Tridecylamine

Base Information

• Chemical Name: Tridecylamine
• CAS No.: 2869-34-3
• Molecular Formula: C13H29N
• Molecular Weight: 199.38
• Hs Code.: 2921199090
• European Community (EC) Number: 220-694-0
• UNII: 5S0KQ9WZ2D
• DSSTox Substance ID: DTXSID0022199
• Nikkaji Number: J161I
• Wikidata: Q27262797
• Metabolomics Workbench ID: 156938
• ChEMBL ID: CHEMBL4091277
• Mol file: 2869-34-3.mol

Synonyms:1-Aminotridecane;Tridecylamine;1-Tridecanamine;2869-34-3;tridecan-1-amine;n-Tridecylamine;Tridecanamine;Monotridecylamine;1-Tridecylamine;BRN 1739990;EINECS 220-694-0;UNII-5S0KQ9WZ2D;5S0KQ9WZ2D;MFCD00008156;tridecyl-amine;TRIPECANYLAMINE;Tridecylamine, 98%;SCHEMBL64002;TRIDECANAMINE [WHO-DD];CHEMBL4091277;DTXSID0022199;Tridecylamine,branched and linear;CAA86934;STR00345;AKOS009157217;LS-157139;A0762;FT-0634520;D88319;A819537;W-107035;Q27262797

Chemical Property of Tridecylamine

Chemical Property:

• Appearance/Colour: colorless to white crystalline low melting solid
• Vapor Pressure: 0.005mmHg at 25°C
• Melting Point: 30-32 °C(lit.)
• Refractive Index: 1.445
• Boiling Point: 275.7 °C a t760 mmHg
• PKA: 10.63(at 25℃)
• Flash Point: 110.6 °C
• PSA: 26.02000
• Density: 0.807 g/cm³
• LogP: 4.95640
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 11
• Exact Mass: 199.229999929
• Heavy Atom Count: 14
• Complexity: 91.2

Purity/Quality:

99% ^*data from raw suppliers

1-Aminotridecane >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,N
• Hazard Codes: Xn,N,Xi,C
• Statements: 22-37/38-41-50/53-34
• Safety Statements: 26-39-60-61-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: CCCCCCCCCCCCCN
• Uses: Tridecylamine is generally used in introducing C13 chain to the substrate. Some of the application are:Synthesis of alkylated 1,2,4-triazoles as bridging ligand in the preparation of polymeric 1-dimensional chains of iron(II) species.Synthesis of amphiphiles such as N-tridecyl-β-hydroxypropionic acid amide (THPA) and N-(β-hydroxyethyl)tridecanoic acid amide (HETA).As a ligand in the preparation of palladium-based catalyst, [PdCl2(TDA)2].

Technology Process of Tridecylamine

There total 10 articles about Tridecylamine 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: 99.0%

tridecanenitrile (629-60-7) → 1-tridecanamine (2869-34-3)

Guidance literature:

With [Ru(H)(BH₄)(CO)(PPh₃)(3-(di-tert-butylphosphino)-N-((1-methyl-1H-imidazol-2 yl)methyl)propylamine)]; hydrogen; In isopropyl alcohol; at 70 ℃; for 3h; Inert atmosphere; Autoclave;

DOI:10.1002/chem.201504709

Reference yield:

diethyl ether (60-29-7,927820-24-4) + 5-hydroxyimino-octadecanoic acid (111864-06-3) + phosphorus pentachloride (10026-13-8,874483-75-7) → 1,5-pentanedioic acid (110-94-1) + 1-tridecanamine (2869-34-3) + n-tetradecanoic acid (544-63-8) + 4-amino-n-butyric acid (56-12-2)

Guidance literature:

anschliessendes Erhitzen mit konz. HCl auf 160grad;

Reference yield:

1-dodecene (112-41-4,25067-08-7,62132-67-6) + carbon monoxide (201230-82-2) + benzylamine (100-46-9) → 1-tridecanamine (2869-34-3) + N,N-dimethyldodecyl amine (5910-75-8)

Guidance literature:

1-dodecene; carbon monoxide; benzylamine; With C₂₀H₂₂N₂ORh⁽¹⁺⁾*C₂₄H₂₀B^(1-); hydrogen; In toluene; at 85 ℃; for 6h; under 37503.8 Torr;

With palladium 10% on activated carbon; hydrogen; In ethanol; at 75 ℃; for 24h; under 3750.38 Torr;

DOI:10.1016/j.tetlet.2021.153018

upstream raw materials:

tridecanenitrile

tetradecanamide

sodium methylate

tridecyl-carbamic acid methyl ester

Downstream raw materials:

tridecanenitrile

N,N-dimethyldodecyl amine

N-tridecyl-2,4,6-trinitroaniline

3-Tridecylamino-phenol

Refernces

• 1、 Adam, Rosa,Alberico, Elisabetta,Baumann, Wolfgang,Drexler, Hans-Joachim,Jackstell, Ralf,Junge, Henrik,Beller, Matthias. "NNP-Type Pincer Imidazolylphosphine Ruthenium Complexes: Efficient Base-Free Hydrogenation of Aromatic and Aliphatic Nitriles under Mild Conditions". . p. 4991 - 5002. Retrieved 2016/04/05.
• 2、 -. "Preparation of esters of phosphorus acids". . . Retrieved 2008/06/13.