Reaktionsgleichung von HRID 259958
HRID 259958als Eduktuspto-grants-1996_06
Reaktionsgleichung von HRID 259962
HRID 259962als Eduktuspto-grants-1996_06
Reaktionsgleichung von HRID 259963
HRID 259963als Eduktuspto-grants-1996_06
Reaktionsgleichung von HRID 265661
HRID 265661als Eduktuspto-grants-1997_07
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Liquid

Colorless liquid; [MSDSonline]

Physikochemische Eigenschaften

Schmelzpunkt
34 °C · 34 °C
Siedepunkt
164 · 164-168 °C/0.7 mmHg (lit.) 365-367 °C (lit.)
Dichte
0.809 g/mL · 0.809 g/mL at 25 °C (lit.)
Dampfdruck
0.01 hPa · <0.01 hPa (20 °C)
Brechungsindex
20 · n20/D 1.449(lit.)
Flammpunkt
230 °F · >230 °F
storage temp.
30 °C · Store below +30°C.
Löslichkeit
0.1 g/mL, · chloroform: 0.1 g/mL, clear, colorless
Aggregatzustand
Low Melting Crystalline Mass
pka
10.08 · 10.08±0.50(Predicted)
Wichte
0.811 · 0.811 (20/4℃)
Farbe
White to off-white
Wasserlöslichkeit
Miscible with chloroform. Immiscible with water.
BRN
1210618 · 1210618
Henry's Law Constant
7 · 7.0×10-4 mol/(m3Pa) at 25℃, HSDB (2015)
InChI
1S/C24H51N/c1-4-7-10-13-16-19-22-25(23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3
InChIKey
XTAZYLNFDRKIHJ-UHFFFAOYSA-N
SMILES
CCCCCCCCN(CCCCCCCC)CCCCCCCC
CAS Datenbank
1116 · 1116-76-3(CAS DataBase Reference)
NIST chemische Informationen
1 · 1-Octanamine, N,N-dioctyl-(1116-76-3)
EPA chemische Informationen
Trioctylamine (1116-76-3)

Sicherheit und Schutzausrüstung

Disposal Methods · 1 Eintrag

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Protective Action Criteria (PAC) · 6 Einträge

17 [mg/m3]

180 [mg/m3]

1100 [mg/m3]

6.0 [mg/m3]

66 [mg/m3]

400 [mg/m3]

Toxikologische Informationen

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 22,600(SRC), determined from a measured water solubility of 0.050 mg/l(2) and a regression-derived equation(3), indicates that tri-n-octylamine is expected to be immobile in soil(SRC). Volatilization of tri-n-octylamine from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.4X10-2 atm-cu m/mole(SRC), using a fragment constant estimation method(4). However, adsorption to soil is expected to attenuate volatilization. Tri-n-octylamine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 5.5X10-5 mm Hg(SRC), determined from a fragment constant method(5). Biodegradation is not expected to be an important fate process. Tri-n-octylamine, present at 30 mg/l, reached 0% of its theoretical BOD in 2 weeks using an activated sludge inoculum at 100 mg/l and the Japanese MITI test(2).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 22,600(SRC), determined from a measured water solubility of 0.050 mg/l(2) and a regression-derived equation(3), indicates that tri-n-octylamine is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.4X10-2 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 5 hrs and 7 days, respectively(SRC). However, adsorption to suspended solids and sediment is expected to attenuate volatilization. According to a classification scheme(5), BCF values of 23 to 143 in fish(2), suggest the potential for bioconcentration in aquatic organisms is low to high(SRC). Trialkyl amines, including tri-n-octylamine, are recalcitrant, showing little degradation in standard BOD tests(7). Tri-n-octylamine, present at 30 mg/l, reached 0% of its theoretical BOD in 2 weeks using an activated sludge inoculum at 100 mg/l and the Japanese MITI test(2) which suggests that biodegradation is not a fast environmental fate process(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tri-n-octylamine, which has an estimated vapor pressure of 5.5X10-5 mm Hg at 25 °C(2), is expected to exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase tri-n-octylamine 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 3 hrs(SRC), calculated from its rate constant of 1.2X10-10 cu cm/molecule-sec at 25 °C(3) determined using a structure estimation method(3). Particulate-phase tri-n-octylamine may be removed from the air by wet and dry deposition(SRC).

Soil Adsorption/Mobility · 1 Eintrag

The Koc of tri-n-octylamine is estimated as 22,600(SRC), using a measured water solubility of 0.050 mg/l(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that tri-n-octylamine is expected to be immobile in soil.

Artificial Pollution Sources · 1 Eintrag

Tri-n-octylamine's production and use as a mineral extraction reagent(1), an extractant for reactor fuel processing(2), and its use as an extractant for identification of dyes(3) may result in its release to the environment through various waste streams(SRC).

Environmental Biodegradation · 1 Eintrag

AEROBIC: Trialkyl amines, including tri-n-octylamine, are recalcitrant, showing little degradation in standard BOD tests(1). Tri-n-octylamine, present at 30 mg/l, reached 0% of its theoretical BOD in 2 weeks using an activated sludge inoculum at 100 mg/l and the Japanese MITI test(2).

Environmental Bioconcentration · 1 Eintrag

During a 6 week period, BCFs of 23-101 and 25-143 were determined for tri-n-octylamine at concentrations of 50 and 5 mg/l, respectively(1). According to a classification scheme(2), these BCF values suggests the potential for bioconcentration in aquatic organisms is low to high.

Volatilization from Water/Soil · 1 Eintrag

The Henry's Law constant for tri-n-octylamine is estimated as 1.4X10-2 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that tri-n-octylamine is expected to volatilize rapidly from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 5 hrs hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 7 days(SRC). Tri-n-octylamine's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). The estimated volatilization half-life from a model pond is 63 years if adsorption is considered versus 22 days if adsorption is not(4). Tri-n-octylamine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 5.5X10-5 mm Hg(SRC), determined from a fragment constant method(3).

Non-Human Toxicity ExcerptsFISH (SUCH AS HARDYHEADS) SHOWED A 96 HR TOLERANCE LIMIT OF 18 MG/L TO ALAMINE 336. IT WAS TOXIC TO CHLAMYDOMONAS AT CHRONIC EXPOSURE OF 2 MG/L.
Environmental Abiotic Degradation · 1 Eintrag

The rate constant for the vapor-phase reaction of tri-n-octylamine with photochemically-produced hydroxyl radicals has been estimated as 1.2X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 3 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Tri-n-octylamine may undergo hydrolysis in the environment due to the presence of hydrolyzable functional groups(2).

Probable Routes of Human ExposureOccupational exposure to tri-n-octylamine may occur through dermal contact with this compound at workplaces where tri-n-octylamine is produced or used. (SRC)
Environmental Fate/Exposure Summary · 1 Eintrag

Tri-n-octylamine's production and use as a mineral extraction reagent, an extractant for reactor fuel processing, and its use as an extractant for identification of dyes may result in its release to the environment through various waste streams. If released to air, an estimated vapor pressure of 5.5X10-5 mm Hg at 25 °C indicates tri-n-octylamine will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase tri-n-octylamine will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 3 hrs. Particulate-phase tri-n-octylamine will be removed from the atmosphere by wet and dry deposition. If released to soil, tri-n-octylamine is expected to be immobile based upon an estimated Koc of 22,600. Volatilization from moist soil surfaces may be an important fate process based upon an estimated Henry's Law constant of 1.4X10-2 atm-cu m/mole. However, adsorption to soil is expected to attenuate volatilization. Tri-n-octylamine will not volatilize from dry soil surfaces based upon its vapor pressure. Biodegradation is not expected to be an important fate process as suggested by the lack of biodegradation in the Japanese MITI test. If released into water, tri-n-octylamine is expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is expected to be an important fate process based upon this compound's estimated Henry's Law constant. However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. BCF values ranging from 23-143 suggest bioconcentration in aquatic organisms is low to high. Occupational exposure to tri-n-octylamine may occur through dermal contact with this compound at workplaces where tri-n-octylamine is produced or used. (SRC)

Antidote and Emergency Treatment · 2 Einträge

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. 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 normal saline 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 patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . Cover skin burns with dry sterile dressings after decontamination ... . /Organic bases/Amines and related compounds/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or has severe pulmonary edema. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. If patient is unresponsive to these measures, vasopressors may be helpful. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic bases/Amines and related compounds/

Sicherheitsdaten

F
10-23
wgk
2
tsca
TSCA listed
ridadr
UN3082
hs_code
29211980
RTECS-Nr.
RG8225000
risk_code
36/37/38-51/53
Toxizität
LD50 intraperitoneal in rat: 1gm/kg
hazard_code
Xi,N
safety_code
26-61-36/37/39-29
hazard_class
9
packing_group
III
Speicherklasse
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Giftige Stoffe Daten
1116-76-3(Hazardous Substances Data)
Hazard Classifications
Aquatic Chronic 2Eye Irrit. 2Repr. 1BSkin Irrit. 2STOT RE 1 Oral
Selbstentzündungstemperatur
315 °C

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