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Myristyl Myristate

Catalog Number
ACM3234853-2
CAS
3234-85-3
Structure
IUPAC Name
Tetradecyl tetradecanoate
Synonyms
Tetradecanoic acid, tetradecyl ester;Tetradecyl tetradecanoate;Tetradecyl myristate
Molecular Weight
424.74
Molecular Formula
C28H56O2
Canonical SMILES
CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC
InChI
DZKXJUASMGQEMA-UHFFFAOYSA-N
InChI Key
InChI=1S/C28H56O2/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-30-28(29)26-24-22-20-18-16-14-12-10-8-6-4-2/h3-27H2,1-2H3
Boiling Point
462.0±13.0 °C
Melting Point
37.4 °C
Purity
99%+
Density
0.859±0.06g/ml
Solubility
Oil-soluble
Appearance
White pastille or flakes, fatty odor
Application
Soaps, creams, makeup, lotions, hair conditioners, shaving products.
Storage
Store in a closed container at a dry place at room temperature
Active Content
95%
Physical State
Solid
Typical Applications
Use as dispersing agent, emulsion stabilizer.
Use as lubricant.
Spec Sheet
Case Study

Synthesis of Myristyl Alcohol Using Myristyl Myristate

Synthesis of Myristyl Alcohol Using Myristyl Myristate Schlipköter, Kim E., et al. Organic & biomolecular chemistry 18.39 (2020): 7862-7867.

Fatty alcohols are essential products in the chemical industry, widely used in the formulation of surfactants and lubricants. This study describes a two-step method to produce myristyl alcohol under pristine conditions, combining lipase-catalyzed esterification of myristic acid and myristic alcohol with ruthenium-catalyzed hydrogenation of the intermediate myristyl myristate. The esterification is performed in a bubble column reactor using a commercial immobilized lipase B from Candida antarctica as the biocatalyst, while the hydrogenation is carried out under pressurized conditions catalyzed by the homogeneous chemical catalyst Ru-Macho-BH.
Two-Step Hydrogenation Procedure
For the hydrogenation, a 450 mL bench-top high-pressure reactor is used. In a typical procedure, weigh out myristyl myristate (60 g, 141.5 mmol) and myristyl alcohol (3 eq., 90 g, 420.5 mmol) and melt them. Load the reactants and Ru-Macho-BH (0.5 mol%, 707 μmol) into the reactor, then purge the reactor three times with argon gas. Heat the mixture to 100 °C, and once at this temperature, introduce hydrogen gas (35 bar). Conduct sampling over 18 hours through the sampling port. Reduce the hydrogen pressure by 5 bar, then add hydrogen again until the pressure reaches 35 bar. After sampling, analyze the samples using gas chromatography (GC).

Preparation of Myristyl Myristate Solid Lipid Nanoparticles (SLN) Containing Levofloxacin

Preparation of Myristyl Myristate Solid Lipid Nanoparticles (SLN) Containing Levofloxacin Islan, Germán A., et al. Colloids and Surfaces B: Biointerfaces 143 (2016): 168-176.

Levofloxacin (LV) is a hydrophilic broad-spectrum antibiotic commonly used to treat pulmonary recurrent Pseudomonas aeruginosa infections, especially in cystic fibrosis (CF) patients. To explore viable LV carriers, myristyl myristate solid lipid nanoparticles (SLN) were prepared using an ultrasonic method in the presence of Pluronic® F68. Alternatively, nanostructured lipid carriers (NLC) were developed to enhance the encapsulation and storage of LV.
SLN and NLC Preparation
LV-containing SLN and NLC were prepared using an ultrasonic method. Briefly, 200 mg of myristyl myristate (1.0% w/v) was melted in a water bath at 60 °C and mixed with 5 mg of LV (either in solid form or dissolved in 100 μl of acetone). For NLC preparation, oil at a concentration of 3.0% to 10.0% (w/w) was added. After 10 minutes, a hot aqueous solution of 1.5% (w/v) Pluronic® F68 (20 ml) was added to the lipid phase. The mixture was then immediately sonicated using an ultrasonic processor equipped with a 3 mm titanium tip for 50 minutes at a 40% amplitude. The obtained dispersion was cooled to room temperature and stored at 5 °C.

Synthesis of Myristyl Myristate Lipid Nanoparticles Containing V-NA Complex

Synthesis of Myristyl Myristate Lipid Nanoparticles Containing V-NA Complex Bueloni, Bárbara, et al. International Journal of Biological Macromolecules 161 (2020): 1568-1580.

The complex of Nalidixic Acid (NA) with Vanadium (IV) ions (V-NA) has been shown to be a stronger antibacterial agent than NA alone, effectively combating E. coli, Bacillus cereus, Staphylococcus aureus, and Pseudomonas aeruginosa. Myristyl myristate nanostructured lipid carriers (NLC) and Eudragit NE30D polymer nanoparticles (EuNPs) were hybridized with chitosan (chi) to enhance their stability and mucoadhesiveness.
Preparation of Mixed NLC
Composite Chi-coated NLCs containing the V-NA complex were synthesized through ultrasonication homogenization. Specifically, 10.0 mg of V-NA were dissolved in 400 mg of pre-melted myristyl myristate (2.0% w/v) along with 50 μL of oil, heated in a water bath at 60 °C. Subsequently, 10 mL of hot Pluronic F68 (3.0% w/v) and chitosan (0.2% w/v) aqueous solution were added to the lipid phase. The resulting suspension was immediately ultrasonicated to prevent lipid solidification due to cooling. Ultrasonication was performed for 15 minutes at 80% amplitude using an ultrasonic processor equipped with a 6 mm titanium alloy tip. The dispersion was then cooled and stored at 5 °C for future use.

Custom Q&A

What is the molecular formula of Myristyl Myristate?

The molecular formula of Myristyl Myristate is C28H56O2.

What is the molecular weight of Myristyl Myristate?

The molecular weight of Myristyl Myristate is 424.7 g/mol.

What is the IUPAC name of Myristyl Myristate?

The IUPAC name of Myristyl Myristate is tetradecyl tetradecanoate.

What is the Canonical SMILES of Myristyl Myristate?

The Canonical SMILES of Myristyl Myristate is CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC.

What is the InChIKey of Myristyl Myristate?

The InChIKey of Myristyl Myristate is DZKXJUASMGQEMA-UHFFFAOYSA-N.

What are some synonyms of Myristyl Myristate?

Some synonyms of Myristyl Myristate include MYRISTIC ACID MYRISTYL ESTER and Ceraphyl 424.

How many hydrogen bond donor counts does Myristyl Myristate have?

Myristyl Myristate has 0 hydrogen bond donor counts.

What is the topological polar surface area of Myristyl Myristate?

The topological polar surface area of Myristyl Myristate is 26.3 Å2.

What is the complexity of Myristyl Myristate?

The complexity of Myristyl Myristate is 327.

What is the CAS number of Myristyl Myristate?

The CAS number of Myristyl Myristate is 3234-85-3.

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