Sebacic Acid (Decanedioic acid) is a naturally occurring dicarboxylic acid with the chemical formula HO2C(CH2)8CO2H.
Sebacic Acid (Decanedioic acid) is a white flake or powdered solid.
Sebacic Acid (Decanedioic acid) is Latin for tallow candle, sebum is Latin for tallow, and refers to its use in the manufacture of candles. Sebacic acid is a derivative of castor oil.
CAS Number: 693-55-0
Molecular Formula: C12H22O4
Molecular Weight: 230.3
EINECS Number: 211-753-1
Synonyms: sebacic acid, DECANEDIOIC ACID, 111-20-6, 1,8-Octanedicarboxylic acid, 1,10-Decanedioic acid, Sebacinsaure, Decanedicarboxylic acid, n-Decanedioic acid, Acide sebacique, Sebacinsaeure, USAF HC-1, Ipomic acid, Seracic acid, NSC 19492, UNII-97AN39ICTC, 1,8-dicarboxyoctane, CCRIS 2290, EINECS 203-845-5, 97AN39ICTC, BRN 1210591, DTXSID7026867, CHEBI:41865, AI3-09127, NSC19492, MFCD00004440, NSC-19492, octane-1,8-dicarboxylic acid, POLY(SEBACIC ANHYDRIDE), DTXCID806867, EC 203-845-5, 4-02-00-02078 (Beilstein Handbook Reference), Sebacinsaure [German], Acide sebacique [French], SEBACIC ACID (MART.), SEBACIC ACID [MART.], CAS-111-20-6, n-Decanedioate, Iponic acid, disodium-sebacate, 4-oxodecanedioate, 1,10-Decanedioate, DECANEDIOC ACID, Sebacic acid, 94%, Sebacic acid, 99%, Dicarboxylic acid C10, 1i8j, 1l6s, 1l6y, 1,8-Octanedicarboxylate, WLN: QV8VQ, SEBACIC ACID [MI], SCHEMBL3977, NCIOpen2_008624, CHEMBL1232164, FEMA NO. 4943, 1,8-OCTANEDCARBOXYLIC ACID, Sebacic acid, >=95.0% (GC), Tox21_201778, Tox21_303263, BBL011473, LMFA01170006, s5732, STL146585, AKOS000120056, CCG-266598, CS-W015503, DB07645, GS-6713, HY-W014787, NCGC00164361-01, NCGC00164361-02, NCGC00164361-03, NCGC00257150-01, NCGC00259327-01, BP-27864, NCI60_001628, DB-121158, NS00011501, EN300-19796, C08277, Q413454, Q-201703, BRD-K66672047-304-01-3, Z104475420, 301CFA7E-7155-4D51-BD2F-EB921428B436, ETHYL HYDROGEN SEBACATE;DECANEDIOIC ACID MONOETHYL ESTER;Sebacicaci;10-ethoxy-10-keto-capric acid;10-ethoxy-10-oxodecanoic acid;10-ethoxy-10-oxo-decanoic acid;Ethylhydrogensebacate,Monoethylsebacate;Sebacicacidmonoethylester
Sebacic Acid (Decanedioic acid) and its homologues such as azelaic acid can be used as a monomer for nylon 610, plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc.
Sebacic Acid (Decanedioic acid) can be used as a surfactant in the lubricating oil industry to increase the antirust properties of lubricating oils on metals.
Sebacic Acid (Decanedioic acid) is produced from castor oil by cleavage of ricinoleic acid, which is obtained from castor oil. Octanol and glycerin are byproducts.
Sebacic Acid (Decanedioic acid) can also be obtained from decalin via the a hydroperoxide, which rearranges to give a hydroxycyclodecanone, which dehydrates to give cyclodecenone, a precursor to sebacic acid.
Sebacic Acid (Decanedioic acid) has also been produced commercially by Kolbe electrolysis of adipic acid.
Sebacic Acid (Decanedioic acid), also known as decanedioic acid, is a dicarboxylic acid with the chemical formula C10H18O4, consisting of a ten-carbon chain with two carboxyl groups (-COOH) at each end.
It is a naturally occurring compound that is most commonly derived from castor oil, which contains the precursor ricinoleic acid.
The process of hydrolyzing ricinoleic acid produces sebacic acid, making it an important bio-based chemical.
Sebacic Acid (Decanedioic acid) appears as a white, crystalline powder and has a melting point of around 133-135°C (271-275°F).
Sebacic Acid (Decanedioic acid) is known for its versatile applications in various industrial and commercial sectors.
It is widely used in the production of plasticizers, especially for polyvinyl chloride (PVC), where it enhances flexibility and durability in the material.
This makes it crucial for the manufacture of flexible plastic products, such as cables, flooring, and synthetic leather.
Additionally, Sebacic Acid (Decanedioic acid) plays an essential role in the creation of lubricants and synthetic oils, where it is valued for its ability to reduce friction and wear, and is often found in greases for automotive and industrial machinery.
In the field of resins, Sebacic Acid (Decanedioic acid) is used in the production of alkyd resins, which are critical in the formulation of paints and coatings, providing good weathering resistance and durability.
It is also employed in the cosmetics industry, where its moisturizing properties make it a common ingredient in personal care products, including soaps, creams, and lotions.
Furthermore, Sebacic Acid (Decanedioic acid) is a key building block for the production of polyamides, such as nylon 10,10, which are used to manufacture high-performance polymers with applications in textiles, automotive parts, and electrical components.
Sebacic Acid (Decanedioic acid) is notable not only for its utility in diverse industries but also for its environmentally friendly origin, as it is derived from renewable plant sources, making it a more sustainable option compared to petrochemical alternatives in many applications.
Sebum is a secretion by skin sebaceous glands.
Sebacic Acid (Decanedioic acid) is a waxy set of lipids composed of triglycerides (≈41%), wax esters (≈26%), squalene (≈12%), and free fatty acids (≈16%).
Included in the free fatty acid secretions in sebum are polyunsaturated fatty acids and sebacic acid. Sebacic acid is also found in other lipids that coat the skin surface.
Human neutrophils can convert sebacic acid to its 5-oxo analog, i.e., 5-oxo-6E,8Z-octadecenoic acid, a structural analog of 5-oxo-eicosatetraenoic acid and like this oxo-eicosatetraenoic acid is an exceptionally potent activator of eosinophils, monocytes, and other pro-inflammatory cells from humans and other species.
This action is mediated by the OXER1 receptor on these cells.
Sebacic Acid (Decanedioic acid) is suggested that sebacic acid is converted to its 5-oxo analog during, and thereby stimulates pro-inflammatory cells to contribute to the worsening of, various inflammatory skin conditions.
Sebacic Acid (Decanedioic acid) is a naturally occurring dicarboxylic acid with the chemical formula HO2C(CH2)8CO2H.
It is a white flake or powdered solid. Sebaceus is Latin for tallow candle, sebum is Latin for tallow, and refers to its use in the manufacture of candles.
Sebacic Acid (Decanedioic acid) is a derivative of castor oil.
In the industrial setting, Sebacic Acid (Decanedioic acid) and its homologues such as azelaic acid can be used as a monomer for nylon 610, plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc.
It can be used as a surfactant in the lubricating oil industry to increase the antirust properties of lubricating oils on metals.
Sebacic Acid (Decanedioic acid) is a saturated, straight-chain naturally occurring dicarboxylic acid with 10 carbon atoms.
Sebacic Acid (Decanedioic acid) is a normal urinary acid. In patients with multiple acyl-CoA-dehydrogenase deficiency (MADD), also known as glutaric aciduria type II (GAII), a group of metabolic disorders due to deficiency of either electron transfer flavoprotein or electron transfer flavoprotein ubiquinone oxidoreductase, biochemical data shows an increase in urine sebacic acid excretion.
Sebacic Acid (Decanedioic acid) is found to be associated with carnitine-acylcarnitine translocase deficiency and medium chain acyl-CoA dehydrogenase deficiency, which are inborn errors of metabolism.
Sebacic Acid (Decanedioic acid) is a white flake or powdered crystal slightly soluble in water that has been proposed as an alternative energy substrate in total parenteral nutrition.
Sebacic Acid (Decanedioic acid) was named from the Latin sebaceus (tallow candle) or sebum (tallow) in reference to its use in the manufacture of candles.
Sebacic Acid (Decanedioic acid) and its derivatives such as azelaic acid have a variety of industrial uses as plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc.
Sebacic Acid (Decanedioic acid) is used in the synthesis of polyamide and alkyd resins.
It is also used as an intermediate for aromatics, antiseptics and painting materials.
Sebacic Acid (Decanedioic acid) is an acid derived from castor oil.
Sebacic Acid (Decanedioic acid) is sold in the form of a white, granular powder and sometimes referred to by either of its chemical names: 1,8-octanedicarboxylic acid or decanedioic acid.
It was historically used in candle-making and today has many functions in manufacturing and industrial processing.
Sebacic Acid (Decanedioic acid) is a castor oil-derived dicarboxylic acid.
Sebacic Acid (Decanedioic acid) is widely used to produce polymers, plasticizers, lubricants, and corrosion retardants.
It can act as a pH corrector in the cosmetic products formulations.
Sebacic Acid (Decanedioic acid) is also used as a precursor to prepare sebacate esters such as diisopropyl sebacate, diethylhexyl sebacate, and dibutyl sebacate.
Sebacic Acid (Decanedioic acid)’s origin from castor oil, a renewable resource, makes it a more sustainable alternative to petroleum-based products.
The increasing demand for sustainable materials has led to a rise in the use of sebacic acid in eco-friendly products, such as biodegradable plastics, lubricants, and coatings.
Additionally, the use of Sebacic Acid (Decanedioic acid) in various industries helps reduce reliance on non-renewable petrochemical feedstocks, making it an environmentally friendly option in many applications.
Castor oil, the source of Sebacic Acid (Decanedioic acid), is cultivated in regions where it can be grown without competing with food crops, adding to its sustainability credentials.
Melting point: 35-38°C
Boiling point: 336℃
Density: 1.024
Flash point: 119℃
BRN: 1782569
Sebacic Acid (Decanedioic acid) is a naturally occurring dicarboxylic acid that holds significant industrial importance due to its versatile properties and wide range of applications.
Its chemical structure consists of a ten-carbon backbone, with two carboxyl (-COOH) groups positioned at each end, making it a straight-chain dicarboxylic acid.
The molecular formula for sebacic acid is C10H18O4.
While it is a naturally occurring compound, Sebacic Acid (Decanedioic acid) is most commonly extracted from castor oil, which contains ricinoleic acid.
Sebacic Acid (Decanedioic acid) is then subjected to a process of hydrolysis, where it is chemically converted into sebacic acid.
This bio-based method of production provides an environmentally friendly alternative to petroleum-derived compounds, making sebacic acid a sustainable choice in many applications.
Sebacic Acid (Decanedioic acid) is a white, crystalline substance that is soluble in organic solvents like alcohol, ether, and chloroform but only slightly soluble in water.
It has a relatively high melting point of approximately 133-135°C (271-275°F), indicating its stability under normal environmental conditions.
One of its most notable features is its ability to form various derivatives, making it suitable for a wide range of uses across different industries.
Sebacic Acid (Decanedioic acid) is one of the primary components in the production of plasticizers for polyvinyl chloride (PVC).
When added to PVC, it helps improve the material’s flexibility, durability, and resistance to wear and tear.
This is particularly important in applications such as flooring, cable insulation, and synthetic leather products.
The use of Sebacic Acid (Decanedioic acid) as a plasticizer is beneficial in creating flexible, long-lasting materials that can withstand various environmental conditions.
In the automotive and industrial sectors, Sebacic Acid (Decanedioic acid) is used in the formulation of lubricants and synthetic oils.
Its ability to reduce friction, prevent wear, and enhance the longevity of mechanical parts makes it invaluable for use in greases and lubricants, especially in high-performance machinery and automotive engines.
The high stability of Sebacic Acid (Decanedioic acid) ensures that it can perform well under extreme conditions, such as high temperatures and heavy loads.
Sebacic Acid (Decanedioic acid) is also a key ingredient in the production of polyamides (such as nylon 10,10), which are a class of high-performance polymers.
These polymers are used in the manufacturing of various products, including automotive components, electrical insulators, and textiles.
Sebacic Acid (Decanedioic acid), strength, and resistance to high temperatures, making it ideal for applications that require high-performance materials.
Sebacic Acid (Decanedioic acid) is used to produce alkyd resins, which are a crucial component in the manufacturing of paints, varnishes, and coatings.
These resins provide excellent weathering resistance, durability, and flexibility to the products they are used in, such as outdoor coatings and protective finishes for industrial equipment and infrastructure.
By incorporating sebacic acid into the resin formulation, manufacturers can produce coatings that are resistant to wear, corrosion, and environmental degradation.
In the cosmetic and personal care industries, Sebacic Acid (Decanedioic acid) is valued for its moisturizing and skin-conditioning properties.
It is commonly found in soaps, creams, lotions, and other personal care products, where it helps to maintain the skin’s moisture balance, promote smoothness, and prevent dryness.
The mild nature of sebacic acid makes it suitable for use in sensitive skin formulations, contributing to a broader range of cosmetic applications.
Due to its renewable origin and favorable chemical properties, sebacic acid is also used in the production of biodegradable polymers.
These polymers can be used in environmentally friendly packaging materials, offering a sustainable alternative to traditional petroleum-based plastics.
The growing emphasis on reducing plastic waste and finding eco-friendly alternatives has increased interest in sebacic acid-based polymers.
Uses Of Sebacic Acid (Decanedioic acid):
Sebacic Acid (Decanedioic acid) is used in the following products: washing & cleaning products, adhesives and sealants, fuels, lubricants and greases, coating products and fertilisers.
Release to the environment of Sebacic Acid (Decanedioic acid) can occur from industrial use: of substances in closed systems with minimal release.
Other release to the environment of Sebacic Acid (Decanedioic acid) 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).
Release to the environment of Sebacic Acid (Decanedioic acid) can occur from industrial use: formulation of mixtures and in the production of articles.
Other release to the environment of Sebacic Acid (Decanedioic acid) is likely to occur from: indoor use and outdoor use resulting in inclusion into or onto a materials (e.g. binding agent in paints and coatings or adhesives).
Sebacic Acid (Decanedioic acid) can be found in products with material based on: plastic (e.g. food packaging and storage, toys, mobile phones) and leather (e.g. gloves, shoes, purses, furniture).
Sebacic Acid (Decanedioic acid) is used in the following products: biocides (e.g. disinfectants, pest control products), pH regulators and water treatment products, laboratory chemicals, plant protection products, water softeners and water treatment chemicals.
Sebacic Acid (Decanedioic acid) is used in the following areas: formulation of mixtures and/or re-packaging and agriculture, forestry and fishing.
Sebacic Acid (Decanedioic acid) is used for the manufacture of: chemicals.
Other release to the environment of Sebacic Acid (Decanedioic acid) 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) and outdoor use.
Sebacic Acid (Decanedioic acid) is used in the following products: adhesives and sealants, polymers, coating products, lubricants and greases and cosmetics and personal care products.
Release to the environment of Sebacic Acid (Decanedioic acid) can occur from industrial use: formulation of mixtures, in processing aids at industrial sites, as processing aid, as an intermediate step in further manufacturing of another substance (use of intermediates), for thermoplastic manufacture, manufacturing of the substance and formulation in materials.
Sebacic Acid (Decanedioic acid) is used in the following products: laboratory chemicals, water treatment chemicals, pH regulators and water treatment products, water softeners and polymers.
Sebacic Acid (Decanedioic acid) is used in the following areas: formulation of mixtures and/or re-packaging.
Sebacic Acid (Decanedioic acid) is used for the manufacture of: chemicals, plastic products and rubber products.
Release to the environment of Sebacic Acid (Decanedioic acid) can occur from industrial use: in processing aids at industrial sites, in the production of articles, formulation of mixtures, as an intermediate step in further manufacturing of another substance (use of intermediates), as processing aid and for thermoplastic manufacture.
One of the most significant applications of sebacic acid is in the production of plasticizers for polyvinyl chloride (PVC), a widely used synthetic plastic.
When sebacic acid is added to PVC, it enhances the material’s flexibility, workability, and durability, making it ideal for products that require flexibility, such as electrical cables, flooring materials, synthetic leather, and flexible tubing.
The plasticizing properties of Sebacic Acid (Decanedioic acid) improve the longevity and performance of these products, allowing them to withstand bending, stretching, and exposure to various environmental conditions without becoming brittle.
This application is crucial in industries like construction, automotive, and consumer goods, where PVC’s flexibility is essential for functionality.
Sebacic Acid (Decanedioic acid) plays an important role in the formulation of lubricants and greases, especially in high-performance applications.
The acid is used to produce synthetic oils and lubricants that can be utilized in machinery, automotive engines, and industrial equipment.
These lubricants, which often contain sebacic acid derivatives, reduce friction between moving parts, lower wear and tear, and ensure smooth operation of mechanical systems.
This application is particularly valuable in industries that operate under extreme conditions, such as high temperatures or heavy loads, where conventional lubricants might fail.
Sebacic Acid (Decanedioic acid)-based lubricants also offer enhanced stability and longer service life, making them ideal for high-performance engines, aerospace equipment, and other machinery that require durable, long-lasting lubrication.
Sebacic Acid (Decanedioic acid) is a key ingredient in the production of polyamides, particularly nylon 10,10, which is a high-performance polymer.
Nylon 10,10 is renowned for its strength, durability, and resistance to high temperatures, making it a favored material for a wide array of applications in automotive, electrical, and textile industries.
The polymerization of Sebacic Acid (Decanedioic acid) with diamines results in the formation of these polyamides, which are used to manufacture products such as automotive parts, electrical insulators, carpets, clothing, and other industrial goods.
Due to its chemical structure, Sebacic Acid (Decanedioic acid)-based polyamides exhibit superior mechanical properties, resistance to heat and abrasion, and low moisture absorption, making them ideal for demanding applications.
In the coatings and paint industry, Sebacic Acid (Decanedioic acid) is used in the manufacture of alkyd resins.
These resins are prized for their ability to form durable, weather-resistant coatings that can withstand environmental stressors such as UV radiation, rain, and temperature fluctuations.
Sebacic Acid (Decanedioic acid) is particularly useful in improving the flexibility, durability, and adhesion properties of these resins.
As a result, alkyd resins that contain sebacic acid are commonly used in outdoor paints, varnishes, protective coatings for metal surfaces, and automotive finishes.
The incorporation of sebacic acid helps to enhance the longevity and aesthetic qualities of these coatings, making them resistant to cracking, peeling, and fading over time.
Sebacic Acid (Decanedioic acid) is utilized in the formulation of a wide range of cosmetics and personal care products due to its moisturizing, skin-conditioning, and emulsifying properties.
It is commonly found in products such as soaps, creams, lotions, shampoos, and conditioners, where it helps to improve the skin’s hydration and smoothness.
Sebacic Acid (Decanedioic acid)’s mild and non-irritating nature makes it suitable for use in formulations intended for sensitive skin.
In addition to its moisturizing effects, sebacic acid can help stabilize emulsions and improve the texture of the final product, making it more pleasant to apply and enhancing its effectiveness.
These properties have made sebacic acid an essential ingredient in many skincare, haircare, and hygiene products.
With the growing global focus on reducing plastic waste and finding sustainable alternatives to conventional petroleum-based plastics, sebacic acid has found a role in the production of biodegradable plastics.
When polymerized with other monomers, Sebacic Acid (Decanedioic acid) can produce biodegradable aliphatic polyesters that break down more easily in the environment compared to traditional plastics.
These environmentally friendly materials can be used in packaging, agricultural films, and other single-use products, offering a more sustainable solution to the plastic pollution problem.
The renewable nature of Sebacic Acid (Decanedioic acid), sourced from castor oil, makes it a preferable option for producing bio-based plastics that can decompose naturally and reduce the environmental impact of plastic waste.
Beyond PVC, Sebacic Acid (Decanedioic acid) is used as a plasticizer for a variety of other polymers, including polyesters and polyurethanes.
In these applications, it enhances the flexibility, processing ease, and durability of the polymer.
These plasticized polymers are used in a range of products, such as coatings, adhesives, and elastomers, which benefit from the improved properties conferred by the addition of sebacic acid.
Its use in plasticizing other polymers contributes to the development of materials with better performance, reduced brittleness, and increased resistance to environmental factors such as heat, light, and chemicals.
Sebacic Acid (Decanedioic acid) also has applications in the production of lubricating oils, solvents, adhesives, and in some pharmaceutical formulations.
It can be used in manufacturing certain types of esters, which are valuable as solvents and carriers in a variety of applications.
Sebacic Acid (Decanedioic acid)-based derivatives can also be used in the synthesis of surfactants, which are crucial in the formulation of cleaning agents and detergents.
In addition, Sebacic Acid (Decanedioic acid) is used in the production of certain polyurethanes and synthetic rubbers, where it helps to improve elasticity, strength, and chemical resistance.
Sebacic Acid (Decanedioic acid), also known as decanedioic acid, has a broad range of uses across multiple industries due to its versatile chemical properties and its ability to form various derivatives that enhance the performance of products in which it is incorporated.
Derived primarily from castor oil, sebacic acid is valued for both its sustainability and its wide-ranging applications in the production of materials and chemicals.
Safety Profile Of Sebacic Acid (Decanedioic acid):
Sebacic Acid (Decanedioic acid) can cause mild irritation to the eyes and skin upon direct contact.
Inhalation or exposure to concentrated forms, such as dust or fumes, may increase the potential for irritation.
Prolonged or repeated contact with the skin may cause dryness, redness, or itching.
While the substance is not considered highly toxic, it is recommended to wear appropriate protective equipment, such as gloves and safety goggles, when handling Sebacic Acid (Decanedioic acid), especially in industrial or laboratory settings.
The inhalation of dust, mist, or fumes containing Sebacic Acid (Decanedioic acid), particularly in high concentrations or over long periods, can lead to respiratory irritation.
Symptoms may include coughing, sneezing, difficulty breathing, and irritation of the nose or throat.
Inhalation of significant amounts of any fine chemical dust can irritate the respiratory system, and prolonged exposure may exacerbate these effects.
To mitigate these risks, adequate ventilation should be ensured, and dust masks or respiratory protection should be used in environments where airborne exposure to sebacic acid dust or vapors is possible.
While Sebacic Acid (Decanedioic acid) is not highly toxic when ingested, swallowing large amounts can cause gastrointestinal irritation.
Symptoms of ingestion may include nausea, vomiting, and abdominal discomfort.
Ingesting small amounts is generally considered non-harmful, but it is still important to avoid accidental consumption.
If ingestion occurs, Sebacic Acid (Decanedioic acid) is advised to seek medical attention promptly.