Triethylamine

HCID 8471CAS 121-44-8

基本情報

標準SMILES
CCN(CC)CC
InChIKey
ZMANZCXQSJIPKH-UHFFFAOYSA-N
分子式
C6H15N
平均分子量
101.19 g/mol
単同位体質量
101.12044948

名称と識別子

優先名称
Triethylamine
IUPAC
N,N-diethylethanamine
現地名
トリエチルアミン
英語名
Triethylamine
分子式
C6H15N
分子量
101.19

名称と別名

TRIETHYLAMINE121-44-8N,N-Diethylethanamine(Diethylamino)ethaneEthanamine, N,N-diethyl-TriaethylaminTrietilaminaDTXSID3024366VOU728O6AYTEN [Base]DTXCID204366FEMA NO. 4246
名称をさらに表示
トリエチルアミンN,N-ジエチルエタンアミンエチルジエチルアミントリエチルアミン標準品トリエチルアミン ELUENT ADDITIVE FOR LC-MSトリエチルアミン FOR HPLC,≥99.5%TEAEt3NTEN(C2H5)3NTRIETHYLAMINE ANHYDROUSTETN
CHEBI:35026TEN (Base)RefChem:899489204-469-4triethyl amineTriethylaminN,N,N-TriethylamineNEt3

データベース識別子

CAS
121-44-8
PubChem CID
8471
DTXSID
DTXSID3024366
ChEMBL
CHEMBL284057
ChEBI
CHEBI:35026
UNII
VOU728O6AY
EC Number
204-469-4
Nikkaji
J2.485F

物性

構造計算による物性

XLogP
1.4
極性表面積
3.2 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
3
重原子数
7

実験および物理化学的性質

LogP · 3 件

log Kow = 1.45

1.45

1.45

Odor · 2 件

Strong, ammoniacal ordor

Fishy

Density · 6 件

0.729 at 68 °F (USCG, 1999) - Less dense than water; will float

0.7275 g/cu cm at 20 °C

Bulk density: 6.1 lb/gal

Saturated liquid density: 45.420 lb/cu ft; liquid heat capacity: 0.556 Btu/lb °F; saturated vapor pressure: 1.084 lb/sq in; saturated vapor density: 0.01930 lb/cu ft (all at 70 °F)

Relative density (water = 1): 0.7

0.724-0.730

Viscosity0.347 mPa.s at 25 °C
Color/FormColorless liquid
Solubility · 6 件

Soluble (NTP, 1992)

In water, 6.86X10+4 mg/L at 25 °C

Miscible with water below 18.7 °C

Soluble in ethanol, carbon tetrachloride, ethyl ether; very soluble in acetone, benzene, chloroform

Soluble in fixed oils, mineral oil, oleic and stearic acids and in hot carnauba and paraffin waxes.

For more Solubility (Complete) data for TRIETHYLAMINE (6 total), please visit the HSDB record page.

物理化学的性質

融点
-115 °C · -115 °C
沸点
90 °C · 90 °C
比重(密度)
0.728 · 0.728
蒸気密度
3.5 · 3.5 (vs air)
蒸気圧
51.75 mm · 51.75 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.401(lit.)
化学的性質 · 2 件

化学的特性Triethylamine is a colorless to yellowish liquid with a strong ammonia to fish-like odor. It is a base commonly used in organic chemistry to prepare esters and amides from acyl chlorides. Like other tertiary amines,it catalyzes the formation of urethane foams and epoxy resins.

化学性质トリエチルアミン(TEA)は、刺激臭のある無色の液体であり、常温では水にわずかに溶ける。TEAは揮発性があり、強アルカリ性を示す。そのアルカリ性のpKa値は10.6であり、典型的なFMO基質(例えば、ベンジルアミン[アルカリ性のpKa値9.5]やトリメチルアミン[アルカリ性のpKa値9.8])よりも高い。工業的には、触媒、溶媒、腐食防止剤などとして広く使用されている。

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids];H301: Toxic if swallowed [Danger Acute toxicity, oral];H311: Toxic in contact with skin [Danger Acute toxicity, dermal];H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H318: Causes serious eye damage [Danger Serious eye damage/eye irritation];H331: Toxic if inhaled [Danger Acute toxicity, inhalation]

P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P361+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (2 of 5716) of reports.

危険有害性情報

Regulatory Information · 6 件

Chemical: Ethanamine, N,N-diethyl-

Hazard Traits - Neurotoxicity; Ocular Toxicity; Respiratory Toxicity;Authoritative List - CA TACs; OEHHA RELs;Report - if used as a fragrance or flavor ingredient

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Ethanamine, N,N-diethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanamine, N,N-diethyl- 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: 20-09-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/14938;Status: Active Update: 04-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18127

Ethanamine, N,N-diethyl-: HSNO Approval: HSR001228 Approved with controls

Other Safety InformationIMAP assessments - Short chain (C2-3) alkyl amines: Human health tier II assessment;IMAP assessments - Ethanamine, N,N-diethyl-: Environment tier I assessment
DOT LabelFlammable Liquid Corrosive
Fire Hazards · 3 件

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:;Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids will float on water. (ERG, 2024)

· Flammable/combustible material.;· May be ignited by heat, sparks or flames.;· Vapors may form explosive mixtures with air.;· Vapors may travel to source of ignition and flash back.;· Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.).;· Vapor explosion hazard indoors, outdoors or in sewers.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Runoff to sewer may create fire or explosion hazard.;· Containers may explode when heated.;· Many liquids will float on water.

Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive.

Fire Potential · 2 件

A very dangerous fire hazard when exposed to heat, flame, or oxidizers.

Contact with strong oxidizers may cause fires ... .

Health Hazards · 2 件

Vapors irritate nose, throat, and lungs, causing coughing, choking, and difficult breathing. Contact with eyes causes severe burns. Clothing wet with chemical causes skin burns. (USCG, 1999)

· May cause toxic effects if inhaled or ingested.;· Contact with substance may cause severe burns to skin and eyes.;· Fire will produce irritating, corrosive and/or toxic gases.;· Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas.;· Runoff from fire control or dilution water may cause environmental contamination.

安全と保護具

Fire Fighting · 2 件

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:;Some of these materials may react violently with water.;SMALL FIRE: Dry chemical, CO2, water spray or alcohol-resistant foam.;LARGE FIRE: Water spray, fog or alcohol-resistant foam. If it can be done safely, move undamaged containers away from the area around the fire. Dike runoff from fire control for later disposal. Do not get water inside containers.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2024)

Use alcohol-resistant foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 件

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

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

Accidental Release Measures · 2 件

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· All equipment used when handling the product must be grounded.;· Do not touch or walk through spilled material.;· Stop leak if you can do it without risk.;· Prevent entry into waterways, sewers, basements or confined areas.;· A vapor-suppressing foam may be used to reduce vapors.;· Absorb with earth, sand or other non-combustible material.;· For hydrazine, absorb with DRY sand or inert absorbent (vermiculite or absorbent pads).;· Use clean, non-sparking tools to collect absorbed material.;Large Spill;· Dike far ahead of liquid spill for later disposal.;· Water spray may reduce vapor, but may not prevent ignition in closed spaces.

First Aid · 3 件

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.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. Corrosive chemicals will destroy the membranes of the mouth, throat, and esophagus and, in addition, have a high risk of being aspirated into the victim's lungs during vomiting which increases the medical problems. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. Transport the victim IMMEDIATELY to a hospital. (NTP, 1992)

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.

(General first aid procedures);Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.;Skin: Soap wash immediately - If this chemical contacts the skin, immediately wash the contaminated skin with soap and water. If this chemical penetrates the clothing, immediately remove the clothing, wash the skin with soap and water, and get medical attention promptly.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.

Safe StorageFireproof. Separated from incompatible materials and food and feedstuffs. See Chemical Dangers.
Firefighting HazardsVapors are heavier than air and may travel to a source of ignition and flash back.

毒性情報

Body BurdenTriethylamine was detected in the plasma of patients with gastroesophageal reflux disease and esophageal adenocarcinoma(1).
Target Organs · 2 件

Respiratory

Eyes, skin, respiratory system, cardiovascular system, liver, kidneys

Ecotoxicity Values · 5 件

LC50; Species: Primephales promelas (fathead minnow); Concentration: 44 mg/L for 96 hr /conditions of bioassay not specified/

LC50; Species: Oryzias latipes /Medaka/; Concentration: 720 mg/L for 48 hr /conditions of bioassay not specified/

EC50; Species: Danio rerio (Zebra danio) fertilized egg; Conditions: freshwater, renewal, 25 °C, pH 8.4, dissolved oxygen 8.1 mg/L; Concentration: 53000 ug/L for 7 days (95% confidence interval: 39000-73000 ug/L); Effect: teratogenic measurements /> or =99% purity/

EC50; Species: Oncorhynchus mykiss (Rainbow trout) fertilized egg; Conditions: freshwater, renewal, 10 °C; Concentration: 130000 ug/L for 60 days (95% confidence interval: 96000-176000 ug/L); Effect: teratogenic measurements /> or =99% purity/

For more Ecotoxicity Values (Complete) data for TRIETHYLAMINE (8 total), please visit the HSDB record page.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 51(SRC), determined from a structure estimation method(2), indicates that triethylamine is expected to have high mobility in soil(SRC). The pKa of triethylamine is 10.78(3), indicating that this compound will exist almost entirely 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 the cation from moist soil is not expected because cations do not volatilize(SRC). Triethylamine is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 57.07 mm Hg at 25 °C(3). A 28% of Theoretical BOD using activated sludge in the Japanese MITI test(5) suggests that biodegradation may be an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 51(SRC), determined from a structure estimation method(2), indicates that triethylamine is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected based upon a pKa of 10.78(3), indicating that triethylamine will exist almost entirely in the cation form and cations do not volatilize(SRC). Triethylamine is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(4). According to a classification scheme(5), BCFs of <4.9(6), suggest bioconcentration in aquatic organisms is low. Triethylamine present at 100 mg/L, reached 28% of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/L and the Japanese MITI test(6).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), triethylamine, which has a vapor pressure of 57.07 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase triethylamine 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 4.2 hours(SRC), calculated from its rate constant of 9.3X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Triethylamine does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey ValuesTriethylamine has been identified as a volatile component of boiled beef(1).
Adverse Effects · 1 件

Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.;Dermatotoxin - Skin burns.;Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.;ACGIH Carcinogen - Not Classifiable.

法規制情報

Regulatory Information · 6 件

Chemical: Ethanamine, N,N-diethyl-

Hazard Traits - Neurotoxicity; Ocular Toxicity; Respiratory Toxicity;Authoritative List - CA TACs; OEHHA RELs;Report - if used as a fragrance or flavor ingredient

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Ethanamine, N,N-diethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanamine, N,N-diethyl- 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: 20-09-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/14938;Status: Active Update: 04-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18127

Ethanamine, N,N-diethyl-: HSNO Approval: HSR001228 Approved with controls

RCRA Requirements · 2 件

U404; As stipulated in 40 CFR 261.33, when triethylamine, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

D001; A solid waste containing triethylamine may become characterized as a hazardous waste when subjected to testing for ignitability as stipulated in 40 CFR 261.21, and if so characterized, must be managed as a hazardous waste.

TSCA Requirements · 1 件

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Ethanamine, N,N-diethyl- is included on this list. Effective date: 1/13/84; Sunset date: 1/13/94.

Atmospheric Standards · 2 件

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Triethylamine is produced, as an intermediate or a final product, by process units covered under this subpart.

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. Triethylamine is included on this list.

CERCLA Reportable Quantities · 1 件

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 5000 lb or 2270 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Clean Water Act Requirements · 1 件

Triethylamine is designated as a hazardous substance under section 311(b)(2)(A) of the Federal Water Pollution Control Act and further regulated by the Clean Water Act Amendments of 1977 and 1978. These regulations apply to discharges of this substance. This designation includes any isomers and hydrates, as well as any solutions and mixtures containing this substance.

安全データ

F
34
wgk
1
IDLA
200 ppm
tsca
TSCA listed
rtecs
YE0175000
ridadr
UN 1296

毒性と防護

毒性LD50 460 mg/kg(ラット,経口).

化学と産業

薬理情報

Biological Half-Life · 3 件

After oral dose of triethylamine to four men, triethylamine in plasma had a half-life of about 3 hr (range, 2.4-3.5 hr).

Plasma half-life after inhalation exposure to five volunteers was 3.2 hr.

In 20 workers studied before, during, and after exposure to triethylamine (TEA) in a polyurethane-foam producing plant the amount of TEA and its metabolite triethylamine-N-oxide (TEAO) excreted in urine corresponded to an average of 80% of the inhaled amount. ... The data indicate half-lives for TEA and TEAO excretion in urine of about 3 hr.

Metabolism/Metabolites · 3 件

There have been few studies on the metabolism of industrially important aliphatic amines such as triethylamine. It is generally assumed that amines not normally present in the body are metabolized by monoamine oxidase and diamine oxidase (histaminase). Monoamine oxidase catalyzes the deamination of primary, secondary, and tertiary amines. ... Ultimately ammonia is formed and will be converted to urea. The hydrogen peroxide formed is acted upon by catalase and the aldehyde formed is thought to be converted to the corresponding carboxylic acid by the action of aldehyde oxidase.

Five healthy volunteers were exposed by inhalation to triethylamine (TEA; four or eight hours at about 10, 20, 35, and 50 mg/cu m), a compound widely used as a curing agent in polyurethane systems. Analysis of plasma and urine showed that an average of 24% of the TEA was biotransformed into triethylamine-N-oxide (TEAO) but with a wide interindividual variation (15-36%). The TEA and TEAO were quantitatively eliminated in the urine. The plasma and urinary concentrations of TEA and TEAO decreased rapidly after the end of exposure (average half time of TEA was 3.2 hr).

In 20 workers studied before, during, and after exposure to triethylamine (TEA) in a polyurethane-foam producing plant the amount of TEA and its metabolite triethylamine-N-oxide (TEAO) excreted in urine corresponded to an average of 80% of the inhaled amount. An average of 27% was TEAO, but with a pronounced interindividual variation. Older subjects excreted more than younger ones; less than 0.3% was excreted as diethylamine.

Absorption, Distribution and Excretion · 3 件

The pharmacokinetics of the industrially important compound triethylamine (TEA) and its metabolite triethylamine-N-oxide (TEAO) were studied in four volunteers after oral and intravenous administration. TEA was efficiently absorbed from the gastrointestinal (GI) tract, rapidly distributed, and in part metabolized into TEAO. There was no significant first pass metabolism. TEAO was also well absorbed from the GI tract. Within the GI tract, TEAO was reduced into TEA (19%) and dealkylated into diethylamine (DEA; 10%). The apparent volumes of distribution during the elimination phase were 192 liters for TEA and 103 liters for TEAO. Gastric intubation showed that there was a close association between levels of TEA in plasma and gastric juice, the latter levels being 30 times higher. The TEA and TEAO in plasma had half-lives of about 3 and 4 hr, respectively. Exhalation of TEA was minimal. More than 90% of the dose was recovered in the urine as TEA and TEAO. The urinary clearances of TEA and TEAO indicated that in addition to glomerular filtration, tubular secretion takes place. For TEAO at high levels, the secretion appears to be saturable. The present data, in combination with those of earlier studies, indicate that the sum of TEA and TEAO in urine may be used for biological monitoring of exposure to TEA.

The objectives of the study were to assess triethylamine (TEA) exposure in cold-box core making and to study the applicability of urinary TEA measurement in exposure evaluation. Air samples were collected by pumping of air through activated-charcoal-filled glass tubes, and pre- and postshift urine samples were collected. The TEA concentrations were determined by gas chromatography. TEA was measured in air and urine samples from the same shift. Breathing-zone measurements of 19 workers in 3 foundries were included in the study, and stationary and continuous air measurements were also made in the same foundries. Pre- and postshift urine samples were analyzed for their TEA and triethylamine-N-oxide (TEAO) concentrations. The TEA concentration range was 0.3-23 mg/cu m in the breathing zone of the core makers. The mean 8-hr time-weighted average exposure levels were 1.3, 4.0, and 13 mg/cu m for the three foundries. Most of the preshift urinary TEA concentrations were under the detection limit, whereas the postshift urinary TEA concentrations ranged between 5.6 and 171 mmol/mol creatinine. The TEAO concentrations were 4-34% (mean 19%) of the summed TEA + TEAO concentrations. The correlation between air and urine measurements was high (r=0.96, p<0.001). A TEA air concentration of 4.1 mg/cu m (the current ACGIH 8-hr time-weighted average threshold limit value) corresponded to a urinary concentration of 36 mmol/mol creatinine.

In 20 workers studied before, during, and after exposure to triethylamine (TEA) in a polyurethane-foam producing plant the amount of TEA and its metabolite triethylamine-N-oxide (TEAO) excreted in urine corresponded to an average of 80% of the inhaled amount. An average of 27% was TEAO, but with a pronounced interindividual variation. Older subjects excreted more than younger ones; less than 0.3% was excreted as diethylamine.

Cellular LocationsCytoplasm;Extracellular

用途と製造

Uses · 6 件

Triethylamine is used as a catalytic solvent in chemical syntheses; as an accelerator activator for rubber; as a corrosion inhibitor; as a curing and hardening agent for polymers; as a propellant; in the manufacture of wetting, penetrating, and waterproofing agents of quaternary ammonium compounds; and for the desalination of seawater.

Used as a catalyst for polyurethane foams, an accelerator for rubber, and a curing agent for amino and epoxy resins; (HSDB) Used as an accelerator in photography development; [ILO Encyclo: Amines, Aliphatic] Used to make quaternary ammonium compounds and as a catalyst to make sand-based cores and molds; [ACGIH]

Molding and Core Making [Category: Foundry];Plastic Composites Manufacturing [Category: Industry];Photographic Processing [Category: Other]

CHEMICAL INTERMEDIATE; ANTI-LIVERING AGENT FOR UREA & MELAMINE BASED ENAMELS; RECOVERY OF GELLED PAINT VEHICLES; CATALYST FOR POLYURETHANE FOAMS; FLUX FOR COPPER SOLDERING

Catalytic solvent in chemical synthesis; accelerator activators for rubber; wetting, penetrating, and waterproofing agents of quaternary ammonium types; curing and hardening of polymers (e.g., core-binding resins); corrosion inhibitor; propellant.

Catalyst for epoxy resins

ImpuritiesACS Standards: Ammonia: not more than 0.2% by wt of soln; formaldehyde: not more than 0.3% by wt of soln
U.S. Production · 6 件

2023: 10,000,000 - <50,000,000 lb;2022: 10,000,000 - <50,000,000 lb;2021: 10,000,000 - <50,000,000 lb;2020: 10,000,000 - <50,000,000 lb

(1972) 2.02X10+10 G (MONO & TRIETHYLAMINE)

(1975) PROBABLY GREATER THAN 9.08X10+5 G

(1981) 16,084X10+3 lb

(1984) 19,359X10+3 lb

For more U.S. Production (Complete) data for TRIETHYLAMINE (8 total), please visit the HSDB record page.

Consumer UsesNot Known or Reasonably Ascertainable;Intermediate;Semiconductor and photovoltaic agent
Industry UsesSolvent;pH regulating agent;Semiconductor and photovoltaic agent;Not Known or Reasonably Ascertainable;Cleaning agent;Intermediate
Methods of Manufacturing · 3 件

Prep by reaction of N,N-diethylacetamide with lithium aluminum hydride ... Manufactured by vapor phase alkylation of ammonia with ethanol ... .

Derivation: From ethyl chloride and ammonia with heat and pressure.

... Triethylamine can be produced from acetaldehyde, ammonia, and hydrogen in the presence of a hydrogenation catalyst.

応用分野 · 6 件

解説トリエチルアミン,水に溶解しにくい塩基性液体.融点-114.8 ℃,沸点89.5 ℃.d420"0.7275.nD20"1.4010.pKa 10.72(25 ℃).塩基性触媒,脱ハロゲン化水素剤として縮合反応にしばしば使われる.皮膚,粘膜をはげしく刺激する.森北出版「化学辞典(第2版)

用途有機溶剤、ゴム製造の促進剤

用途医薬?染料?農薬?塗料原料 (NITE CHRIP)

使用Triethylamine is a base used to prepare esters and amides from acyl chlorides as well as in the synthesis of quaternary ammonium compounds. It acts as a catalyst in the formation of urethane foams and epoxy resins, dehydrohalogeantion reactions, acid neutralizers for condensation reactions and Swern oxidations. It finds application in reverse phase high-performance liquid chromatography (HPLC) as a mobile-phase modifier. It is also used as an accelerator activator for rubber, as a propellant, as a corrosion inhibitor, as a curing and hardening agent for polymers and for the desalination of seawater. Furthermore, it is used in the automotive casting industry and the textile industry.

一般的な説明Triethylamine appears as a clear colorless liquid with a strong ammonia to fish-like odor. Flash point 20°F. Vapors irritate the eyes and mucous membranes. Less dense (6.1 lb / gal) than water. Vapors heavier than air. Produces toxic oxides of nitrogen when burned.

使用用途トリエチルアミンは第三級アミンの一種で、アセトンや、などの幅広い有機溶媒に可溶な塩基であるため、合成反応で広く用いられています。 工業的には医薬品や染料の中間体、ポリマー合成、農薬などに用いられているほか、とイソシアネート樹脂のガス硬化反応(コールドボックス法)における触媒として使用されることもあります。 食品業界においてトリエチルアミンはスルメイカや魚類の中にも存在していたり、欧米では肉製品や冷凍乳製品類などの風味向上などの目的で添加されたりしています。

調製方法 · 4 件

Triethylamine is prepared by a vapor phase reaction of ammonia with ethanol or reaction of N,N-diethylacetamide with lithium aluminum hydride (Windholz et al 1983). It may also be produced from ethyl chloride and ammonia under heat and pressure (Hawley 1981) or by vapor phase alkylation of ammonia with ethanol (HSDB 1988). U.S. production is estimated at greater than 22,000 tons in 1972 (HSDB 1988).

製造方法トリエチルアミンは、主にエチレン、アンモニア、エタノールを原料として生産されます。 このプロセスは以下の工程で進行します。 ①中間体(エチレンジアミン)の合成 エチレンとアンモニアを、温度約200~250℃、圧力約1~5MPaの条件で混合します。この混合物をアルミナやシリカアルミナといった触媒上に通すと、エチレンジアミンが生成します。 H2C=CH2 + NH3 → H2NCH2CH2NH2 ②トリエチルアミン合成 エチレンジアミンを、ルイス酸などの別の触媒の存在下でエタノールと反応させることでトリエチルアミンが生成します。 H2NCH2CH2NH2 + 2 C2H5OH → (C2H5)3N + H2O + C2H4 その後、蒸留または抽出によって、反応混合物からTEAを分離することが可能です。

合成方法詳細な合成方法が文書からは判りません

純化方法Dry triethylamine with CaSO4, LiAlH4, Linde type 4A molecular sieves, CaH2, KOH, or K2CO3, then distil it, either alone or from BaO, sodium, P2O5 or CaH2. It has also been distilled from zinc dust, under nitrogen. To remove traces of primary and secondary amines, triethylamine has been refluxed with acetic anhydride, benzoic anhydride, phthalic anhydride, then distilled, refluxed with CaH2 (ammonia-free) or KOH (or dried with activated alumina), and again distilled. Another purification method involved refluxing for 2hours with p-toluenesulfonyl chloride, then distilling. Grovenstein and Williams [J Am Chem Soc 83 412 1961] treated triethylamine (500mL) with benzoyl chloride (30mL), filtered off the precipitate, and refluxed the liquid for 1hour with a further 30mL of benzoyl chloride. After cooling, the liquid was filtered, distilled, and allowed to stand for several hours with KOH pellets. It was then refluxed with, and distilled from, stirred molten potassium. Triethylamine has been converted to its hydrochloride (see brlow), crystallised from EtOH (to m 254o), then liberated with aqueous NaOH, dried with solid KOH and distilled from sodium under N2. [Beilstein 4 H 99, 4 I 348, 4 II 593, 4 III 194, 4 IV 322.]

上流・下流製品情報

下流製品

チオ炭酸O,O'-ジ-2-ピリジルインドメタシン ファルネシル2-アミノチオフェン-3-カルボン酸メチルpolyurethane water-based emulsion finishes PU-II seriesp-シアノフェニルイソシアナート2-ノネン酸メチル2-シアノイソニコチン酸2-アミノ-5-クロロベンズヒドロール2-Mercaptobenzothiazolyl-(Z)-(2-aminothiazol-4-yl)-2-(tert-butoxycarbonyl) isopropoxyiminoacetateイソシアン酸2-チエニルN,N-ジエチルヒドロキシルアミン1,4,7,10-テトラアザシクロドデカン-1,4,7,10-四酢酸トリ-tert-ブチル

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補足説明

定義ChEBI: Triethylamine is a tertiary amine that is ammonia in which each hydrogen atom is substituted by an ethyl group.

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