Hexadecylamine

Base Information

• Chemical Name: Hexadecylamine
• CAS No.: 143-27-1
• Deprecated CAS: 146997-92-4,28319-20-2,86546-46-5,28319-20-2
• Molecular Formula: C16H35N
• Molecular Weight: 241.461
• Hs Code.: 29211980
• European Community (EC) Number: 268-219-6,205-596-8
• NSC Number: 8489
• UN Number: 3259
• UNII: O2H0Q02M4P
• DSSTox Substance ID: DTXSID7025390
• Nikkaji Number: J6.125E
• Wikidata: Q27285236
• NCI Thesaurus Code: C76715
• Metabolomics Workbench ID: 73598
• ChEMBL ID: CHEMBL1534653
• Mol file: 143-27-1.mol

Synonyms:1-hexadecaneamine hydrofluoride;AmF 242;amine fluoride 242;cetylamine;cetylaminohydrofluoride;hetaflur;hexadecylamine;hexadecylamine acetate;hexadecylamine hydrobromide;hexadecylamine hydrochloride;hexadecylamine hydrofluoride;palmitylamine;SK and F 2208;SK and F-2208;SKF 2208

Chemical Property of Hexadecylamine

Chemical Property:

• Appearance/Colour: white low melting crystalline mass or chunks
• Vapor Pressure: <1 mm Hg ( 20 °C)
• Melting Point: 43-45 °C(lit.)
• Refractive Index: 1.4496
• Boiling Point: 321.8 °C at 760 mmHg
• PKA: 10.63(at 25℃)
• Flash Point: 140.6 °C
• PSA: 26.02000
• Density: 0,814 g/cm³
• LogP: 6.12670
• Storage Temp.: Store below +30°C.
• Water Solubility.: insoluble
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 14
• Exact Mass: 241.276950121
• Heavy Atom Count: 17
• Complexity: 123
• Transport DOT Label: Corrosive

Purity/Quality:

98.0%min ^*data from raw suppliers

1-Hexadecanamine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: CCCCCCCCCCCCCCCCN
• General Description: 1-Hexadecylamine, also known as cetylamine or palmitylamine, is a long-chain primary amine with a 16-carbon alkyl group. It is commonly used as a surfactant, corrosion inhibitor, or emulsifying agent due to its amphiphilic properties, which arise from its hydrophobic tail and hydrophilic amine headgroup. 1-Hexadecylamine finds applications in industrial processes, pharmaceuticals, and materials science, where its ability to modify surface properties or stabilize interfaces is leveraged. Its derivatives are also explored for their potential in drug delivery and nanotechnology.

Technology Process of Hexadecylamine

There total 20 articles about Hexadecylamine 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: 96.0%

N-Boc-hexadecylamine (876360-84-8) → hexadecylamine (143-27-1)

Guidance literature:

With 3-butyl-l-methyl-1H-imidazol-3-iumtrifloroacetate; In 1,4-dioxane; water; at 80 ℃; for 1.5h;

DOI:10.1039/c4ra13419b

Reference yield: 91.0%

cetyl azide (66143-67-7) → hexadecylamine (143-27-1)

Guidance literature:

With tellurium; water; at 275 ℃; for 4h;

DOI:10.1080/10426500307826

Reference yield:

Palmitamide (629-54-9) → hexadecylamine (143-27-1)

Guidance literature:

With lithium aluminium tetrahydride; diethyl ether;

DOI:10.1007/BF00902814

upstream raw materials:

1-Hexadecanol

1-Chlorohexadecan

palmitonitrile

N-hexadecyl-phthalimide

Downstream raw materials:

N-cetylpyrrolidone

N-hexadecyl-maleamic acid

N,N-dimethylhexadecylamine

N-hexadecyl-lactamide

Refernces

Long-chain functionally substituted aromatic Schiff bases derived from cetylamine

10.1134/S1070428009100108

The research aimed to develop a procedure for synthesizing new long-chain functionally substituted aromatic Schiff bases containing alkoxy and acyloxy groups, as well as carborane fragments. These compounds are promising for the preparation of vacuum-deposited nanofilms and Langmuir–Blodgett films, which are essential for the manufacture of nanomaterials. Cetylamine is an alkylamine with a long hydrocarbon chain attached to an amino group. This structure imparts amphiphilic properties to cetylamine, making it suitable for forming Schiff bases with aromatic aldehydes. In the study, cetylamine is used as an industrial flotation agent and serves as the nucleophilic component in the condensation reactions with various substituted benzaldehydes (I) of the vanillin series. The reactions are carried out in boiling anhydrous methanol, facilitating the formation of long-chain aromatic Schiff bases (IIIa–IIIv and IVa–IVm) with high yields (87–94%). The long hydrocarbon chain of cetylamine contributes to the desired properties of the resulting Schiff bases, such as their potential for forming nanofilms and Langmuir–Blodgett films, which are essential for the manufacture of nanomaterials.

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