6316-04-7

Usage

Uses

Used in Surfactant Industry:
Acetic acid, chloro-, dodecyl ester is used as an intermediate in the synthesis of Sodium Lauryl Sulfoacetate (S634303) for its role in creating new surfactants with enhanced properties. These surfactants, such as sodium cocoyl threoninate and sodium cocoyl glutamate, offer outstanding mildness, moisturization properties, and good foaming ability, making them suitable for various applications in the surfactant industry.
Used in Personal Care Industry:
The mildness and moisturization properties of the surfactants derived from Acetic acid, chloro-, dodecyl ester make them ideal for use in the personal care industry. These surfactants can be incorporated into products like shampoos, body washes, and other cleansing products to provide a gentle and hydrating experience for the user.
Used in Detergent Industry:
The good foaming ability of the surfactants synthesized using Acetic acid, chloro-, dodecyl ester makes them suitable for use in the detergent industry. These surfactants can be used in the formulation of laundry detergents, dishwashing liquids, and other cleaning products to enhance their cleaning performance and user experience.

InChI:InChI=1/C14H27ClO2/c1-2-3-4-5-6-7-8-9-10-11-12-17-14(16)13-15/h2-13H2,1H3

Upstream product

• 112-53-8 1-dodecyl alcohol 
• 79-11-8 chloroacetic acid 
• 79-04-9 chloroacetyl chloride 
• 22128-62-7 carbonochloridic acid, chloromethyl ester 

Downstream Products

• 5338-48-7 1-dodecyloxycarbonylmethyl-1-methyl-piperidinium; chloride 
• 87297-97-0 N-benzyl-N-dodecyloxycarbonylmethyl-N,N-dimethylammonium chloride 
• 102310-48-5 n-dodecyl phenoxyacetate 
• 2629-75-6 carbododecyloxymethyltrimethylammonium chloride 
• 30100-47-1 1-Dimethylamino-2--aethan-chlorid 
• 3818-69-7 1,6-Bis--hexan-dichlorid 
• 121150-43-4 N,N-dimethylamino-acetate 1-dodecyl ester 
• 66856-30-2 lauryl L-2-[3-(3,4-dihydroxyphenyl)-2-benzyloxycarbonylamino-2-methylpropionyloxy]-acetate 
• 4303-67-7 1-dodecylimidazole 

Relevant academic research and scientific papers

Self-Aggregation and liquid crystalline behavior of new ester-functionalized quinuclidinolium surfactants

A new type of ester-based cationic surfactant having a quinuclidinolium headgroup has been synthesized starting from linear fatty alcohols and has been characterized using spectroscopic techniques. The self-Aggregation and thermodynamic properties of these surfactants have been investigated by pendant-drop surface tensiometry and conductivity measurements. The liquid crystalline behaviors of these surfactants were investigated by small-Angle X-ray scattering (SAXS) technique. The quinuclidinolium headgroup demonstrated a unique ability to interlock among themselves thus affecting the physicochemical properties of surfactants in aqueous solution. The current research finding supports the new concept of headgroup interlocking which is supported by 1D and 2D NMR studies.

Structure-activity relationship modeling and experimental validation of the imidazolium and pyridinium based ionic liquids as potential antibacterials of mdr acinetobacter baumannii and staphylococcus aureus

Online Chemical Modeling Environment (OCHEM) was used for QSAR analysis of a set of ionic liquids (ILs) tested against multi-drug resistant (MDR) clinical isolate Acinetobacter baumannii and Staphylococcus aureus strains. The predictive accuracy of regression models has coefficient of determination q2 = 0.66 ? 0.79 with cross-validation and independent test sets. The models were used to screen a virtual chemical library of ILs, which was designed with targeted activity against MDR Acinetobacter baumannii and Staphylococcus aureus strains. Seven most promising ILs were selected, synthesized, and tested. Three ILs showed high activity against both these MDR clinical isolates.

The inhibition performance of morpholinium derivatives on corrosion behavior of carbon steel in the acidized formation water: Theoretical, experimental and biocidal evaluations

The aim of the present study is to synthesis and explore the inhibition influences of three morpholinium cationic surfactants (coded: MCS-10, MCS-12, and MCS-14) on the carbon steel corrosion in petroleum wells formation water containing 3 M HCl solution at different temperatures. The chemical structures of the synthesized compounds were confirmed by FTIR, 1HNMR analysis. The surface properties of the surfactants were investigated via the surface tension measurements. Inhibition efficiencies obtained from weight loss were in good agreement and they were up to 92.2, 92.8, and 93.1% for MCS-10, MCS-12, and MCS-14, respectively. The effect of temperature on the corrosion behavior of mild steel was studied in the range of 298–343 K. Villamil adsorption isotherm was found to be the more fitted model for the adsorption process description. Also, the biocidal activity for the synthesized morpholinium surfactants was studied. The parameters of DFT and molecular dynamic simulation were found adequately correlated with the obtained experimental results. Surface morphology study through scanning electron microscope (SEM) analysis showed a significant improvement on the surface morphology of the steel plate in the presence of MCS-14 in the corrosive solution.

New Diesters Derived from Piperine: In silico Study and Evaluation of Their Antimicrobial Potential

Piperine, previously extracted from black pepper (Piper nigrum L.), was used as a precursor for the synthesis of twelve new diester derivatives. The final products were obtained through the bimolecular nucleophilic substitution reaction (SN2) of the alkyl 2-chloroacetates and the salt of piperic acid, obtained from the basic hydrolysis of piperine. The compounds were synthesized with yields of 55-84% and characterized by infrared spectroscopy and 1H and 13C nuclear magnetic resonance. The evaluation of the compounds’ potential as new drug candidates was done through an in silico study of ADME properties (absorption, distribution, metabolization and excretion) and evaluation of antimicrobial activity against bacterial strains (Staphylococcus aureus and Pseudomonas aeruginosa), yeasts (Candida albicans and Candida tropicalis) and filamentous fungi (Aspergillus fumigatus, Aspergillus flavus and Aspergillus niger). The in silico study showed that the compounds were good drug candidates and antimicrobial evaluation demonstrated that 9 of the 12 compounds exhibited a minimum inhibitory concentration (MIC) ranging 1024-256 μg mL?1

Functionalized imidazolium-based ionic liquids: biological activity evaluation, toxicity screening, spectroscopic, and molecular docking studies

A series of long-chain imidazolium-based ionic liquids (ILs) 1-dodecyl-3-methylimidazolium chloride (1), 1,3-bis(octyloxycarbonylmethyl)imidazolium chloride (2) and 1-dodecyloxycarbonylmethyl-3-methyloxycarbonylmethylimidazolium chloride (3), were synthesized and evaluated as antimicrobials against a wide range of bacteria and fungi. Toxicological risks of selected compounds were assessed using the biomodels of various organizational and functional levels. All compounds demonstrated significant antibacterial and antifungal activity. The toxicity results indicate that ILs containing an ester functional group in the alkyl side chain exhibited much lower toxicity to D. magna and acetylcholinesterase inhibition than ILs with long alkyl chain without polar substituents, while toxicity toward Danio rerio was on a par. The HSA-binding properties of ILs have been investigated by FT-IR spectroscopy technique and the evidences have suggested that the test compounds could induce the protein unfolding and changes in the secondary structure of HSA. The docking studies were carried out to provide structural insights of the ILs–HSA-binding interactions. The docked compounds exhibit a high binding affinity to HSA and the hydrogen bonding, hydrophobic and electrostatic interactions played a major role in the process. ILs 2 and 3 may be perspective for further investigation as potential low-toxic biocides with high antimicrobial activity against reference and clinical multidrug-resistant strains.

Preparation method of novel thermosensitive ionic liquid and method for synthesizing chloracetate catalytically

The invention discloses an acid functionalized-temperature controlled ternary heteropolyacid ionic liquid and a preparation method thereof, as well as an esterification method for synthesizing chloracetate catalytically. The structural formula of the heteropolyacid ionic liquid is as shown in a formula (I). The ionic liquid has a temperature responding characteristic during esterification reactionof chloroacetic acid and chloroacetic acid, is mixed with a reactant as one phase at the reaction temperature, and is further divided into two phases with the product when the temperature is reducedto a room temperature after the reaction. A catalyst and a reaction product can be separated quickly by simple filtration. The ionic liquid not only has the advantages of being convenient to recover and free of waste acid emission, but also has the characteristics of being high in esterification efficiency, good in repeated using performance and the like.

Synthesis and evaluation of novel cationic gemini surfactants based on Guava crude fat as petroleum-collecting and dispersing agents

Cationic gemini surfactants based on Guava fat mixed fatty alcohols and isolated fatty alcohols C8, C12, C16, C18 were synthesized. The surface properties and thermodynamic parameters of micellization process, of the new cationic gemini surfactants have been investigated. Furthermore, the petroleum-collecting and dispersing indices of obtained surfactants, in waters of varying salinity have been studied. The results revealed that the tendency of these surfactants toward adsorption process was more than its tendency micellization and show high petroleum-collecting and dispersing properties.

Synthesis of some acyclic quaternary ammonium compounds. Alkylation of secondary and tertiary amines in a two-phase system

A series of acyclic symmetrical and asymmetrical quaternary ammonium chlorides of the general formula R1R2R3N+AR4Cl- (R1 = Me, Bu; R2 = n-C12H25, PhCH2, C n H2n+1(OCH2CH2) m, n = 9 and 12, m = 1 and 2; R3 = n-C12H25, PhCH2, HOCH2CH2,-OOCCH2; R4 = n-C12H25, PhCH2; A = (CH2CH2O)1,2, CH2C(O)O) was synthesized by the alkylation of tertiary amines in a two-phase system containing water. A convenient method for the synthesis of the initial symmetrical and asymmetrical tertiary amines of the general formula MeNR1R2 (R1 = Me, Bu; R2 = n-C12H25, PhCH2, CnH2n+1(OCH2CH2) m, n = 9 and 12, m = 1 and 2) in an organic phase-aqueous phase heterogeneous system, which allows the use of aqueous solutions of alkali and amines, was developed. The improved method for the preparation of intermediate ethylene glycol and diethylene glycol monoethers is monoalkylation of glycols in dioxane using solid KOH in a two-phase system.

Surface-active ionic liquids for micellar extraction of piperine from black pepper

We present the application of ionic liquid-aqueous micellar solutions as isolation media for the pharmaceutically active ingredient piperine from black pepper. Several surface-active ionic liquids including a biodegradable betaine derivative were used for the extraction of piperine, and a strong correlation between extraction yield and the critical micelle concentration of the respective ionic liquid was found. A scaled strategy for the isolation of piperine was developed that allowed recovery and recycling of the aqueous ionic liquid micellar solution for five runs without any loss in extraction efficiency.

Synthesis of ester based cationic pyridinium gemini surfactants and appraisal of their surface active properties

New pyridinium gemini surfactants have been synthesized by esterification of halogenated carboxylic acids with long chain fatty alcohols furnishing respective esters (dodecyl-2-chloroacetate, tetradecyl-2-chloroacetate, hexadecyl-2-chloroacetate, dodecyl-2-bromoacetate, tetradecyl-2-bromoacetate and hexadecyl-2-bromoacetate) followed by their subsequent treatment with 4,4′-trimethylene dipyridine resulting in the formation of title Gemini surfactants: 4,4′-(propane-1,3-diyl)bis1-{2-(dodecyloxy)-2-oxoethyl}; 4,4′-(propane-1,3-diyl)bis{1-(2-(tetradecyloxy)-2-oxoethyl}; 4,4′-(propane-1,3-diyl)bis{1-(2-(hexadecyloxy)-2-oxoethyl} dipyridinium chlorides; 4,4′-(propane-1,3-diyl)bis{1-(2-(dodecyloxy)-2-oxoethyl}; 4,4′-(propane-1,3-diyl)bis{1-(2-(tetradecyloxy)-2-oxoethyl} and 4,4′-(propane-1,3-diyl)bis{1-(2-(hexadecyloxy)-2-oxoethyl} dipyridinium bromides. Their identifications are based on IR, 1H-NMR, 13C-NMR, DEPT, COSY and Mass spectral studies. Their surface active properties were also evaluated on the basis of surface tension and conductivity measurements.