Conditions | Yield |
---|---|
With carbon monoxide; 1 wt% Au/TiO2; water In acetone at 60℃; under 7600.51 Torr; for 10h; Autoclave; | 99% |
With C55H43P3Rh(1+)*C32H12BF24(1-); isopropyl alcohol at 80℃; for 24h; Inert atmosphere; | 98% |
With titanium tetrachloride; sodium iodide In acetonitrile at 20℃; for 0.0833333h; | 55% |
3'-(trifluoromethyl)acetophenone
A
(R)-1-(3-trifluoromethylphenyl)ethanol
B
triethylamine
Conditions | Yield |
---|---|
A 99% B n/a |
octanol
ethanol
acetonitrile
A
diethyloctylamine
B
triethylamine
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A 95% B n/a |
ethanol
1-Decanol
acetonitrile
A
n-decyldiethylamine
B
triethylamine
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A 90% B n/a |
ethanol
1-dodecyl alcohol
acetonitrile
A
diethyllaurylamine
B
triethylamine
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A 85% B n/a |
1,2-bis(dicyanomethylene)-3-triethylammonium cyclopropanide
2,3-Di-piperidin-1-yl-cycloprop-2-eneselone
B
triethylamine
Conditions | Yield |
---|---|
In dichloromethane for 1h; Heating; | A 84% B n/a |
pentadecanol
ethanol
acetonitrile
A
Diaethyl-pentadecyl-amin
B
triethylamine
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A 80% B n/a |
ethanol
1-Hexadecanol
acetonitrile
A
N,N-diethylhexadecyl tertiary amine
B
triethylamine
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A 80% B n/a |
Conditions | Yield |
---|---|
In dichloromethane | 80% |
Conditions | Yield |
---|---|
With chlorohydridocarbonylbis(tricyclohexylphosphine)ruthenium(II) In toluene at 120℃; for 24h; Schlenk technique; Inert atmosphere; | 79% |
ethanol
tridecan-1-ol
acetonitrile
A
diethyl-tridecyl-amine
B
triethylamine
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A 78% B n/a |
ethanol
1-Tetradecanol
acetonitrile
A
N,N-diethyltetradecan-1-amine
B
triethylamine
Conditions | Yield |
---|---|
With hydrogen; copper at 240℃; under 7600 Torr; | A 77% B n/a |
Conditions | Yield |
---|---|
at 20℃; | 100% |
In acetonitrile for 1h; Reflux; | 95% |
75% |
Conditions | Yield |
---|---|
In acetonitrile at 28℃; under 3750300 Torr; for 19h; | 100% |
92% | |
With hydroquinone In ethyl acetate at 20℃; for 48h; Alkylation; | 47.7% |
With ethanol at 100℃; im geschlossenen Rohr; |
Conditions | Yield |
---|---|
In ethanol at 95℃; for 48h; | 100% |
for 2h; Reflux; | 92% |
Conditions | Yield |
---|---|
With Hexamethyldisiloxane at 20℃; for 24h; Solvent; Green chemistry; | 100% |
In butanone at 20℃; Menshutkin reaction; | 85% |
In methanol; acetonitrile at 30℃; Thermodynamic data; Rate constant; ΔH(excit.), ΔS(excit.); ratio of solvents; transfer enthalpies of activated complex; |
1,3-propanesultone
triethylamine
N-(3-sulfonatopropyl)-N,N,N-triethylammonium
Conditions | Yield |
---|---|
In toluene at 90℃; for 12h; | 100% |
In 1,2-dichloro-ethane at 40℃; for 6h; | 98.5% |
In ethanol at 20℃; for 12h; Inert atmosphere; | 96% |
piperidine
carbon disulfide
triethylamine
triethylammonium piperidinodithiocarbamate
Conditions | Yield |
---|---|
In diethyl ether at 20℃; for 0.2h; | 100% |
In acetonitrile | |
In diethyl ether |
Conditions | Yield |
---|---|
In ethanol for 1h; Heating; | 100% |
(3-methyl-2-butenyl)trimethoxysilane
benzene-1,2-diol
triethylamine
triethylammonium bis(catecholato)(3-methyl-2-butenyl)siliconate
Conditions | Yield |
---|---|
at 45℃; for 5h; | 100% |
allyltrimethoxysilane
benzene-1,2-diol
triethylamine
triethylammonium bis(pyrocatecholato)allylsilicate
Conditions | Yield |
---|---|
for 5h; room temperature to 40 deg C; | 100% |
at 40℃; for 4h; Inert atmosphere; Sealed tube; | 55% |
(2-methyl-2-propenyl)trimethoxysilane
benzene-1,2-diol
triethylamine
triethylammonium bis(catecholato)(2-methyl-2-propenyl)siliconate
Conditions | Yield |
---|---|
at 45℃; for 5h; | 100% |
Conditions | Yield |
---|---|
at 45℃; for 5h; | 100% |
3-(N,N-Dimethylamino)phenyl isocyanate
mercaptoacetic acid
triethylamine
(3-dimethylaminophenylaminocarbonylthio)acetic acid triethylammonium salt
Conditions | Yield |
---|---|
In chloroform for 16h; | 100% |
trifluoracetyl chloride
di-H-trifluoroethane-2-sulfonyl fluoride
triethylamine
Conditions | Yield |
---|---|
In diethyl ether at -70 - 20℃; | 100% |
Chloromethyl pivalate
triethylamine
Conditions | Yield |
---|---|
In acetonitrile at 70℃; | 100% |
α-(N-hydroxy)aminoisobutyric acid
N-(1-Methyl-2-oxo-ethyl)-2-phenyl-acetamide
triethylamine
C15H20N2O4*C6H15N
Conditions | Yield |
---|---|
With 3 A molecular sieve In dichloromethane for 5h; Heating; | 100% |
methyldichlorophosphane
triethylamine
Triethylammonium methylphosphinate
Conditions | Yield |
---|---|
With water In acetonitrile at 0℃; for 0.416667h; | 100% |
With water In acetonitrile at 0℃; for 0.25h; |
heptafluorobutyryl chloride
di-H-trifluoroethane-2-sulfonyl fluoride
triethylamine
Conditions | Yield |
---|---|
In diethyl ether at -70 - 20℃; | 100% |
perfluorovaleryl chloride
di-H-trifluoroethane-2-sulfonyl fluoride
triethylamine
Conditions | Yield |
---|---|
In diethyl ether at -70 - 20℃; | 100% |
1,2,2,2-tetrafluoro-ethanesulfonyl fluoride
bis(trifluoromethyl)ketene
triethylamine
1,1,1,2,5,5,5-Heptafluoro-3-hydroxy-4-trifluoromethyl-pent-3-enesulfonyl fluoride; compound with triethyl-amine
Conditions | Yield |
---|---|
In diethyl ether at -35 - 20℃; | 100% |
Conditions | Yield |
---|---|
In acetonitrile at 70℃; | 100% |
Bis-(phenylsulfonyl)-methyldiphenylphosphinoxid
triethylamine
C25H21O5PS2*C6H15N
Conditions | Yield |
---|---|
100% |
Phosphoric acid dihexyl-phosphinoylmethyl ester 2-ethyl-hexyl ester 1-methyl-2-oxo-propyl ester
triethylamine
Phosphoric acid dihexyl-phosphinoylmethyl ester 2-ethyl-hexyl ester; compound with triethyl-amine
Conditions | Yield |
---|---|
With pyridine In water at 15℃; for 92h; | 100% |
methyl 2,6-anhydro-3,8-dideoxy-8-oximino-D-glycero-D-talo-octonate
triethylamine
2,6-anhydro-3,8-dideoxy-8-oximino-D-glycero-D-talo-octonic acid triethylammonium salt
Conditions | Yield |
---|---|
With water for 18h; Ambient temperature; | 100% |
3-Azido-2-cyan-3-(1-ethoxycarbonyl-3-methylthiopropylamino)acrylsaeure-methylester
triethylamine
(E)-2-Cyan-2-<1-(1-ethoxycarbonyl)-3-methylthiopropyl)-4,5-dihydro-1H-tetrazol-5-yliden>essigsaeure-methylester, Triethylammonium-Salz
Conditions | Yield |
---|---|
In dichloromethane for 3h; Ambient temperature; | 100% |
3,3'-<(1-Methoxycarbonyl)-1,5-pentandiyldiimino>bis(3-azido-2-cyanacrylsaeure-methylester)
triethylamine
(E)-2,2'-<<1-(Methoxycarbonyl)-1,5-pentandiyl>di-4,5-dihydro-1H-tetrazol-1-yl-5-yliden>bis(cyanessigsaeure-methylester), Bis(triethylammonium)-Salz
Conditions | Yield |
---|---|
In dichloromethane for 3h; Ambient temperature; | 100% |
3,3'-Dithiobis<(1-methoxycarbonyl)-2,1-ethanediyldiimino>bis(3-azido-2-cyanacrylsaeure-methylester)
triethylamine
(E)-2,2'-Dithio(<1-(methoxycarbonyl)-2,1-ethanediyl>-di-4,5-dihydro-1H-tetrazol-1-yl-5-yliden)bis(cyanessigsaeure-methylester), Bis(triethylammonium)-Salz
Conditions | Yield |
---|---|
In dichloromethane for 3h; Ambient temperature; | 100% |
3-bromo-4,5-dihydro-5-hydroperoxy-4,4-dimethyl-3,5-diphenyl-3H-pyrazole
triethylamine
A
triethylamine N-oxide
B
3-bromo-4,5-dihydro-5-hydroxy-4,4-dimethyl-3,5-diphenyl-3H-pyrazole
Conditions | Yield |
---|---|
In acetone at 34℃; Rate constant; k2= 2.3E-2M-1sec-1; | A 100% B n/a |
In chloroform-d1 at 34℃; Rate constant; | A 100 % Spectr. B n/a |
Conditions | Yield |
---|---|
With 2,4,6-tri(iso-propyl)benzenesulfonic acid; zinc In pyridine at 40℃; for 0.166667h; | 100% |
2-picryloxy-3,5-di-tert-butyl phenol
2-picryloxy-4,6-di-tert-butyl phenol
triethylamine
Conditions | Yield |
---|---|
triethylamine In diethyl ether for 0.166667h; Ambient temperature; | 100% |
Dithiophosphoric acid O-{(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[(3-imidazol-1-ylmethyl-phenyl)-bis-(4-methoxy-phenyl)-methoxymethyl]-tetrahydro-furan-3-yl} ester S,S'-diphenyl ester
triethylamine
Thiophosphoric acid O-{(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[(3-imidazol-1-ylmethyl-phenyl)-bis-(4-methoxy-phenyl)-methoxymethyl]-tetrahydro-furan-3-yl} ester S-phenyl ester; compound with triethyl-amine
Conditions | Yield |
---|---|
With pyridine; hypophosphorous acid for 0.166667h; | 100% |
Molecular Structure:
Molecular Formula: C6H15N
Molecular Weight: 101.19
IUPAC Name: N,N-Diethylethanamine
Synonyms of Triethylamine (CAS NO.121-44-8): (Diethylamino)ethane ; AI3-15425 ; CCRIS 4881 ; EINECS 204-469-4 ; Ethanamine, N,N-diethyl- ; HSDB 896 ; N,N-Diethylethanamine ; TEA ; TEN ; Triaethylamin ; Triaethylamin [German] ; Trietilamina ; Trietilamina [Italian] ; Triethylamine [UN1296] [Flammable liquid] ; UN1296
CAS NO: 121-44-8
Classification Code: Human Data ; Mutation data ; Skin / Eye Irritant ; Tumor data
Melting point: -115 °C
Index of Refraction: 1.412
Molar Refractivity: 33.56 cm3
Molar Volume: 134.8 cm3
Surface Tension: 23.4 dyne/cm
Density: 0.75 g/cm3
Enthalpy of Vaporization: 31.01 kJ/mol
Boiling Point: 90.5 °C at 760 mmHg
Vapour Pressure: 56.1 mmHg at 25°C
Triethylamine (CAS NO.121-44-8) is commonly used in organic synthesis as a base, most often in the preparation of amides and esters from acyl chlorides. Like other tertiary amines it catalyzes the formation of urethane foams and epoxy resins. It is also useful in dehydrohalogenation reactions and Swern oxidations. It is also the active ingredient for FlyNap, a product for anesthetizing Drosophila melanogaster.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LCLo | inhalation | 1000ppm/4H (1000ppm) | Journal of Industrial Hygiene and Toxicology. Vol. 30, Pg. 2, 1948. | |
human | TCLo | inhalation | 6500ug/m3/4H (6.5mg/m3) | SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE | Occupational and Environmental Medicine. Vol. 56, Pg. 1, 1999. |
human | TCLo | inhalation | 12mg/m3/11W-C (12mg/m3) | SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE | International Archives of Occupational and Environmental Health. Vol. 57, Pg. 297, 1986. |
human | TCLo | inhalation | 20mg/m3/8H (20mg/m3) | SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE | Weisheng Dulixue Zazhi. Journal of Health Toxicology. Vol. 4, Pg. 45, 1990. |
mammal (species unspecified) | LC50 | inhalation | 6gm/m3 (6000mg/m3) | Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 14, Pg. 80, 1975. | |
mouse | LC50 | inhalation | 6gm/m3 (6000mg/m3) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LIVER: FATTY LIVER DEGERATION | Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 7, Pg. 56, 1965. |
mouse | LD50 | intraperitoneal | 405mg/kg (405mg/kg) | Yakugaku Zasshi. Journal of Pharmacy. Vol. 97, Pg. 1117, 1977. | |
mouse | LD50 | oral | 546mg/kg (546mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: EXCITEMENT | Hygiene and Sanitation Vol. 30(7-9), Pg. 351, 1965. |
rabbit | LD50 | skin | 570uL/kg (0.57mL/kg) | AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951. | |
rat | LCLo | inhalation | 1000ppm/4H (1000ppm) | AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951. | |
rat | LD50 | oral | 460mg/kg (460mg/kg) | AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951. | |
rat | LDLo | intraperitoneal | 75mg/kg (75mg/kg) | Farmakologiya i Toksikologiya Vol. 31, Pg. 238, 1968. |
Hazard Codes of Triethylamine (CAS NO.121-44-8): F,C
Risk Statements: 11-20/21/22-35
R11: Highly flammable.
R20/22: Harmful by inhalation and if swallowed.
R35: Causes severe burns.
Safety Statements: 3-16-26-29-36/37/39-45
S3: Keep in a cool place.
S16: Keep away from sources of ignition.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S29: Do not empty into drains.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 1296 3/PG 2
WGK Germany: 1
RTECS: YE0175000
F: 34
Hazard Note: Highly Flammable/Corrosive
HazardClass: 3
PackingGroup: II
HS Code: 29211910
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