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Trioctylamine
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  • Name Trioctylamine
  • EINECS214-242-1
  • CAS No. 1116-76-3
  • Density0.809 g/cm3
  • PSA3.24000
  • LogP8.36990
  • Solubilitychloroform: 0.1 g/mL, clear, colorless
  • Melting Point34 °C
  • FormulaC24H51N
  • Boiling Point363.535 °C at 760 mmHg
  • Molecular Weight353.676
  • Flash Point147.357 °C
  • Transport InformationUN 3082
  • Appearanceclear liquid
  • Safety26-61-36/37/39-29
  • Risk Codes36/37/38-51/53
  • Molecular Structure
    Molecular Structure of 1116-76-3 (Tri-n-octylamine)
  • Hazard SymbolsIrritantXi,DangerousN
  • SynonymsIrritantXi,DangerousN
  • Article Data44

Trioctylamine Synthetic route

111-83-1

1-bromo-octane

1116-76-3

Tri-n-octylamine

Conditions
ConditionsYield
With 5-methyl-1,3,4-thiadiazol-2-amine; potassium hydroxide In ethanol; water at 25℃; for 1h;91%
With sodium hydroxide; urea at 200℃; under 3102.97 Torr; for 40h;75%
111-87-5

octanol

1116-76-3

Tri-n-octylamine

Conditions
ConditionsYield
With urea In 1,3,5-trimethyl-benzene at 141℃; under 760.051 Torr; for 15h; Inert atmosphere;87%
With [Cp*Ir(NH3)3]I2; ammonia In water at 140℃; for 24h; Autoclave; Inert atmosphere;86%
Stage #1: octanol With hydrogen at 170℃; under 760.051 Torr; for 0.666667h;
Stage #2: With ammonia at 170 - 230℃; under 760.051 Torr; for 5h;
With ammonium hydroxide at 140℃; for 24h; Inert atmosphere;23 %Chromat.
13103-04-3

trioctylamine oxide

1116-76-3

Tri-n-octylamine

Conditions
ConditionsYield
With samarium diiodide In tetrahydrofuran for 0.166667h; Heating;79%
1120-48-5

n-dioctylamine

1116-76-3

Tri-n-octylamine

Conditions
ConditionsYield
With Co2Rh2/C In toluene at 180℃; under 760.051 Torr; for 18h; Autoclave; Inert atmosphere;73%
With chlorohydridocarbonylbis(tricyclohexylphosphine)ruthenium(II) In toluene at 120℃; for 72h; Schlenk technique; Inert atmosphere;40%
111-86-4

n-Octylamine

1116-76-3

Tri-n-octylamine

Conditions
ConditionsYield
With Co2Rh2/C In toluene at 180℃; under 760.051 Torr; for 18h; Autoclave; Inert atmosphere;63%
Multi-step reaction with 2 steps
1: Co2Rh2/C / toluene / 6 h / 180 °C / 760.05 Torr / Autoclave; Inert atmosphere
2: Co2Rh2/C / toluene / 18 h / 180 °C / 760.05 Torr / Autoclave; Inert atmosphere
View Scheme
123-75-1

pyrrolidine

111-86-4

n-Octylamine

A

1116-76-3

Tri-n-octylamine

B

7335-08-2

HRS-1-97

C

1120-48-5

n-dioctylamine

Conditions
ConditionsYield
With hydrogen at 180℃; under 760.051 Torr; Flow reactor; chemoselective reaction;A 16%
B 61%
C 22%
111-86-4

n-Octylamine

A

1116-76-3

Tri-n-octylamine

B

1120-48-5

n-dioctylamine

Conditions
ConditionsYield
With ruthenium trichloride; triphenylphosphine In tetrahydrofuran at 185℃; for 8h;A 58%
B 21 % Chromat.
With ruthenium trichloride; triphenylphosphine In tetrahydrofuran at 185℃; for 8h; Title compound not separated from byproducts;A 47 % Chromat.
B 51 % Chromat.
In neat (no solvent) at 180℃; Reagent/catalyst;
111-85-3

1-Chlorooctane

1116-76-3

Tri-n-octylamine

Conditions
ConditionsYield
With ethanol; ammonia at 140℃;
With ammonia; water at 165℃;
629-27-6

1-Iodooctane

1120-48-5

n-dioctylamine

1116-76-3

Tri-n-octylamine

Conditions
ConditionsYield
at 160 - 170℃;
111-86-4

n-Octylamine

124-13-0

Octanal

A

1116-76-3

Tri-n-octylamine

B

1120-48-5

n-dioctylamine

Conditions
ConditionsYield
With borane pyridine In acetic acid; Petroleum ether for 4h; Yield given. Yields of byproduct given;

Trioctylamine Chemical Properties

Trioctylamine is also named tri-n-octylamine,and it is usually  colorless oily liquid.It can solve in alcohol and ether,and it is slightly soluble in methanol, soluble in non-polar solvents, insoluble in water.It smells like ammonia. it's alkalinity.

Molecular formula: C24H51N
Molecular weight: 353.67

Melting point:  34 °C 
Boiling point: 164-168 °C 0.7 mm Hg(lit.)
Density:  0.810 g/mL at 20 °C
Refractive index:  n20/D 1.449(lit.)
Fp:  >230 °F
Solubility  chloroform: 0.1 g/mL, clear, colorless
Sensitive:  Air Sensitive
BRN:  1210618

Trioctylamine Uses

Trioctylamine is usually used as extractants for precious metals. In the metallurgical industry,it's used for the extraction and separation of cobalt, nickel, actinides and lanthanides.
It's used as a surfactant and extractant.

Trioctylamine Safety Profile

Hazard Codes : Xi,N
Risk Statements : 36/37/38-51/53
Safety Statements : 26-61-36/37/39-29
RIDADR : UN3082
WGK Germany : 2 
RTECS : RG8225000
F : 10-23
HazardClass : 9
PackingGroup : III  
HS Code : 29211980
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