Trioctylamine

Base Information

• Chemical Name: Trioctylamine
• CAS No.: 1116-76-3
• Deprecated CAS: 11120-27-7,12612-15-6,57176-40-6,51569-02-9,51569-02-9,57176-40-6
• Molecular Formula: C24H51N
• Molecular Weight: 353.676
• Hs Code.: DERIVATION
• European Community (EC) Number: 214-242-1
• NSC Number: 11034
• UNII: I40965UY86
• DSSTox Substance ID: DTXSID3047635
• Nikkaji Number: J2.126A
• Wikipedia: Trioctylamine
• Wikidata: Q27280370
• ChEMBL ID: CHEMBL3222022
• Mol file: 1116-76-3.mol

Synonyms:tri-N-octylamine;trioctylamine

Chemical Property of Trioctylamine

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 1.79E-05mmHg at 25°C
• Melting Point: 34 °C
• Refractive Index: 1.448 - 1.450
• Boiling Point: 363.535 °C at 760 mmHg
• PKA: 10.08±0.50(Predicted)
• Flash Point: 147.357 °C
• PSA: 3.24000
• Density: 0.809 g/cm³
• LogP: 8.36990
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: chloroform: 0.1 g/mL, clear, colorless
• Water Solubility.: Miscible with chloroform. Immiscible with water.
• XLogP3: 10.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 21
• Exact Mass: 353.402150631
• Heavy Atom Count: 25
• Complexity: 188

Purity/Quality:

99%, ^*data from raw suppliers

Tri-n-octylamine >97.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 36/37/38-51/53
• Safety Statements: 26-61-36/37/39-29

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: CCCCCCCCN(CCCCCCCC)CCCCCCCC
• Uses: Tri-n-octylamine is used as an extractant for organic acids and precious metals. Tri-n-octylamine is used as an extractant for organic acids like trichloroacetic acid, succinic acid, acetic acid and precious metals. It is also used as a solvent and an intermediate in the manufacture of pharmaceuticals. Further, it is employed in the preparation of quaternary ammonium compounds, agrochemicals, surfactants, lubricant additives, corrosion inhibitors, vulcanization accelerators and dyes. Trioctylamine is used as an extractant for organic acids (such as TCA, succinic acid, and acetic acid), and precious metals.

Technology Process of Trioctylamine

There total 40 articles about Trioctylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

1-bromo-octane (111-83-1) → Tri-n-octylamine (1116-76-3)

Guidance literature:

With 5-methyl-1,3,4-thiadiazol-2-amine; potassium hydroxide; In ethanol; water; at 25 ℃; for 1h;

DOI:10.1007/s00706-017-2042-5

Reference yield: 91.0%

caprylnitrile (124-12-9) → Tri-n-octylamine (1116-76-3) + n-dioctylamine (1120-48-5)

Guidance literature:

With 10% rhodium on carbon; hydrogen; In cyclohexane; at 50 ℃; Flow reactor;

DOI:10.1002/cssc.202102138

Reference yield: 87.0%

octanol (111-87-5) → Tri-n-octylamine (1116-76-3)

Guidance literature:

With urea; In 1,3,5-trimethyl-benzene; at 141 ℃; for 15h; under 760.051 Torr; Inert atmosphere;

DOI:10.1002/chem.201000149

upstream raw materials:

n-chlorooctane

1-Iodooctane

n-dioctylamine

n-Octylamine

Downstream raw materials:

trioctylpropylammonium bromide

methyl-2,3,4,5-tetrafluoro benzoate

5-chlorosalicyclaldehyde

N-octylaniline

Refernces

• 1、 Derrah, Eric J.,Hanauer, Matthias,Plessow, Philipp N.,Schelwies, Mathias,Da Silva, Marion K.,Schaub, Thomas. "Ru(II)-triphos catalyzed amination of alcohols with ammonia via ionic species". . p. 1872 - 1881. Retrieved 2015.
• 2、 Yu, Han,Ma, Lin,Wada, Kenji,Kurihara, Ryohsuke,Feng, Qi,Uemura, Shinobu,Isoda, Kyosuke. "Rapid Multialkylation of Aqueous Ammonia with Alcohols by Heterogeneous Iridium Catalyst under Simple Conditions". . p. 3588 - 3593. Retrieved 2021.
• 3、 Fang,Yan,Vits,Southward,Pera-Titus. "Nanoceria-promoted low Pd-Ni catalyst for the synthesis of secondary amines from aliphatic alcohols and ammonia". . p. 1215 - 1230. Retrieved 2019/03/12.