12-hydroxyoctadecanoic, also known as 12-hydroxy stearic acid, is a fatty acid derivative characterized by a hydroxyl group (-OH) attached to the 12th carbon of an 18-carbon chain.
12-hydroxyoctadecanoic is a naturally occurring fatty acid and is commonly found in various plant and animal fats, often produced during the enzymatic hydrolysis of triglycerides.
12-hydroxyoctadecanoic plays a crucial role in biological processes, as it is involved in the synthesis of various esters and as a potential intermediate in the production of specialty chemicals.
CAS Number: 106-14-9
Molecular Formula: C18H36O3
Molecular Weight: 300.48
EINECS Number: 203-366-1
Synonyms: 12-Hydroxystearic acid, 12-HYDROXYOCTADECANOIC ACID, 106-14-9, Octadecanoic acid, 12-hydroxy-, Hydroxystearic acid, Cerit Fac 3, Hydrofol acid 200, Ceroxin GL, Barolub FTO, DL-12-Hydroxystearic acid, Stearic acid, 12-hydroxy-, 36377-33-0, Loxiol G 21, 12-hydroxy-octadecanoic acid, NSC 2385, HSDB 5368, UNII-YXH47AOU0F, EINECS 203-366-1, EINECS 253-004-1, UNII-933ANU3H2S, DL-12-hydroxy stearic acid, BRN 1726730, 933ANU3H2S, DTXSID8026725, CHEBI:85208, AI3-19730, CASID HSA, NSC-2385, DL-12-HYDROXYOCTADECANOIC ACID, DTXCID606725, KOW, EC 203-366-1, 4-03-00-00942 (Beilstein Handbook Reference), MFCD00004592, 12-HYDROXYSTEARIC ACID (USP-RS), 12-HYDROXYSTEARIC ACID [USP-RS], CAS-106-14-9, 12-hydroxy stearic acid, 12-Hydroxyoctadecanoicacid, 12-Hydroxystearic acid estolide, 12-hydroxy-stearic acid, YXH47AOU0F, SCHEMBL17773, WLN: QV10YQ6, 12-HSA, CHEMBL292352, NSC2385, (?)-12-Hydroxyoctadecanoic acid, 12-Hydroxyoctadecanoic acid, 99%, 12-Hydroxystearic acid (Standard), HY-W127329R, EINECS 227-283-5, EINECS 242-295-0, Tox21_201492, Tox21_303035, LMFA02000130, AKOS016010128, HY-W127329, NCGC00164350-01, NCGC00164350-02, NCGC00257021-01, NCGC00259043-01, 78642-86-1, MS-24336, PD150654, 12-HYDROXYOCTADECANOIC ACID [HSDB], DB-180778, Octadecanoic acid, 12-hydroxy-, (+/-)-, CS-0185570, H0308, NS00008165, Octadecanoic acid, 12-hydroxy-, (A+/-)-, E82291, Q27158401, 12-Hydroxystearic acid, United States Pharmacopeia (USP) Reference Standard, InChI=1/C18H36O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21, 12-hydroxy-octadecanoicaci;12-hydroxystearic;12-hydroxy-stearicaci;12-Hydroxysteric acid;12 hydroxy calcium stearate;12-Hydroxystearic acid Factory;12-Hydroxystearic acid COA TDS MSDS;Twelve hydroxy acid
12-hydroxyoctadecanoic has applications in industrial and cosmetic formulations, particularly for its lubricating, emulsifying, and stabilizing properties.
Additionally, 12-hydroxyoctadecanoic is used in the production of synthetic polymers, coatings, and as a corrosion inhibitor due to its ability to form stable complexes with metal ions.
A hydroxy fatty acid that is stearic acid bearing a hydroxy substituent at position 12.
Non-isothermal nucleation rate of a self-assembling fibrillar network of 12-hydroxyoctadecanoic in canola oil has been reported.
It is commonly used as gelling agent for organic solvents. Self-assembled monolayers of 12-hydroxyoctadecanoic acid and its 4,4′-bipyridinium salt have been observed on the solution graphite interface using scanning tunnelling microscopy.
12-hydroxyoctadecanoic, also known as 12-hydroxy-octadecanoate or DL-12-hydroxy stearate, belongs to the class of organic compounds known as long-chain fatty acids.
These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
12-Hydroxystearic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
12-hydroxyoctadecanoic is a waxy hydroxyl fatty acid that is odorless and tasteless.
12-hydroxyoctadecanoic is primarily used in grease, lubricant, cosmetics, paint, and rubber industries.
12-hydroxyoctadecanoic is soluble in many organic solvents but insoluble in water.
12-hydroxyoctadecanoic is primarily used in Grease and Lubricants manufacturing.
12-hydroxyoctadecanoic enhances the overall performance with better texture, improved heat stability and improved dropping points.
12-hydroxyoctadecanoic has excellent heat tolerance and water resistance.
Non-isothermal nucleation rate of a self-assembling fibrillar network of 12-hydroxyoctadecanoic in canola oil has been reported.
It is commonly used as gelling agent for organic solvents.
Self-assembled monolayers of 12-hydroxyoctadecanoic and its 4,4′-bipyridinium salt have been observed on the solution graphite interface using scanning tunnelling microscopy.
12-hydroxyoctadecanoic is often used in the manufacturing of certain surfactants and emulsifiers due to its amphiphilic nature, meaning it has both hydrophilic and hydrophobic properties that allow it to interact with both oil and water.
This makes it useful in various personal care products, such as lotions, creams, and shampoos, where it helps to improve texture and maintain product stability.
In addition to its role in cosmetics, 12-hydroxyoctadecanoic is utilized in the production of lubricants and plastics, where it can improve the performance of materials by enhancing their lubricating properties and providing anti-wear and anti-friction benefits.
In the pharmaceutical industry, 12-hydroxyoctadecanoic can also be found as part of certain drug formulations, where it is used to modify the release profiles of active ingredients or to improve the overall effectiveness of the drug by aiding in its solubility or stability.
Furthermore, 12-hydroxyoctadecanoic can act as a precursor in the synthesis of polyesters and other high-performance materials.
It has also been studied for its potential role in producing biodegradable materials, as it may offer a more sustainable alternative to synthetic chemicals in certain applications.
Melting point: 74-76 °C (lit.)
Boiling point: 180 °C
Density 1.0238: (rough estimate)
vapor pressure: 0Pa at 20℃
refractive index: 1.4200 (estimate)
storage temp.: −20°C
solubility:Chloroform (Slightly, Heated), Ethyl Acetate (Slightly, Heated), Methanol
form: Crystalline
pka: 4.78±0.10(Predicted)
color: White
Water Solubility: Soluble in ether, alcohol and chloroform. Insoluble in water.
BRN: 1726730
LogP: 5.7
12-hydroxyoctadecanoic is a waxy, castor-derived fatty acid that nds use in lithium complex grease and other high performance greases with automotive and industrial applications.
12-hydroxyoctadecanoic is an ecient viscosity builder and gelling agent, and will gel hydrocarbons as well as many esters and some silicones.
Salts made from 12-hydroxyoctadecanoic can function as oil/water emulsiers.
12-hydroxyoctadecanoic can be used as an emollient in underarm deodorant sticks, gel lipsticks, hair styling products, creams and lotions.
12-hydroxyoctadecanoic is a castor oil derivative used in a variety of cosmetic applications.
12-hydroxyoctadecanoic is often used by formulators as an emollient in skin care products and is also a common surfactant in soaps.
12-hydroxyoctadecanoic is used predominately in antiperspirants and deodorants, lip gels, hair styling waxes, and skin creams and lotions
The castor oil derivative 12-hydroxyoctadecanoic — also known as 12-hydroxy stearic acid or 12-HSA — can transform into a thickening agent in personal care products and as a chemical intermediate in chemical applications.
From coatings and adhesives to sealants and elastomers an extensive variety of uses for this sustainable product.
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12-hydroxyoctadecanoic is used as a chemical intermediate in coatings, adhesives, sealants and elastomers, as an activator and accelerator in the rubber manufacturing process and it is a key ingredient in the production of lithium greases.
12-hydroxyoctadecanoic is also used as an emollient in some personal care applications.
12-hydroxyoctadecanoic is the mixed fatty acid obtained by hydrolysis of Hydrogenated Castor Oil.
12-hydroxyoctadecanoic is high melting, brittle, waxy solid at ambient temperatures.
12-hydroxyoctadecanoic should be stored away from heat to avoid deterioration.
12-hydroxyoctadecanoic is insoluble in water and 12-Hydroxyoctadecanoic acid's solubility in many organic solvents is also limited.
12-hydroxyoctadecanoic is a non-toxic, non-hazardous material.
12-hydroxyoctadecanoic is used in the manufacturing of greases
12-hydroxyoctadecanoic, also known as 12-hydroxy-octadecanoate or DL-12-hydroxy stearate, belongs to the class of organic compounds known as long-chain fatty acids.
These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
12-hydroxyoctadecanoic is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
12-hydroxyoctadecanoic has also attracted attention for its potential biological and medicinal properties.
Research has shown that this compound could have anti-inflammatory and antioxidant effects, which might make it valuable in the development of treatments for conditions related to oxidative stress and inflammation.
In addition, its presence in certain plant and animal fats suggests it may play a role in biological systems, where it could influence cellular processes or act as a signaling molecule.
In agriculture, 12-hydroxyoctadecanoic has been investigated for its potential to serve as a natural pesticide or growth regulator.
12-hydroxyoctadecanoics presence in plant cuticles suggests it may help with protecting plants from external environmental factors like pests or fungal infections.
This natural origin makes it a promising candidate for use in sustainable agricultural practices that aim to reduce reliance on synthetic chemicals.
Moreover, 12-hydroxyoctadecanoic has been explored in the field of nanotechnology.
12-hydroxyoctadecanoic is being considered for use in the synthesis of nanomaterials, which are engineered at a molecular scale, to create new materials with unique properties.
12-hydroxyoctadecanoic can assist in stabilizing nanoparticles or serve as a surfactant in the creation of nano-sized drug delivery systems, where precise control over the release of active ingredients is crucial for the therapeutic outcome.
Uses Of 12-hydroxyoctadecanoic:
12-hydroxyoctadecanoic is used in cosmetics, wax blends, heavy duty greases, polishes, inks and hot melt adhesives, as a lubricant for natural and synthetic rubbers and as a source for industrial oleo chemicals.
12-hydroxyoctadecanoic is also used as an intermediate in pharmaceuticals.
12-hydroxyoctadecanoic gives better Lithium, Barium and Calcium multi-purpose greases.
It provides excellent resistance to water, oils, solvents and crude petroleum, wide temperature range stability and high drop point.
12-hydroxyoctadecanoic is used for gelling liquid Paraffin in creams and ointments, which easily liquefy on the skin.
Esters of 12-hydroxyoctadecanoic are used in various cosmetic products (lipsticks, deodorant and antiperspirant sticks, shaving creams, etc.).
12-hydroxyoctadecanoic is reacted with acrylic esters to produce hard, durable thermosetting polymers used in the high quality automotive, industrial appliance and metal decorative finishes.
12-hydroxyoctadecanoic functions as an activator and internal lubricant for natural and synthetic rubbers others: 12-hydroxyoctadecanoic is an useful component in polishes, inks and hot melt adhesives.
12-hydroxyoctadecanoic is used in the following products: washing & cleaning products, adhesives and sealants, lubricants and greases, polishes and waxes, plant protection products, fertilisers and air care products.
Other release to the environment of 12-hydroxyoctadecanoic is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners), outdoor use, indoor use in close systems with minimal release (e.g. cooling liquids in refrigerators, oil-based electric heaters) and outdoor use in close systems with minimal release (e.g. hydraulic liquids in automotive suspension, lubricants in motor oil and break fluids).
Other release to the environment of 12-hydroxyoctadecanoic is likely to occur from: indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment), indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners), outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials), outdoor use, outdoor use in long-life materials with high release rate (e.g. tyres, treated wooden products, treated textile and fabric, brake pads in trucks or cars, sanding of buildings (bridges, facades) or vehicles (ships)) and indoor use in long-life materials with high release rate (e.g. release from fabrics, textiles during washing, removal of indoor paints).
12-hydroxyoctadecanoic can be found in complex articles, with no release intended: vehicles.
12-hydroxyoctadecanoic can be found in products with material based on: rubber (e.g. tyres, shoes, toys), plastic (e.g. food packaging and storage, toys, mobile phones), stone, plaster, cement, glass or ceramic (e.g. dishes, pots/pans, food storage containers, construction and isolation material) and fabrics, textiles and apparel (e.g. clothing, mattress, curtains or carpets, textile toys).
12-hydroxyoctadecanoic is intended to be released from scented: clothes.
12-hydroxyoctadecanoic is used in the following products: washing & cleaning products, polishes and waxes and plant protection products.
12-hydroxyoctadecanoic is used in the following areas: formulation of mixtures and/or re-packaging.
12-hydroxyoctadecanoic is used for the manufacture of: and chemicals.
Other release to the environment of 12-hydroxyoctadecanoic is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners), outdoor use and indoor use in close systems with minimal release (e.g. cooling liquids in refrigerators, oil-based electric heaters).
12-hydroxyoctadecanoic is used in the following products: polymers, lubricants and greases, textile treatment products and dyes and paper chemicals and dyes.
Release to the environment of this substance can occur from industrial use: formulation of mixtures and formulation in materials.
12-hydroxyoctadecanoic is used in the following products: washing & cleaning products, polymers, textile treatment products and dyes, metal surface treatment products, pH regulators and water treatment products, leather treatment products and lubricants and greases.
12-hydroxyoctadecanoic is used in the following areas: formulation of mixtures and/or re-packaging.
12-hydroxyoctadecanoic is used for the manufacture of: , chemicals and textile, leather or fur.
Release to the environment of 12-hydroxyoctadecanoic can occur from industrial use: in processing aids at industrial sites, in the production of articles, as processing aid, as an intermediate step in further manufacturing of another substance (use of intermediates) and as processing aid.
Release to the environment of this substance can occur from industrial use: manufacturing of the substance and in processing aids at industrial sites.
Other release to the environment of this substance is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners).
12-hydroxyoctadecanoic acid is used in a variety of industries due to its versatile chemical properties.
In the cosmetics and personal care industry, it is often utilized as an emulsifying agent and stabilizer in the formulation of creams, lotions, and other skincare products.
Its ability to help blend oil and water-based ingredients effectively makes it essential for creating smooth, stable, and long-lasting cosmetic formulations.
In the realm of industrial lubricants and coatings, 12-hydroxyoctadecanoic is sometimes employed as a key ingredient in the manufacture of waxes and greases.
Its unique chemical structure enhances the performance of lubricants by providing better resistance to heat and improving the longevity and smoothness of mechanical parts.
Additionally, 12-hydroxyoctadecanoic is used in protective coatings, where it helps create a durable and corrosion-resistant layer for metal surfaces.
12-hydroxyoctadecanoic's presence in natural fats and oils also leads to its use in the production of soaps, detergents, and other cleaning products.
As a fatty acid, it can help in the creation of high-quality soap bars that are gentle on the skin while maintaining cleansing effectiveness.
12-hydroxyoctadecanoic has also been studied for its potential medicinal applications, particularly for its anti-inflammatory and antioxidant properties.
This makes it an attractive candidate for inclusion in formulations aimed at treating conditions involving inflammation or oxidative stress.
Research is ongoing into its potential role in drug delivery systems, where its chemical properties could aid in the controlled release of active pharmaceutical ingredients, enhancing the efficacy of certain treatments.
In agriculture, 12-hydroxyoctadecanoic has been explored for its role as a natural pesticide, as it could potentially help protect plants from fungal infections or pests.
Its bioactivity is seen as beneficial in sustainable farming practices, as it offers an eco-friendly alternative to synthetic chemicals that are typically used in pest control.
Safety Profile Of 12-hydroxyoctadecanoic:
12-hydroxyoctadecanoic, like many chemical substances, can present certain hazards if not handled properly.
12-hydroxyoctadecanoic can cause irritation to the skin and eyes. Prolonged exposure or high concentrations could lead to redness, itching, or inflammation, particularly for individuals with sensitive skin.
Inhalation of dust or vapors from 12-hydroxyoctadecanoic, especially in its powdered form, could irritate the respiratory tract.
This may lead to coughing, wheezing, or shortness of breath.
Individuals working with this substance should take precautions, such as using proper ventilation and respiratory protection.
Although not classified as highly toxic, prolonged or high-level exposure to 12-hydroxyoctadecanoic may have adverse health effects.
If ingested in large quantities, 12-hydroxyoctadecanoic could cause gastrointestinal upset, including nausea or vomiting.
Accidental ingestion should be avoided, and proper handling procedures should be followed.