25727-91-7

Basic information

• Product Name: N-CETYLMORPHOLINE
• Synonyms: N-CETYLMORPHOLINE;4-hexadecylmorpholine;N-(Hexadecyl)-morpholine
• CAS NO: 25727-91-7
• Molecular Formula: C₂₀H₄₁NO
• Molecular Weight: 311.55
• EINECS: 247-212-1
• Mol File: 25727-91-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 28 °C
• Boiling Point: 396 °C at 760 mmHg
• Flash Point: 116.5 °C
• Appearance: /
• Density: 0.872 g/cm³
• Vapor Pressure: 1.77E-06mmHg at 25°C
• Refractive Index: 1.459
• PKA: 7.61±0.10(Predicted)
• CAS DataBase Reference: N-CETYLMORPHOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-CETYLMORPHOLINE(25727-91-7)
• EPA Substance Registry System: N-CETYLMORPHOLINE(25727-91-7)

Safety Data

• Hazardous Substances Data: 25727-91-7(Hazardous Substances Data)

Usage

General Description

N-Cetylmorpholine is a chemical compound with the formula C11H23NO, consisting of a cetyl group attached to a morpholine ring. It is a colorless to pale yellow liquid with a characteristic amine-like odor. N-Cetylmorpholine is used as a solvent, intermediate in organic synthesis, and as a corrosion inhibitor in water treatment. It is also utilized in the production of pharmaceuticals, rubber chemicals, and as a catalyst in various chemical reactions. Additionally, N-Cetylmorpholine is known for its use as a pH adjuster and corrosion inhibitor in water-based drilling fluids in the oil and gas industry. However, it is important to handle N-Cetylmorpholine with caution due to its potential hazards including skin and eye irritation, and harmful effects if swallowed or inhaled.

InChI:InChI=1/C20H41NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-21-17-19-22-20-18-21/h2-20H2,1H3

Upstream product

• 110-91-8 morpholine 
• 36653-82-4 1-Hexadecanol 
• 66143-69-9 hexadecyl ethenesulfonate 
• 5299-68-3 4-(1-oxohexadecyl)morpholine 
• 112-82-3 hexadecanyl bromide 

Downstream Products

• 122119-90-8 4-(2-chloro-benzyl)-4-hexadecyl-morpholinium; chloride 
• 78-21-7 4-ethyl-4-hexadecyl-morpholinium; ethyl sulfate 

Relevant articles and documents

Synthesis, surface adsorption, micellization behavior and antibacterial activity of novel gemini surfactants with morpholinium headgroup and benzene-based spacer

Two series of novel gemini surfactants with morpholinium headgroup and benzene-based rigid spacers (abbreviated as (Mor)m-P-m and (Mor)m-BP-m, where m represents the carbon numbers of hydrophobic chains) were synthesized and characterized by 1H NMR, ESI-MS, and FT-IR spectra. The effect of lengths of rigid spacer and hydrocarbon chain on their solution properties and antibacterial activities were systematically investigated. Due to the existence of morpholinium, they have a superior surface activity to the classic gemini surfactants. (Mor)m-BP-m possess lower CMC and γcmc than (Mor)m-P-m, which is assumed to be related to the conformation change of spacer. The possible arrangement models for the adsorptions of (Mor)m-P-m and (Mor)m-BP-m at the air-water interface were proposed by comparing their surface parameters with those of other similar surfactants. The pre-micellar associations occur in aqueous solutions of (Mor)16-P-16, (Mor)14-BP-14 and (Mor)16-BP-16. The thermodynamic parameters indicate the micellar processes are spontaneous, and (Mor)m-BP-m have stronger aggregation tendency than (Mor)m-P-m. Dynamic light scattering (DLS) and transmission electron microscopy (TEM) show they spontaneously self-assemble into vesicle, and the aggregate size of (Mor)m-BP-m is larger than (Mor)m-P-m. These surfactants showed excellent antibacterial properties against Bacillus subtilis and Escherichia coli. Compared with (Mor)m-P-m, (Mor)m-BP-m exhibit a higher activity.

Nematocidal activity of long alkyl chain amides, amines and their derivatives on dog roundworm larvae

The nematocidal activity of amides and amines having a long alkyl chain against the second-stage larva of dog roundworm, Toxocara canis, was examined. Long chain acyl amides with smaller substituents on the nitrogen showed stronger activity and the activity of cyclic amine amides was stronger than that of acyclic ones. In a series of homologous amides, the activity was dependent on the alkyl chain length: it reached a maximum at an optimal chain length and decreased in both shorter and longer homologues. The relationship between the activity and hydrophobicity of the homologues was analysed by the use of the bilinear model. The hydrophobicity of a compound, which gives a maximal activity, was similar for all neutral amides, but amides which have an additional amine group in the molecule had different values. Tertiary amines and their salts having a long alkyl chain also showed nematocidal activities comparable to those of the corresponding amides. The salts killed the larva at concentrations lower than their critical micell concentration, suggesting that they behave as a single molecule for the nematocidal action.