Tetradecylamine

Base Information

• Chemical Name: Tetradecylamine
• CAS No.: 2016-42-4
• Deprecated CAS: 258340-53-3
• Molecular Formula: C14H31N
• Molecular Weight: 213.407
• Hs Code.: 29211990
• European Community (EC) Number: 268-214-9,217-950-9
• NSC Number: 66437
• UNII: NOM20L9LFT
• DSSTox Substance ID: DTXSID9040768
• Nikkaji Number: J43.183D
• Wikidata: Q27284979
• Metabolomics Workbench ID: 73612
• ChEMBL ID: CHEMBL110011
• Mol file: 2016-42-4.mol

Synonyms:myristylamine;N-tetradecylamine;N-tetradecylamine acetate;N-tetradecylamine citrate;N-tetradecylamine hydrobromide;N-tetradecylamine hydrochloride;N-tetradecylamine hydrofluoride;tetradecylamine acetate;tetradecylammonium chloride

Chemical Property of Tetradecylamine

Chemical Property:

• Appearance/Colour: white to pink crystals or crystalline solid
• Vapor Pressure: 0.00189mmHg at 25°C
• Melting Point: 37-42 °C
• Refractive Index: 1.5045-1.5065
• Boiling Point: 291.921 °C at 760 mmHg
• PKA: 10.62(at 25℃)
• Flash Point: 120.218 °C
• PSA: 26.02000
• Density: 0.81 g/cm³
• LogP: 5.34650
• Water Solubility.: insoluble
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 12
• Exact Mass: 213.245649993
• Heavy Atom Count: 15
• Complexity: 102

Purity/Quality:

99.9% ^*data from raw suppliers

Tetradecanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: Xi,C
• Statements: 36/37/38-34
• Safety Statements: 26-36/37-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCN
• Uses: Intermediate for manufacture of cationic surface-active agents, germicides. Tetradecanamine is an inhibitor of N-acylethanolamine-hydrolyzing acid amidase.

Technology Process of Tetradecylamine

There total 28 articles about Tetradecylamine 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: 94.0%

myristonitrile (629-63-0) → tetradecylamine (2016-42-4)

Guidance literature:

With samarium diiodide; water; triethylamine; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/ol403668e

Reference yield: 92.0%

1-(2-aminoethyl)-β-D-galactopyranoside (70337-78-9,70337-79-0,140428-88-2) + tetradecyl isocyanate (4877-14-9) → tetradecylamine (2016-42-4) + 1-Tetradecyl-3-[2-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-ethyl]-urea

Guidance literature:

In methanol; isopropyl alcohol; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2004.01.159

Reference yield: 89.5%

tetradecanamide (638-58-4) → tetradecylamine (2016-42-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 65 ℃; Concentration;

upstream raw materials:

myristonitrile

tetradecanamide

N-tetradecyl-succinamic acid

n-dodecylacetohydroxamic acid

Downstream raw materials:

N-tetradecylpyrrolidone

tetradecyl isocyanate

N,N'-bis(2-hydroxypropyl)tetradecylamine

N-tetradecyl-D-gluconamide

Refernces

• 1、 Citoler, Joan,Finnigan, William,Bevinakatti, Han,Turner, Nicholas J.. "Direct Enzymatic Synthesis of Fatty Amines from Renewable Triglycerides and Oils". . . Retrieved 2021/11/30.
• 2、 Citoler, Joan,Derrington, Sasha R.,Galman, James L.,Bevinakatti, Han,Turner, Nicholas J.. "A biocatalytic cascade for the conversion of fatty acids to fatty amines". supporting information. p. 4932 - 4935. Retrieved 2019/09/30.