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Basic Information
CAS No.: 1116-76-3
Name: Tri-n-octylamine
Article Data: 44
Molecular Structure:
Molecular Structure of 1116-76-3 (Tri-n-octylamine)
Formula: C24H51N
Molecular Weight: 353.676
Synonyms: Trioctylamine(8CI);Farmin 08;Farmin T 08;NSC 11034;TOA;TOA (amine);Tri-n-caprylylamine;Tri-n-octylamine;Tricaprylamine;Tricaprylylamine;
EINECS: 214-242-1
Density: 0.809 g/cm3
Melting Point: 34 °C
Boiling Point: 363.535 °C at 760 mmHg
Flash Point: 147.357 °C
Solubility: chloroform: 0.1 g/mL, clear, colorless
Appearance: clear liquid
Hazard Symbols: IrritantXi,DangerousN
Risk Codes: 36/37/38-51/53
Safety: 26-61-36/37/39-29
Transport Information: UN 3082
PSA: 3.24000
LogP: 8.36990
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;
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Chemistry

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

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.

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