124-10-7

Usage

Uses

Used in Cosmetics and Personal Care Industry:
Methyl tetradecanoate is used as a fragrance ingredient for its ability to impart a pleasant scent to cosmetics and personal care products, enhancing their sensory appeal.
Used in Food Industry:
In the food industry, methyl tetradecanoate is used as a flavoring agent, particularly in the production of artificial flavors and essences, to provide a desirable taste and aroma to various food products.
Used in Pharmaceutical Industry:
Methyl tetradecanoate is utilized as a solvent and intermediate in the synthesis of various compounds within the pharmaceutical industry, contributing to the development of new medications and treatments.
Used in Agricultural Industry:
In agriculture, methyl tetradecanoate has potential applications, serving as a solvent and intermediate in the synthesis of compounds that can be used in the development of agricultural products, such as pesticides or fertilizers, to improve crop yield and protection.

InChI:InChI=1/C15H30O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17-2/h3-14H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 544-63-8 n-tetradecanoic acid 
• 186581-53-3 diazomethane 
• 97499-84-8 3-carbonyloxypropyonyl dodecanoyl peroxide 
• 112-72-1 1-Tetradecanol 
• 124-25-4 myristylaldehyde 
• 156791-81-0 iristectorene B 
• 64395-94-4 1β-O-Myristoyl-D-glucopyranose 
• 71638-22-7 1,2-Ethandiyl-1-(4-benzoylbenzoat)-2-tetradecanoat 
• 124-41-4 sodium methylate 
• 75796-01-9 Stillingia factor S₂ 
• 112-64-1 tetradecanoyl chloride 
• 112-16-3 n-dodecanoyl chloride 
• 143-07-7 lauric acid 

Downstream Products

• 874007-30-4 tert-butyl-tridecyl-carbinol 
• 542-50-7 heptacosan-14-one 
• 55319-83-0 9-Octyl-docosan 
• 112-72-1 1-Tetradecanol 
• 142-58-5 myristic monoethanolamide 
• 2345-28-0 pentadecan-2-one 
• 6134-02-7 6-tridecyl-[1,3,5]triazine-2,4-diyldiamine 
• 52262-76-7 docosane-7,9-dione 
• 69693-12-5 N-(4-hydroxy-3-methoxybenzyl)tetradecanamide 
• 81123-99-1 1,1,1-trifluoropentadecan-2-one 
• 14303-70-9 tetradecanoic acid propyl ester 
• 589-68-4 1-monoglyceride myristic acid 
• 20255-94-1 1,2-dimyristoyl-rac-glycerol 
• 3443-83-2 glycerin monomyristate 

Relevant academic research and scientific papers

IRISTECTORENE B, A MONOCYCLIC TRITERPENE ESTER FROM IRIS TECTORUM

A monocyclic triterpene ester, iristectorene B, has been isolated from the seeds of Iris tectorum.On the basis of spectroscopic methods and chemical evidence, the ester was shown to be 3--2,3-dimethyl-6-(1-methyl-2-oxoethylidene)cyclohexyl>propyl tetradecanoate and its stereochemistry was also clerified.

Steroids and ceramide from the stem bark of Odyendyea gabonensis

Two new steroids, 22E, 24R-stigmast-22-ene-3,6,11-trione (1) and 22E, 24R-3-acetylstigmasta-5,22-diene-7,11-dione (2), and one new ceramide, (2S,3S,4R,5R) N-(1,3,4,5-tetrahydroxyundecan-2-yl)tetradecanamide (7), together with eleven known compounds were isolated from the CH2Cl2 extract of the stem bark of Odyendyea gabonensis. The structures of all compounds were determined by comprehensive analyses of their 1D and 2D NMR, mass spectral (EI and ESI) data, chemical reactions, and comparison with previously known analogs. Pure compounds were tested for their activity against the bacteria Bacillus subtilis, Staphylococcus aureus and Escherichia coli, the fungi Mucor miehei and Candida albicans, and the plant pathogen oomycetes Aphanomyces cochlioides, Pythium ultimum and Rhizoctonia solani using the paper disk agar diffusion assay. For active compounds, MICs were determined by the broth microdilution assay. Cytotoxic activity against the human lung adenocarcinoma cell line A 549 was evaluated by the MTT assay. All compounds delivered low to missing antimicrobial activities in the agar diffusion assay and MICs > 1 mg mL-1. The alkaloids 10 and 11 displayed cytotoxic activity against the human lung adenocarcinoma cell line A549 with IC 50 2.5 and 4.5 μm respectively.

Antibacterial sphingolipid and steroids from the black coral Antipathes dichotoma

From the black coral Antipathies dichotoma, a sphingolipid (2S*,3S*,4E,8E)-2N-[tetradecanoyl]-4(E),8(E)-icosadiene-1, 3-diol (1) and a steroid (22E)-methylcholesta-5,22-diene-1 α,3 β,7 α-triol (2) were isolated. Other known compounds, 3β,7 α-dihydroxy-cholest-5-ene (3) (22E,24S),5α,8α-epidioxy-24- methylcholesta-6,22-dien-3β-ol (4) and (22E,24S),5α,8α- epidioxy-24-methylcholesta-6,9(11),22-trien-3β-ol (5). The structures were established on the basis of NMR spectroscopic analysis and comparison with literature. The antibacterial activity of five compounds was evaluated.

Preparation method of carboxylic ester compound

The invention relates to a preparation method of a carboxylic ester compound, which comprises the following steps: reacting carboxylic acid with methanol in air under the catalysis of nitrite to obtain an ester compound, the preparation method disclosed by the invention has the advantages of rich raw material sources, cheap and easily available catalyst, mild reaction conditions, simplicity and convenience in operation and the like, a series of fatty carboxylic acids can be modified with high yield, and particularly, the traditional esterification method is generally not suitable for esterification of drug molecules. By utilizing the method, a series of known drug molecules can be modified, so that a shortcut is provided for discovering new drug molecules.

Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite

In this work, the green esterification of carboxylic acids promoted by tert-butyl nitrite has been well developed. This transformation is compatible with a broad range of substrates and exhibits excellent functional group tolerance. Various drugs and substituted amino acids are applicable to this reaction under near neutral conditions, with good to excellent yields.

Tunable aryl imidazolium ionic liquids (TAIILs) as environmentally benign catalysts for the esterification of fatty acids to biodiesel fuel

Herein, we describe the synthesis of tunable aryl imidazolium ionic liquid catalysts and tested for esterification of fatty acids to biodiesel. In this work, six tunable aryl imidazolium ionic liquids (TAIILs) 1a-1f were prepared. These ionic liquids were used as the economical and reusable catalysts for the synthesis of biodiesel fuels. The reaction has been preceded in a monophase at 80 °C for 4 h, after which the product was separated from the catalyst system by a simple liquid/liquid phase separation at room temperature with excellent yields. With the simple post-process, the catalyst is reusable at least 6 times. This novel method offers a short reaction time, good yields, and environmentally benign characteristics.

Novel synthesized microporous ionic polymer applications in transesterification of Jatropha curcas seed oil with short Chain alcohol

New suites of sulfonic acid-functionalized microporous ionic polymers (PIPs) catalysts were synthesized with polymer, alkyl bromides, and 1, 3-propane sultone via a two-step procedure. The synthesized microporous PIP catalysts were characterized using FT-IR, SEM-Mapping, XPS, N2 adsorption–desorption isotherms, solid NMR spectroscopy, and element analysis. Esterification of several fatty acids with ethanol, which was used as a model reaction in the stabilization of Jatropha curcas seed oil, was checked over functionalized PIP. We tested the catalytic performance of PIP-C8 on the synthesis of fatty acid esters via the transesterification of J. curcas seed oil with a mixture of short-chain alcohols such as ethanol, ethanol–to–diethyl carbonate (1;1 molar ratio), and ethanol–to–dimethyl carbonate (1:1 molar ratio) with 170 mg of PIP-C8 at reflux temperature with agitation. The PIP-C8 catalyst was particularly effective, having achieved yields of 85%, 94%, and 70% for J. curcas seed oil with ethanol, J. curcas seed oil with ethanol–to–DEC, and J. curcas seed oil with ethanol–to–DMC, respectively, under the optimized reaction conditions. The catalyst could be recycled more than five times without significant deactivation. Kinetic studies performed at different temperatures revealed that the conversion of oleic acid to an ethyl ester follows a first-order reaction. The best catalysts with microporous structure (average pore diameter: 1.7–1.9 nm, pore volume: 0.23–0.33 cm3 g–1) and –SO3H density (0.70–0.84 mmol/gcat) were obtained by 1, 3-propane sultone of the chemically activated. The results indicate that the site activity of functionalized microporous ionic polymer materials shows promising approach for the development of environmentally friendly technology.

ZWITTERIONIC CATALYSTS FOR (TRANS)ESTERIFICATION: APPLICATION IN FLUOROINDOLE-DERIVATIVES AND BIODIESEL SYNTHESIS

An amide/iminium zwitterion catalyst has a catalyst pocket size that promotes transesterification and dehydrative esterification. The amide/iminium zwitterions are easily prepared by reacting aziridines with aminopyridines. The reaction can be applied a wide variety of esterification processes including the large-scale synthesis of biodiesel. The amide/iminium zwitterions allow the avoidance of strongly basic or acidic condition and avoidance of metal contamination in the products. Reactions are carried out at ambient or only modestly elevated temperatures. The amide/iminium zwitterion catalyst is easily recycled and reactions proceed in high to quantitative yields.

Highly ordered mesoporous functionalized pyridinium protic ionic liquids framework as efficient system in esterification reactions for biofuels production

Polysiloxane acidic ionic liquids containing pyridinium trifluoroacetate salts (PMO-Py-IL) were synthesized from pyridine containing organosilane precursors. Characterization by SEM, XRD, TGA, and nitrogen porosimetry confirmed that both pyridinium cation and trifluoroacetate anion were successfully incorporated within the organosilica network. The resulting organic-inorganic hybrid nanomaterial (PMO-Py-IL) was studied as nanocatalyst in free fatty acids esterification into biodiesel-like compounds. Remarkably, the synergistic hydrophilic/hydrophobic effect of pyridinium and trifluoroacetate ionic liquid in the well-ordered channels of PMO-Py-IL nanomaterial enhanced the activity toward sustainable biodiesel-like esters production. More importantly, PMO-Py-IL nanocatalyst also exhibited an exceptional activity and stability. The catalyst could be easily separated to reuse at least in ten reactions runs preserving almost intact its catalytic activity under otherwise identical conditions to those employed for the fresh catalysts.

Sulfonated Hyper-cross-linked Porous Polyacetylene Networks as Versatile Heterogeneous Acid Catalysts

Two highly sulfonated micro/mesoporous polymers, P(1,3-DEB)-SO3H and P(1,4-DEB)-SO3H, with permanent porosity, the specific surface area about 550 m2 ? g?1 and the content of SO3H groups of 2.7 mmol ? g?1 were prepared as new acid Porous Polymer Catalysts, PPCs. The PPCs were achieved by easy sulfonation of parent hyper-cross-linked micro/mesoporous polyacetylene-type networks resulting from a chain-growth homopolymerization of 1,3- and 1,4-diethynylbenzenes. New PPCs are reported as highly active and reusable heterogeneous catalysts of esterification of fatty acids with methanol and ethanol, Prins cyclization of aldehydes with isoprenol and intramolecular Prins cyclization of citronellal to isopulegol. The catalytic activity of the micro/mesoporous PPCs (TON values up to 522 mol ? mol?1) was higher than that of commercial polymer-based heterogeneous catalyst Amberlyst 15 possessing gel texture without permanent pores and that of p-toluenesulfonic acid applied as a homogeneous catalyst.