5917-47-5

Basic information

• Product Name: 1-dodecylpiperidine
• Synonyms: Ai3-08183;Einecs 227-641-0;N-Dodecylpiperidine;Piperidine, 1-dodecyl-;1-dodecylpiperidine
• CAS NO: 5917-47-5
• Molecular Formula: C₁₇H₃₅N
• Molecular Weight: 253.4665
• EINECS: 227-641-0
• Mol File: 5917-47-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 386.67°C (rough estimate)
• Flash Point: 180.9°C
• Appearance: /
• Density: 0.8378
• Vapor Pressure: 0.000314mmHg at 25°C
• Refractive Index: 1.4588 (estimate)
• CAS DataBase Reference: 1-dodecylpiperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-dodecylpiperidine(5917-47-5)
• EPA Substance Registry System: 1-dodecylpiperidine(5917-47-5)

Safety Data

• Hazardous Substances Data: 5917-47-5(Hazardous Substances Data)

Usage

General Description

1-dodecylpiperidine is a chemical compound that belongs to the class of piperidine derivatives. It has a molecular formula C19H39N and a molecular weight of 281.53 g/mol. 1-dodecylpiperidine is commonly used as an intermediate in the synthesis of various other chemicals, such as surfactants, pharmaceuticals, and agrochemicals. It is also used as a corrosion inhibitor and as an additive in lubricants. 1-dodecylpiperidine is a colorless to pale yellow liquid at room temperature and is soluble in organic solvents. It is important to handle this compound with care, as it can be harmful if swallowed, inhaled, or brought into contact with the skin.

InChI:InChI=1/C17H35N/c1-2-3-4-5-6-7-8-9-10-12-15-18-16-13-11-14-17-18/h2-17H2,1H3

Upstream product

• 110-89-4 piperidine 
• 112-52-7 1-chlorododecane 
• 143-07-7 lauric acid 
• 106-33-2 ethyl laurate 
• 112-53-8 1-dodecyl alcohol 
• 111-29-5 1 ,5-pentanediol 
• 124-22-1 n-Dodecylamine 
• 22342-28-5 N-dodecanoylpiperidine 
• 110-86-1 pyridine 
• 111-82-0 methyl n-dodecanoate 
• 143-15-7 1-dodecylbromide 
• 4292-19-7 1-Iodododecane 

Downstream Products

• 71113-25-2 1-dodecyl-1-methylpiperidinium bromide 
• 6288-75-1 1-dodecyl-1-methyl-piperidinium; iodide 

Relevant articles and documents

Synthesis, Surface and Antimicrobial Activity of Piperidine-Based Sulfobetaines

A new method for the preparation of new heterocyclic amine surfactants based on sulfobetaines is proposed. Interfacial activities of the surfactants obtained in aqueous solution were studied by surface tension measurements. The critical micelle concentration, surface excess concentration, minimum area per surfactant molecule, and standard Gibbs energy of adsorption were determined. The adsorption properties of these compounds depend significantly on the alkyl chain length. Alkyl chain length also affects biological properties of the new surfactants, determining the minimum inhibitory concentration and size of inhibited growth zone. The compounds have high antimicrobial activity.

Micelles for the self-assembly of "off-on-off" fluorescent sensors for pH windows

A micellar approach is proposed to build a series of systems featuring an "off-on-off" fluorescent window response with changes in pH. The solubilizing properties of micelles are used to self-assemble, in water, plain pyrene with lipophilized pyridine and tertiary amine moieties. Since these components are contained in the small volume of the same micelle, pyrene fluorescence is influenced by the basic moieties: protonated pyridines and free tertiary amines behave as quenchers. Accordingly, fluorescence transitions from the "off" to the "on" state, and viceversa, take place when the pH crosses the pKa values of the amine and pyridine fragments. To obtain an "off-on-off" fluorescent response in this investigation we use either a set of dibasic lipophilic molecules (containing covalently linked pyridine and tertiary amine groups) or combinations of separate, lipophilic pyridines and tertiary amines. The use of combinations of dibasic and mono-basic lipophilic molecules also gives a window-shaped fluorescence response with changes in pH: it is the highest pyridine pKa and the lowest tertiary amine pKa that determine the window limits. The pKa values of all the examined lipophilic molecules were determined in micelles, and compared with the values found for the same molecules in solvent mixtures in which they are molecularly dispersed. The effect of micellization is to significantly lower the observed protonation constants of the lipophilized species. Moreover, the more lipophilic a molecule is, the lower the observed logK value is. Accordingly, changing the substituents on the basic moieties or modifying their structure, tuning the lipophilicity of the mono- or dibases, and choosing among a large set of possible combination of lipophilized mono- and dibases have allowed us to tune, almost at will, both the width and the position along the pH axis of the obtained fluorescent window.

Ruthenium Complex Catalyzed N-Heterocyclization. Syntheses of N-Substituted Piperidines, Morpholines, and Piperazines from Amines and 1,5-Diols

1,5-Pentanediol reacts with aliphatic and aromatic primary amines in the presence of a ruthenium catalyst modified with phosphonic ligands to give N-substituted piperidines in fair to goods yields.The reactions were carried out at 150-180 deg C for 5 h in dioxane.The nature of the phosphorus ligands has a remarkable effect on the catalytic activity, For the reaction of aromatic amines, triphenylphosphine is effective, while for aliphatic amine more basic tributyl- or triethylphosphine is preferable.Amines also react with diethylene glycol and N-substituted diethanolamines in the presence of the ruthenium catalyst to give N-substituted morpholines and piperazines in good yields, respectively.