34839-10-6

Usage

Uses

Used in Organic Synthesis:
(N,N)-Dimethyl)Ethyl Laurate is used as a key compound in organic synthesis for its ability to contribute to the formation of a wide range of chemical products. Its unique structure and properties make it a versatile building block in the development of new molecules with potential applications across different industries.
Used in Chemical Industry:
In the chemical industry, (N,N)-Dimethyl)Ethyl Laurate is used as an intermediate for the production of various chemicals and materials. Its amber oil form facilitates its integration into different chemical processes, enhancing the efficiency and effectiveness of these procedures.
Used in Pharmaceutical Industry:
(N,N)-Dimethyl)Ethyl Laurate may also find application in the pharmaceutical industry, where it could be utilized in the development of new drugs or the improvement of existing ones. Its role in organic synthesis makes it a promising candidate for contributing to advancements in medicinal chemistry.
Used in Cosmetics Industry:
Given its amber oil properties, (N,N)-Dimethyl)Ethyl Laurate could be employed in the cosmetics industry as an ingredient in the formulation of various cosmetic products. Its potential use in this industry may include its incorporation into skincare, hair care, or fragrance products, where it could provide beneficial properties to the final product.

InChI:InChI=1/C16H33NO2/c1-4-5-6-7-8-9-10-11-12-13-16(18)19-15-14-17(2)3/h4-15H2,1-3H3

Upstream product

• 108-01-0 2-(N,N-dimethylamino)ethanol 
• 112-16-3 n-dodecanoyl chloride 
• 24721-92-4 1-Dimethylamino-ethanol 
• 111-82-0 methyl n-dodecanoate 
• 143-07-7 lauric acid 

Relevant academic research and scientific papers

Synthesis and properties of dissymmetric gemini surfactants

A series of novel dissymmetric gemini cationics surfactants was synthesized by three-step reactions. The dissymmetric gemini surfactants contain a dodecanoic acid dimethylethylamine ester as the constant cationic part on one side of the hydroxypropyl center and a similar other cationic part, but with a different acid length (from octanoic to palmitic), on the other side. The critical micelle concentration (CMC) and the effectiveness of surface tension reduction (γ CMC) were determined. The surface tension measurements of dissymmetric gemini surfactants showed good water solubility, and low CMC had great efficiency in lowering the surface tension and a strong adsorption at the air/water interface. The CMC was observed to increase initially with the increase of the ester bond alkyl group. They also showed good foaming properties and wetting capabilites.

Design, synthesis, antibacterial activity and toxicity of novel quaternary ammonium compounds based on pyridoxine and fatty acids

A diverse series of 43 novel “soft antimicrobials” based on quaternary ammonium pyridoxine derivatives which include six-membered acetals and ketals of pyridoxine bound via cleavable linker moieties (amide, ester) with a fragment of fatty carboxylic acid was designed. Nine compounds exhibited in vitro promising antibacterial activity against Gram-positive and Gram-negative bacterial strains with MIC values comparable with reference antiseptics miramistin, benzalkonium chloride and chlorohexidine. On various clinical isolates, the lead compounds 6i and 12a exhibited antibacterial activity comparable with that of benzalkonium chloride while higher than that of miramistin. Moreover, 6i and 12a were able to kill bacteria embedded into the matrix of mono- and dual species biofilms. The treatment of bacterial cells by either 6i and 12a lead to fast depolarization of the membrane suggesting that the membrane is an apparent molecular target of compounds. 6i and 12a were non mutagenic neither in SOS-chromotest nor in Ames test and non-toxic in vivo at acute oral (LD50 > 2000 mg/kg) and cutaneous administration (LD50 > 2500 mg/kg) on mice. Taken together, our data allow suggesting described active compounds as promising starting point for the new antibacterial agents development.

Retarding action of poly(amidoamine) dendrimers and cationic gemini surfactants in acrylic dyeing

Two cationic gemini surfactants and two generations of poly(amidoamine) (PAMAM) dendrimers (G = -0.5 and G = 0.5) were studied as retarders in acrylic dyeing with a cationic dye. Effects of retarder concentrations, dyeing time, and temperature were investigated by means of UV-Vis spectrophotometry. The results indicated that the dye adsorption decreased in the presence of the species and more uniform dyeing was achieved. The PAMAM dendrimers had lower retarding action than the cationic gemini surfactants which was attributed to their non-permanent and lower cationic charge density. Kinetics of the dyeing systems were also evaluated by four different empirical models. The modified Cegarra-Puente model fitted the dyeing kinetic data somewhat better than the other empirical kinetic models. Moreover, the activation energy of the dyeing systems was calculated and reported.

BETAINE ESTERS AND PROCESS FOR MAKING AND USING

The disclosed dialkylaminoalkyi cocoate betaines can be advantageously prepared in high yield and purity by a two-step direct esterficiation chemoenzymatic process. These betaine esters are useful as surfactants and in cosmetic formulations.

Thermal behavior of long-chain alkanoylcholine soaps

Long-chain alkanoylcholines prepared from fatty acids (nACh) are fully sustainable cationic surfactants that are known for their biological and medicinal properties. In the present work the thermal behavior of the homologous series of alkanoylcholine iodides with n = 12, 14, 16 and 18, has been examined within the 25-200 °C range of temperatures. Up to three thermotropic phases have been identified, and the thermal transitions implied in their interconversion have been characterized by DSC and simultaneous WAXS and SAXS analysis carried out in real-time. All three phases consist of a bilayered structure with alkanoyl chains confined in the space between the head group layers and interdigitated to a greater or lesser extent. Melting-crystallization of either the polymethylene segments or the choline iodide groups is involved in such transitions. Additionally, a crystal phase consisting also of a bilayered structure but excluding side chain interdigitation was observed upon crystallization from solution and its structure was elucidated by single-crystal X-ray diffraction direct methods. The close correlation existing between thermal properties, phase structure and n has been brought into evidence.

Effect of hofmeister series anions on the thermotropic phase behavior of bioactive O -acylcholines

O-Acylcholines (OACs), which are true cationic lipids due to the quaternary ammonium functionality in the headgroup, exhibit interesting biological activities and medicinal properties. In the present study, a homologous series of OACs with even chain lengths (n = 12-20) have been synthesized, and their thermotropic and chaotropic phase transitions have been characterized. The role of various anions (Cl-, Br-, I-, NO 3-, SO42-, ClO3 -, ClO4-) on the phase behavior of O-stearoylcholine was investigated by calorimetric, spectroscopic, and turbidimetric approaches. The results obtained revealed that in aqueous dispersion O-stearoylcholine undergoes a cooperative phase transition from a gel phase to a micellar structure and that the transition temperature increases when the counterions are changed in the Hofmeister series. Single-crystal X-ray diffraction studies showed that O-stearoylcholine iodide forms an interdigitated bilayer structure, with the polymethylene chain adopting an all-trans conformation. The Hofmeister effect and phase behavior were explained using the concepts of matching water affinities, water penetration into the bilayer, and electrostatic repulsion. It was also observed that one counterion per molecule is sufficient to strongly modulate the phase properties of the lipid/surfactant.

Hair Growth Regulating Agent

A hair growth regulating agent containing, as an active ingredient, a compound represented by the following formula (I): [wherein R1 represents a substituted or unsubstituted, linear or branched C2 to C25 alkyl group; a group represented by the following formula (II): (wherein R1′ represents a substituted or unsubstituted, linear or branched C2 to C20 alkylene group, or —(CH2)n-{O—(CH2)m}o-O—(CH2)p- in which each of n, m, o, and p is an integer from 1 to 6; X′ represents —CO—NH—, —O—CO—O—, —NH—CO—, —CO—O—, —O—CO—, or —O—; Y′ represents a substituted or unsubstituted C1 to C4 alkylene group; R2′ represents a hydrogen atom or a C1 to C4 alkyl group; R3′ represents a C1 to C4 alkyl group; and when R2′ and R3′ each represent a C1 to C4 alkyl group, the two alkyl groups may be identical to or different from each other); or a group represented by the following formula (III): (wherein R1′, X′, and Y′ have the same meanings as defined above; R4′, R5′, and R6′, which may be identical to or different from one another, each represent a C1 to C4 alkyl group; and A′- represents a counter ion); X represents —CO—NH—, —O—CO—O—, —NH—CO—, —CO—O—, —O—CO—, or —O—; Y represents a substituted or unsubstituted C1 to C4 alkylene group; R2 represents a hydrogen atom or a C1 to C4 alkyl group; R3 represents a C1 to C4 alkyl group; and when R2 and R3 each represent a C1 to C4 alkyl group, the two alkyl groups may be identical to or different from each other] or a salt of the compound; and/or a quaternary ammonium salt represented by the following formula (IV): (wherein R1, X, and Y have the same meanings as defined above; R4, R5, and R6, which may be identical to or different from one another, each represent a C1 to C4 alkyl group; and A- represents a counter ion).

COMPOSITION FOR EXTERNAL APPLICATION TO SKIN

A composition for external application to skin, containing a compound represented by formula (I) or a salt thereof, and/or a quaternary ammonium salt represented by formula (II): wherein R1 is a substituted or unsubstituted, linear or branched chain alkyl group having 2 to 25 carbon atoms; X is -CO-NH-, -O-CO-O-, -NH-CO-, - CO-O-, -O-CO- or -O-; Y is a substituted or unsubstituted alkylene group having 1 to 4 carbon atoms; R2 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R3 is an alkyl group having 1 to 4 carbon atoms; R2 and R3 are the same as or different from each other; R4, R5 and R6, which may the same as or different from each other, each are an alkyl group having 1 to 4 carbon atoms; and A- is a counter ion.

Dimer poly-quaternary ester compounds

The present invention relates to a novel class of polymeric compounds having specific quaternized amine based upon a dimer acid reacted with an alkanolamine to make an ester quaternary compound. Dimer acid is a C-36 diacid having a cyclic structure and two amine groups that allow for the synthesis of a high molecular weight cationic compound which is extremely substantitive to human skin and are well tolerated by human tissue making them suitable for use preparation of barrier products for personal care applications. These materials are dimethylaminopropyl amine free, which is highly desirable in personal care applications.

Dimer poly-quaternary ester compounds

The present invention relates to a novel class of polymeric compounds having specific quaternized amine based upon a dimer acid reacted with an alkanolamine to make an ester quaternary compound. Dimer acid is a C-36 diacid having a cyclic structure and two amine groups that allow for the synthesis of a high molecular weight cationic compound which is extremely substantitive to human skin and are well tolerated by human tissue making them suitable for use preparation of barrier products for personal care applications. These materials are dimethylaminopropyl amine free, which is highly desirable in personal care applications.