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Sorbitan Laurate

Catalog Number
ACM1338392-1
CAS
1338-39-2
Structure
IUPAC Name
[2-[(2R,3R,4S)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] dodecanoate
Synonyms
Sorbitan, esters, monododecanoate;Sorbitan, monododecanoate;Sorbitan, monolaurate;Sorbitan monolaurate;Anhydrosorbitol monolaurate;Lauric acid sorbitan ester;Span 20
Molecular Weight
346.46
Molecular Formula
C18H34O6
Canonical SMILES
CCCCCCCCCCCC(=O)OCC([C@@H]1[C@@H]([C@H](CO1)O)O)O
InChI
LWZFANDGMFTDAV-WYDSMHRWSA-N
InChI Key
InChI=1S/C18H34O6/c1-2-3-4-5-6-7-8-9-10-11-16(21)23-13-15(20)18-17(22)14(19)12-24-18/h14-15,17-20,22H,2-13H2,1H3/t14-,15?,17+,18+/m0/s1
Boiling Point
400 °C
Density
1.032g/ml
Appearance
Amber liquid
Application
Emulsions for skin and hair care products
Storage
Store light-protected at a cool and dry place
Active Content
95%
Hydrophilic-Lipophilic Balance (HLB)
8.6
Physical State
Liquid
Typical Applications
Use as lubricant.
Use as dispersing agent, emulsifying agent.
Use as plasticizer.
Spec Sheet
Case Study

Sorbitan Monolaurate for Vesicle Preparation via Hydrothermal Emulsification-Solvent Diffusion Method

Sorbitan Monolaurate for Vesicle Preparation via Hydrothermal Emulsification-Solvent Diffusion Method Shimanouchi, Toshinori, et al. Colloids and Surfaces B: Biointerfaces 205 (2021): 111836.

Sorbitan monolaurate (Span 20), a nonionic surfactant with favorable emulsifying properties and cost-effectiveness, has been effectively utilized in the preparation of nanoscale vesicles through a combined hydrothermal emulsification and solvent diffusion (SD) approach. In this method, a 50:50 wt% mixture of Span 20 and polyoxyethylene (20) sorbitan monolaurate (Tween 20) served as the lipid phase to stabilize a water-in-oil (W/O) emulsion under hydrothermal conditions (240 °C, 10 MPa). Subsequent dispersion into an aqueous lipid solution produced a water-in-oil-in-water (W/O/W) emulsion, which acted as a structural template for vesicle formation.
The SD step, performed at 4 °C for 24 h, removed octanoic acid as the organic solvent, yielding vesicles with an average diameter of approximately 100 nm. Notably, the capillary-type flow system facilitated the generation of submicron emulsions, directly influencing vesicle size and uniformity. While vesicle yields were lower than conventional methods, the approach demonstrated the feasibility of controlling membrane properties through lipid ratio optimization and solvent selection.
This strategy highlights Span 20's role in promoting stable interfacial structures capable of withstanding high-temperature, high-pressure environments while preserving nanoscale vesicle architecture. Further process refinement-such as optimizing SD duration or modifying solvent diffusion kinetics-may enhance yield and accelerate production. The method offers promising potential for pharmaceutical nanocarrier development, where rapid, scalable vesicle preparation is essential for drug delivery applications.

Span 20 for Enhanced Walnut Oil Recovery via Sugar-Aided Aqueous Extraction

Span 20 for Enhanced Walnut Oil Recovery via Sugar-Aided Aqueous Extraction Chen, Jia, et al. LWT 91 (2018): 477-483.

Span 20 (sorbitan monolaurate), a nonionic surfactant with high interfacial activity, has demonstrated exceptional performance in improving walnut oil yields during sugar-aided aqueous extraction (SAAE). In this process, emulsion destabilization-a key bottleneck in conventional aqueous extraction-was achieved by combining Span 20 with acidic pH conditions.
Optimized parameters for maximum oil recovery included a 1 mol/L sugar solution, solvent-to-sample ratio of 4:1, extraction temperature of 85 °C, extraction time of 60 min, Span 20 dosage of 1.9 g/100 g sample, and pH 6.0. Under these conditions, oil yield reached 90.74%, significantly higher than the 60.56% obtained without surfactant. The improvement was attributed to Span 20's strong adsorption at the oil-water interface, which displaced interfacially active proteins and weakened emulsion stability. Additionally, its slight oil solubility under acidic conditions facilitated oil release.
Importantly, the protein fraction in the walnut meal remained structurally intact, enabling potential recovery and reuse, while the sugar solution could also be recycled-enhancing process sustainability. Compared with enzyme-assisted aqueous extraction, the SAAE-Span 20 approach reduced extraction time and maintained product quality.
This study underscores Span 20's critical role in interface engineering for high-efficiency edible oil recovery. By disrupting emulsion stability through competitive interfacial adsorption, Span 20 enables rapid, high-yield oil extraction, offering a scalable, cost-effective, and protein-preserving alternative for the edible oil industry.

Sorbitan Monolaurate in Amorphous Solid Dispersions for Enhanced Tablet Manufacturing via Vacuum Drum Drying

Sorbitan Monolaurate in Amorphous Solid Dispersions for Enhanced Tablet Manufacturing via Vacuum Drum Drying Schönfeld, Barbara V., Ulrich Westedt, and Karl G. Wagner. International Journal of Pharmaceutics: X 3 (2021): 100102.

Sorbitan monolaurate, employed as a key excipient in a copovidone matrix, was investigated for its role in amorphous solid dispersions (ASDs) of ritonavir (15% w/w) processed by vacuum drum drying (VDD). This study evaluated VDD as an alternative to hot-melt extrusion (HME) and spray drying (SD), focusing on downstream processability, including powder flow, compression behavior, and tablet quality.
ASDs incorporating sorbitan monolaurate demonstrated favorable physical characteristics when produced by VDD. Compared to spray-dried materials, VDD intermediates exhibited superior powder properties, such as improved flowability and bulk density, enabling direct compression into tablets without additional processing steps. Conversely, spray-dried ASDs showed high elastic recovery, resulting in tablets with structural defects. While milled extrudates from HME showed excellent powder properties, these could be approximated in VDD samples by adding an outer phase excipient.
The tablets formulated from VDD ASDs containing sorbitan monolaurate achieved enhanced tabletability, producing stronger compacts at lower solid fractions. Importantly, all tablets-irrespective of the ASD manufacturing method-exhibited comparable disintegration times and dissolution profiles, confirming that sorbitan monolaurate supports consistent drug release.
Overall, sorbitan monolaurate within the copovidone matrix facilitates ASD formation with advantageous downstream processability in VDD. This approach reduces solvent usage and process complexity while enabling efficient direct compression, highlighting sorbitan monolaurate's pivotal role in advancing scalable, cost-effective solid oral dosage form manufacturing.

Custom Q&A

What is the CAS number of Sorbitan laurate?

The CAS number of Sorbitan laurate is 1338-39-2.

What are some synonyms for Sorbitan laurate?

Some synonyms for Sorbitan laurate include Sorbitan monolaurate, Span 20, and Lauric acid sorbitan ester.

What is the molecular weight of Sorbitan laurate?

The molecular weight of Sorbitan laurate is 346.46.

What is the molecular formula of Sorbitan laurate?

The molecular formula of Sorbitan laurate is C18H34O6.

What is the IUPAC Name of Sorbitan laurate?

The IUPAC Name of Sorbitan laurate is [2-[(2R,3R,4S)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] dodecanoate.

What is the Boiling Point of Sorbitan laurate?

The Boiling Point of Sorbitan laurate is 400°C.

What is the density of Sorbitan laurate?

The density of Sorbitan laurate is 1.032g/ml.

What are the typical applications of Sorbitan laurate?

The typical applications of Sorbitan laurate include use as a lubricant, dispersing agent, emulsifying agent, and plasticizer.

What is the Hydrophilic-Lipophilic Balance (HLB) of Sorbitan laurate?

The Hydrophilic-Lipophilic Balance (HLB) of Sorbitan laurate is 8.6.

What percentage of Sorbitan laurate is considered as active?

Sorbitan laurate contains 95% of actives.

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