SEBACIC ACID
SEBACIC ACID
Sebacic acid is a naturally occurring, saturated, straight-chain dicarboxylic acid with the chemical formula C10H18O4, typically appearing as a white flake or powdered solid.
Sebacic acid is primarily derived from castor oil through alkaline cleavage, with over 90% of global production taking place in China.
Sebacic acid is widely used in the production of polyamides, plasticizers, alkyd resins, and polyurethane materials due to its excellent flexibility, thermal resistance, and non-toxic profile.
CAS Number: 111-20-6
EC Number: 203-845-5
Molecular formula: C10H18O4
Molar mass: 202.250 g·mol−1
Synonyms: Decanedioic acid, 1,8-Octanedicarboxylic acid, Decane-1,10-dioic acid, 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, 26776-29-4, NSC 19492, UNII-97AN39ICTC, 1,8-dicarboxyoctane, NSC19492, 97AN39ICTC, octane-1,8-dicarboxylic acid, POLY(SEBACIC ANHYDRIDE), DTXSID7026867, CHEBI:41865, NSC-19492, DTXCID806867, SebacicAcid, CAS-111-20-6, CCRIS 2290, EINECS 203-845-5, BRN 1210591, n-Decanedioate, Iponic acid, AI3-09127, disodium-sebacate, 4-oxodecanedioate, MFCD00004440, 1,10-Decanedioate, Sebacic acid, 94%, Sebacic acid, 99%, Dicarboxylic acid C10, 1i8j, 1l6s, 1l6y, 1,8-Octanedicarboxylate, WLN: QV8VQ, SEBACIC ACID [MI], EC 203-845-5, SCHEMBL3977, NCIOpen2_008624, SEBACIC ACID [INCI], 4-02-00-02078 (Beilstein Handbook Reference), SEBACIC ACID [MART.], CHEMBL1232164, FEMA NO. 4943, 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, FT-0696757, EN300-19796, C08277, A894762, C10-120, C10-140, C10-180, C10-220, C10-260, C10-298, Q413454, Q-201703, Z104475420, 301CFA7E-7155-4D51-BD2F-EB921428B436, 1,8-Octanedicarboxylic acid, Decanedioic acid, Octane-1,8-dicarboxylic acid, 1,10-Decanedioic acid, 1,8-Dicarboxyoctane, Decanedioic acid, Sebacinsaeure, 1,10-Decanedioate, Decanedioate, Sebacate, 1,8-Octanedicarboxylate, 1,8-Octanedicarboxylic acid, 4,7-Dioxosebacic acid, 4-Oxodecanedioate, 4-Oxodecanedioic acid, Acide sebacique, Decanedicarboxylic acid, Dicarboxylic acid C10, Ipomic acid, N-Decanedioate, N-Decanedioic acid, Sebacic acids, Sebacinsaure, Seracic acid, Sebacic acid, aluminum salt, Sebacic acid, monocadmium salt, Sebacic acid, sodium salt
Sebacic acid is an organic dicarboxylic acid.
Sebacic acid is a naturally occurring dicarboxylic acid with the chemical formula (CH2)8(CO2H)2.
Sebacic acid is a white flake or powdered solid.
Sebacic acid is slightly soluble in water.
Sebaceus is Latin for tallow candle, sebum is Latin for tallow, and refers to its use in the manufacture of candles.
Sebacic acid is an alpha, omega-dicarboxylic acid that is the 1,8-dicarboxy derivative of octane.
Sebacic acid has a role as a human metabolite and a plant metabolite.
Sebacic acid was named from the Latin sebaceus (tallow candle) or sebum (tallow) in reference to its use in the manufacture of candles.
Sebacic acid sublimes slowly at 750 mmHg when heated to melting point.
Sebacic acid is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 10 000 tonnes per annum.
Sebacic acid is a urinary metabolite that has been identified as an anti-fatigue biomarker.
In its purest form, Sebacic acid is a powdered crystal or white flaky substance.
In its pure state Sebacic acid is a white flake or powdered crystal.
Sebacic acidt is described as non-hazardous, though in its powdered form it can be prone to flash ignition (a typical risk in handling fine organic powders).
Sebaceus is Latin for tallow candle, sebum (tallow) is Latin for tallow, and refers to its use in the manufacture of candles.
Sebacic acid is white flaky crystals.
Sebacic acid is slightly soluble in water, soluble in alcohol and ether.
Sebacic acid is also the raw material for the production of alkyd resins (used as surface coatings, plasticized nitrocellulose coatings, and urea resin varnishes) and polyurethane rubber, cellulose resins, vinyl resins, and synthetic rubber plasticizers, softeners, and solvents.
Sebacic acid’s a naturally occurring dicarboxylic acid that is non-hazardous, though it can be vulnerable to flash ignition in its powder form.
One of the most common uses for Sebacic acid is in the manufacturing of candles.
Sebacic acid sublimes slowly at 750 mm Hg when heated to melting point.
Sebacic acid also shows up in the industrial industry, being used as a monomer and intermediate for various products and materials.
Sebacic acid is white flaky crystal.
Sebacic acid is slightly soluble in water, soluble in alcohol and ether.
Sebacic acid is a derivative of castor oil, with the vast majority of world production occurring in China which annually exports over 20,000 metric tonnes, representing over 90 % of global trade of the product.
Sebacic acid is produced from castor oil.
Sebacic acid is a conjugate acid of a sebacate(2-) and a sebacate.
Sebacic acid is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 10 000 tonnes per annum.
Sebacic acid’s mostly colorless but can be a light shade of yellow.
Sebacic acid is a saturated, straight-chain naturally occurring dicarboxylic acid with 10 carbon atoms.
Sebacic acid is a normal urinary acid.
Sebacic acid is an acid derived from castor oil.
Sebacic 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.
Sebacic 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 also has a mild odor to it, though nothing that stands out.
There are two ways that Sebacic acid can be produced: castor oil and adipic acid.
Sebacic 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’s far more common for Sebacic acid to be derived from castor oil, as the process is green and cost effective.
To make the Sebacic acid, the castor oil is heated to high temperatures with alkali.
Sebacic acid was named from the Latin sebaceus (tallow candle) or sebum (tallow) in reference to its use in the manufacture of candles.
Sebacic acid is a white granular powder.
The purity of Sebacic acid is based on the type of reaction it has. Generally, modern conversion technology leads to a purer product.
Sebacic acid’s Melting point is 153°F.
Sebacic acid is slightly soluble in water.
Sebacic acid belongs to the class of organic compounds known as medium-chain fatty acids.
These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
Sebacic acid is made from castor oil and belongs to the homologous series of dicarboxylic acids.
The best known application of Sebacic acid is the production of polyamides.
Sebacic acid, a dicarboxylic acid with structure (HOOC) (CH2)8(COOH), is a naturally occurring chemical derivative of castor oil which has been proven safe in vivo.
Sebacic acid is a normal urinary acid.
Sebacic acid is a natural product found in Isatis tinctoria, Euglena gracilis, and other organisms with data available.
Sebacic acid is a natural C10 liquid fatty acid, directly produced from castor oil.
Sebacic 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 is a saturated, straight-chain naturally occurring dicarboxylic acid with 10 carbon atoms.
Sebacic acid is a normal urinary acid.
Sebacic 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 was named from the Latin sebaceus (tallow candle) or sebum (tallow) in reference to its use in the manufacture of candles.
Sebacic acid and its derivatives such as azelaic acid have a variety of industrial uses as plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc.
Sebacic acid has a role as a human metabolite and a plant metabolite.
Sebacic acid is a conjugate acid of a sebacate(2-) and a sebacate.
Sebacic acid derives from a hydride of a decane.
Sebacic acid acts as a plasticizer, solvent and softener.
Sebacic acid 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 is manufactured by splitting of castor oil followed by fusion with caustic.
Sebacic acid sublimes slowly at 750 mmHg when heated to melting point.
Sebacic acid is white crystalline powder or granular form slightly dissolves in water, completely dissolves in ethanol or ether but not in benzene.
Sebacic acid is high end derivative of castor oil and it is also called “DECANEDIOIC ACID”.
Sebacic acid’s Melting point is 153 °F.
Sebacic acid is slightly soluble in water.
Sebacic acid is a derivative of castor oil.
Sebacic acid is a white granular powder.
Sebacic acid is a natural liquid fatty acid, directly produced from castor oil.
Sebacic acid is a derivative of castor oil.
Sebacic acid is an organic dicarboxylic acid.
Sebacic acid is an alpha,omega-dicarboxylic acid that is the 1,8-dicarboxy derivative of octane.
Sebacic acid has a role as a human metabolite and a plant metabolite.
Sebacic acid is a conjugate acid of a sebacate(2-) and a sebacate.
Sebacic acid derives from a hydride of a decane.
Sebacic acid is a natural product found in Isatis tinctoria, Euglena gracilis, and other organisms with data available.
In patients with multiple acyl-CoA-dehydrogenase deficiency (MADD) or glutaric aciduria type II (GAII) are 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 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 was named from the Latin sebaceus (tallow candle) or sebum (tallow) in reference to its use in the manufacture of candles.
Sebacic acid is a dicarboxylic acid obtained from the dry distillation of castor oil.
Sebacic acid is derived from castor oil.
Two molecules are needed to obtain a castor Sebacic acid.
Castor oil is obtained from the fruit seed of castor (Ricinus communis L.) a large shrub that grows mainly in India, Brazil and China.
The seed has an oil content of 40-50%.
Sebacic acid is solid at room temperature and melts above 130°C.
Sebacic acidis in the form of white crystalline solid (powder or granules depending of the manufacturer).
Stabilizer in alkyd resins, maleic and other polyesters, polyurethanes, fibers, paints, candles and perfumes, low temperature lubricants and hydraulic fluids.
Sebacic acid derives from a hydride of a decane.
Sebacic acid is a naturally occurring dicarboxylic acid which is a derivative of castor oil.
Sebacic 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 is a dicarboxylic acid with structure (HOOC)(CH2)8(COOH), and is naturally occurring.
Uses of Sebacic Acid:
Sebacic acid is used by consumers, in articles, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.
Sebacic acid is used in the synthesis of polyamide and alkyd resins.
Sebacic acid is also used as an intermediate for aromatics, antiseptics and painting materials.
In the industrial setting, Sebacic acid and its homologues such as azelaic acid can be used in plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc.
Sebacic acid is also used as an intermediate for aromatics, antiseptics, and painting materials.
Sebacic 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 can occur from industrial use: of substances in closed systems with minimal release.
Release to the environment of Sebacic acid can occur from industrial use: of substances in closed systems with minimal release.
Sebacic acid also works as a buffering & neutralizing agent.
Other release to the environment of Sebacic 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).
Sebacic acid is used in skin care, hair care and sun care formulations.
Sebacic acid is used as a topical emollient.
Sebacic acid and its derivatives such as azelaic acid have a variety of industrial uses as plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc.
Sebacic acid is used in the synthesis of polyamide and alkyd resins.
Sebacic acid can be used as a corrosion inhibitor in metalworking fluids and as a complexing agent in greases.
Release to the environment of Sebacic acid can occur from industrial use: formulation of mixtures and in the production of articles.
Other release to the environment of Sebacic 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 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 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 is used in the following areas: formulation of mixtures and/or re-packaging and agriculture, forestry and fishing.
Sebacic acid is used for the manufacture of: chemicals.
Other release to the environment of Sebacic 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 is used in the following products: adhesives and sealants, polymers, coating products, lubricants and greases and cosmetics and personal care products.
In the industrial setting, Sebacic 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 is a urinary metabolite that has been identified as an anti-fatigue biomarker.
Sebacic acid and its derivatives such as azelaic acid have a variety of industrial uses as plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc.
Sebacic acid is used in the synthesis of polyamide and alkyd resins.
Release to the environment of Sebacic 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 can be used as plasticizers for plastics and cold-resistant rubber, as well as for polyamide, polyurethane, alkyd resin, synthetic lubricating oil, lubricating oil additives, spices, coatings, cosmetics, etc.
Sebacic acid is used in the following products: laboratory chemicals, water treatment chemicals, pH regulators and water treatment products, water softeners and polymers.
Sebacic acid is widely used in the preparation of Sebacic acid esters, such as dibutyl sebacate, dioctyl sebacate, diisooctyl sebacate.
Sebacic acid is used in the following areas: formulation of mixtures and/or re-packaging.
Sebacic acid and its derivatives such as azelaic acid have a variety of industrial uses as plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc.
Sebacic acid is also used as an intermediate for aromatics, antiseptics and painting materials.
Sebacic acid is used as source material for various products.
In addition, Sebacic acid is used as a crosslinker in the adhesives industry, as a plasticizer in the plastics industry, as a component of lubricants and as an extender in packaging films.
Sebacic acid is used for the manufacture of: chemicals, plastic products and rubber products.
Sebacic acid can be used as a synthesis intermediate for sebacates esters which can be used as emollients, masking agent, film forming agent, hair or skin conditioning agent, SPF Booster, etc.
Release to the environment of Sebacic 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.
Sebacic acid can also be used as raw material for producing nylon 1010, nylon 910, nylon 810, nylon 610, nylon 9 and high temperature resistant lubricating oil diethylhexyl ester.
Sebacic acid is also used as an intermediate for aromatics, antiseptics and painting materials.
Release to the environment of Sebacic acid can occur from industrial use: manufacturing of the substance.
In the industrial setting, Sebacic 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 can be used as a surfactant in the lubricating oil industry to increase the antirust properties of lubricating oils on metals.
Sebacic acid is used in the following products: washing & cleaning products, adhesives and sealants, fuels, lubricants and greases, coating products and fertilisers.
Sebacic acid and its derivatives such as azelaic acid have a variety of industrial uses as plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc.
Sebacic acid is used in the synthesis of polyamide and alkyd resins.
Sebacic acid is used by consumers, in articles, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.
Sebacic acid is also used as an intermediate for aromatics, antiseptics and painting materials.
Sebaceus is Latin for tallow candle, and sebum is Latin for tallow. These terms refer to the use of Sebacic acid in the manufacturing of candles.
In particular, Sebacic acid is used as a thickener in lithium complex grease.
In addition, Sebacic acid can be used as an intermediate in the production of aromatics, antiseptics and painting materials as well as in the synthesis of polyamide and alkyd resins.
Sebacic acid is also used in the synthesis of polyamide, as nylon, and of alkyd resins.
But as stated above, Sebacic acid has a lot of uses for the industrial setting.
Sebacic acid’s anti-corrosive properties make it a useful addition to metalworking fluids and antifreeze.
Sebacic acid is also an additive and thickener for grease and lubricants, as well as an intermediate in paints and other coatings.
When used in a mixture with other dibasic acids Sebacic acid is especially effective as a ferrous corrosion inhibitor for metalworking fluids, engine coolants, metal cleaners, aqueous hydraulic fluids.
Sebacic acid can also be used as a complexing agent for lithium complex grease which will increase dropping point and improve mechanical stability.
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), 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).
Sebacic acid is used as a raw material for alkyd and polyester resins, plasticizers, polyester rubbers, and polyamide synthetic fibers.
Sebacic acid can be used as a monomer for nylon, lubricants, hydraulic fluids, cosmetics, plasticizers and more.
Sebacic acid can also be used as an intermediate for antiseptics, aromatics and painting products.
Sebacic acid is used in the synthesis of polyamide and alkyd resins.
Sebacic acid is also used as an intermediate for aromatics, antiseptics and painting materials.
Sebacic acid is used as a stabilizer in alkyd resins, maleic and other polyesters, polyurethanes, and fibers.
Sebacic acid is also used in paint products, candles, perfumes, low temperature lubricants, and hydraulic fluids, and to make nylon.
Sebacic acid is largely used in the manufacturing process of Nylon 6-10.
An isomer, isoSebacic acid, has several applications in the manufacture of vinyl resin plasticizers, extrusion plastics, adhesives, ester lubricants, polyesters, polyurethane resins and synthetic rubber.
Sebacic acid can also be found in plasticizers, lubricants, hydraulic fluids, cosmetics, and candle manufacturing.
In cosmetics, Sebacic acid can be used as a buffering ingredient for pH adjustment or a chemical intermediate in the synthesis of various esters.
Sebacic acid is mainly used in top-grade powder coatings and paint, adhesives, pulp & paper, chemical and industrial facilities, surfactants, antiseptics.
In combination with Amine, Sebacic acid is used to produce engineering plastics polyamide resins wich is a high performance nylon 6-12, adhesives, diester synthetic lubricants, fibers, curatives, plasticizers, polyester coatings, epoxy resins.
Due to its smoothing and conditioning properties, Jamaican black castor oil is ideal for use in products like cleansers, moisturizers, and ethnic hair care products.
Sebacic acid was historically used in candle-making and today has many functions in manufacturing and industrial processing.
Some of the principal uses of Sebacic acid include acting as an intermediate in nylon, synthetic resins and other plastics.
Sebacic acid and its derivatives, as azelaic acid, have a variety of industrial uses as plasticizers, lubricants, diffusion pump oils, cosmetics, candles, etc.
Lubricants and Greases uses:
The fatty acids in castor oil give it excellent lubricating properties.
You can choose either traditional castor oil or Jamaican black castor oil as a lubricant in metal drawing and other industrial processes.
Plastics uses:
Due to its smoothing and conditioning properties, Jamaican black castor oil is ideal for use in products like cleansers, moisturizers, and ethnic hair care products.
Metalworking Fluids uses:
Due to its smoothing and conditioning properties, Jamaican black castor oil is ideal for use in products like cleansers, moisturizers, and ethnic hair care products.
Other Uses:
Plasticizers
Lubricants
Hydraulic Fluids
Cosmetics
Candles
Buffering
pH Regulating Agent
pH Adjuster
Adhesives & Sealants
Paints & Coatings
Personal Care Products
Applications of Sebacic Acid:
Polymers
Plasticizers
Lubricants
Corrosion inhibitors
Key Benefits of Sebacic Acid:
In cosmetic products, Sebacic acid can act as a pH corrector.
In plastics, Sebacic acid can be used to provide better flexibility and lower melting temperature.
For lubricants and anti-corrosion applications, Sebacic acid is used to produce a salt derivative that can be used as a coolant for aircraft, automotive and truck engines.
The Attributes That Make Sebacic acid As Flexible As Sebacic acid is:
Excellent lubricity
Low temperature fluidity
Higher thermal stability
High flash points
Low pour points
Alternative Parents of Sebacic Acid:
Dicarboxylic acids and derivatives
Carboxylic acids
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds
Substituents of Sebacic Acid:
Medium-chain fatty acid
Dicarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound
Compound Type of Sebacic Acid:
Animal Toxin
Cosmetic Toxin
Food Toxin
Industrial/Workplace Toxin
Metabolite
Natural Compound
Organic Compound
Plasticizer
Potential Medical Significance:
Sebum is a secretion by skin sebaceous glands.
Sebacic 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 of which Sebacic acid is a major component.
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.
It 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.
Purification Methods of Sebacic Acid:
Purify Sebacic acid via the disodium salt which, after crystallisation from boiling water (charcoal), is again converted to the free acid.
The free acid is crystallised repeatedly from hot distilled water or from Me2CO/pet ether and dried under vacuum.
Preparation of Sebacic Acid:
Sebacic acid is normally made from castor oil, which is essentially glycerol triricinoleate.
The castor oil is heated with sodium hydroxide at about 250°e.
This treatment results in saponification of the castor oil to ricinoleic acid which is then cleaved to give 2-octanol and Sebacic acid:
This process results in low yields of Sebacic acid (about 50% based on the castor oil) but, nevertheless, other routes have not proved competitive.
Sebacic acid is a colourless crystalline solid, m.p. 134℃.
The Main Method Of Preparation:
(1) Castor oil is as raw material, ricinoleate is separated from castor oil, with the condition of inflating and 280~300℃, caustic soda proceeds alkali fusion and the reaction is heated for 10h, sebum acid sodium salt can obtain, deputy product is 2-octanol.
The sodium salt is dissolved in water, adding sulfuric acid to neutralize, after bleaching, the solution is cooled to precipitate sebum acid, it is washed with cold water, and finally recrystallized.
CH3 (CH2) 5CH (OH) CH2CH = CH (CH2) 7COOH +
2NaOH → CH3 (CH2) 5CH (OH) CH3 + NaOOC (CH2) 8COONa + H2
NaOOC (CH2) 3COONa + H2SO4 → HOOC (CH2) 8COOH + Na2SO4
(2) Adipic acid (hexane diacid) is as raw material to synthesize.
Adipic acid and methanol can proceed esterification reaction to form dimethyl adipate, ion exchange membrane proceeds electrolytic oxidation to get dimer, i.e., dimethyl sebacate, and then reacts with sodium hydroxide to form the disodium salt, hydrochloric acid (or sulfuric acid) is used to neutralize and Sebacic acid can obtain.
Production of Sebacic Acid:
Sebacic acid is produced from castor oil by cleavage of ricinoleic acid, which is obtained from castor oil.
Octanol & glycerin is a byproduct.
Sebacic acid can also be obtained from decalin via the tertiary hydroperoxide, which gives cyclodecenone, a precursor to Sebacic acid.
Sebacic acid is produced from castor oil by cleavage of ricinoleic acid, which is obtained from castor oil.
Octanol & glycerin is a byproduct.
Sebacic acid can also be obtained from decalin via the tertiary hydroperoxide, which gives cyclodecenone, a precursor to Sebacic acid.
Almost all of the current industrial production of Sebacic acid is using castor oil as raw material.
Castor oil cracking method:
Castor oil is heated under the action of alkali hydrolysis to generate ricinoleic acid sodium soap, and then add sulfuric acid to generate ricinoleic acid; in the presence of diluent cresol, add alkali heated to 260-280 ℃ for cracking to generate Sebacic acid double sodium salt and secoctanol and hydrogen, cracked material diluted by water, heated and neutralized with acid, the double sodium salt into a monosodium salt; and then boiled with acid after decolorization of activated carbon neutralization solution.
The monosodium salt of Sebacic acid is turned into Sebacic acid crystals, and then separated and dried to obtain the finished product.
History of Sebacic Acid:
Sebacic acid has a long industrial and scientific history dating back to the 19th century, when it was first isolated from castor oil.
The name “sebacic” is derived from the Latin word sebum, meaning tallow or fat, reflecting its early association with fatty materials.
Initially, Sebacic acid was obtained as a by-product in the production of castor oil derivatives, particularly ricinoleic acid, and its applications were limited due to difficulties in large-scale purification and synthesis.
In the late 1800s and early 1900s, chemical industries began to refine methods for converting ricinoleic acid (from castor oil) into Sebacic acid via alkaline cleavage.
This breakthrough allowed the commercial-scale production of Sebacic acid, primarily in India and China, which had abundant natural sources of castor oil.
As synthetic polymer research advanced during the mid-20th century, Sebacic acid gained importance as a monomer in the production of nylon-6,10 and other polyamides, polyesters, and plasticizers.
Its excellent flexibility and thermal resistance made it a valuable component in biodegradable polymers, cosmetics, and lubricants.
In modern times, Sebacic acid continues to be produced primarily from renewable bio-based sources, especially castor oil, aligning with the growing demand for sustainable, green chemicals in multiple industries, including biomedical materials, bio-lubricants, and eco-friendly plastics.
Handling And Storage of Sebacic Acid:
Conditions for safe storage, including any incompatibilities:
Storage conditions:
Tightly closed.
Dry
Stability And Reactivity of Sebacic Acid:
Reactivity:
Sebacic acid reacts exothermically to neutralize bases, both organic and inorganic.
Sebacic acid may react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt.
Sebacic acidan reacts with active metals to form gaseous hydrogen and a metal salt.
Such reactions are slow in the dry, but systems may absorb enough water from the air to allow corrosion of iron, steel, and aluminum parts and containers.
Reacts slowly with cyanide salts to generate gaseous hydrogen cyanide.
Reacts with solutions of cyanides to cause the release of gaseous hydrogen cyanide.
Chemical stability:
It is chemically stable under standard ambient conditions (room temperature).
Conditions to avoid:
no information available
First Aid Measures of Sebacic Acid:
If inhaled:
Fresh air.
In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with water/ shower.
In case of eye contact:
Rinse out with plenty of water.
Remove contact lenses.
If swallowed:
Make victim drink water (two glasses at most).
Consult doctor if feeling unwell.
Indication of any immediate medical attention and special treatment needed:
No data available
Fire Fighting Measures of Sebacic Acid:
Extinguishing media:
Suitable extinguishing media:
Water
Foam
Carbon dioxide (CO2)
Dry powder
Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.
Accidental Release Measures of Sebacic Acid:
Environmental precautions:
Do not let product enter drains.
Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Take up dry.
Dispose of properly.
Exposure Controls/personal Protection of Sebacic Acid:
Personal protective equipment:
Eye/face protection:
Use Safety glasses
Skin protection:
Full contact:
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
Splash contact:
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
Control of environmental exposure:
Do not let product enter drains.
Identifiers of Sebacic Acid:
CAS: 111-20-6
Molecular Formula: C10H18O4
Molecular Weight (g/mol): 202.25
MDL Number: MFCD00004440
InChI Key: CXMXRPHRNRROMY-UHFFFAOYSA-N
Molecular Formula / Molecular Weight: C10H18O4 = 202.25
Physical State (20 deg.C): Solid
CAS RN: 111-20-6
Chemical formula: C10H18O4
Molar mass: 202.250 g·mol−1
Density: 1.209 g/cm3
Melting point: 131 to 134.5 °C (267.8 to 274.1 °F; 404.1 to 407.6 K)
Boiling point: 294.4 °C (561.9 °F; 567.5 K) at 100 mmHg
Solubility in water: 0.25 g/L
Acidity (pKa): 4.720, 5.450
Molecular Weight: 202.25
Properties of Sebacic Acid:
Chemical formula: C10H18O4
Molar mass: 202.250 g·mol−1
Density: 1.209 g/cm3
Melting point: 131 to 134.5 °C (267.8 to 274.1 °F; 404.1 to 407.6 K)
Boiling point: 294.4 °C (561.9 °F; 567.5 K) at 100 mmHg
Solubility in water: 0.25 g/L
Acidity (pKa): 4.720, 5.450
Molecular Weight: 202.25 g/mol
XLogP3: 2.1
Hydrogen Bond Donor Count: 2
Hydrogen Bond Acceptor Count: 4
Rotatable Bond Count: 9
Exact Mass: 202.12050905
Monoisotopic Mass: 202.12050905
Topological Polar Surface Area: 74.6 Ų
Heavy Atom Count: 14
Complexity: 157
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Physical state: powder
Color: white
Odor: No data available
Melting point/freezing point:
Melting point/range: 133 – 137 °C – lit.
Initial boiling point and boiling range: 294,5 °C at 133 hPa – lit.
Flammability (solid, gas): No data available
Upper/lower flammability or explosive limits: No data available
Flash point: Not applicable
Autoignition temperature: No data available
Decomposition temperature: No data available
pH: No data available
Viscosity:
Viscosity, kinematic: No data available
Viscosity, dynamic: No data available
Water solubility: 0,224 g/l at 20 °C – OECD Test Guideline 105
Partition coefficient:
n-octanol/water: log Pow: 1,5 at 23 °C
Vapor pressure: 1 hPa at 183 °C
Density: 1,210 g/cm3 at 20 °C
Relative density: No data available
Relative vapor density: No data available
Particle characteristics: No data available
Explosive properties: No data available
Oxidizing properties: none
Other safety information: No data available
Water Solubility: 0.91 g/L
logP: 1.93
logP: 2.27
logS: -2.4
pKa (Strongest Acidic): 4.72
Physiological Charge: -2
Hydrogen Acceptor Count: 4
Hydrogen Donor Count: 2
Polar Surface Area: 74.6 Ų
Rotatable Bond Count: 9
Refractivity: 51.14 m³·mol⁻¹
Polarizability: 22.61 ų
Number of Rings: 0
Bioavailability: Yes
Rule of Five: Yes
Ghose Filter: Yes
Veber’s Rule: No
MDDR-like Rule: No
Specifications of Sebacic Acid:
Chemical Name: Sebacic acid
Synonyms: Decanedioic acid, 1,8-Octanedicarboxylic acid
CAS Number: 111-20-6
EC Number: 203-845-5
Molecular Formula: C₁₀H₁₈O₄
Molecular Weight: 202.25 g/mol
Appearance: White crystalline powder or flakes
Odor: Odorless or faint fatty odor
Melting Point: 131 – 135 °C
Boiling Point: ~294°C (decomposes)
Acid Value: 560 – 580 mg KOH/g
Assay (Purity): ≥ 98.0% (typical: 99.0 – 99.5%)
Ash Content: ≤ 0.03%
Moisture Content: ≤ 0.2%
Color (APHA / Hazen): ≤ 50 (typically near colorless to pale yellow)
Solubility: Soluble in alcohols, ethers, and slightly in water
Heavy Metals (as Pb): < 10 ppm Residue on Ignition: ≤ 0.05% Packaging: 25 kg bags, 50 kg drums, or bulk Storage Conditions: Store in a cool, dry place away from moisture and heat