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Sebacic acid (Dicarboxylic acid) is used production of plasticizers and lubricants.
Sebacic acid (Dicarboxylic acid) is used in the synthesis of sebacate esters for biodegradable plastics.
Sebacic acid (Dicarboxylic acid) is used in the synthesis of polyamide and alkyd resins.
CAS Number: 111-20-6
EC Number: 203-845-5
MDL number: MFCD00004440
Molecular Weight: 202.25 g/mol
Linear Formula: HO2C(CH2)8CO2H
Molecular Formula: C10H18O4
SYNONYMS:
1,8-Octanedicarboxylic Acid, Decanedioic Acid, Sebacic Acid Powder, Octadecanedioic Acid, Hexadecanedioic Acid, Dicarboxylic Acid, Sebacate, Sebacic Acid Flakes, 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, 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, DECANEDIOIC ACID, sebacic, USAF hc-1, acidesebacique, SEBACIC ACID pure, n-Decanedioic acid, 1,10-Decanedioic acid, Decanedicarboxylic acid, sebacate (decanedioate), 1,8-OCTANEDICARBOXYLIC ACID, Sebacic acid, Decanedicarboxylic acid, 1,10-Decanedioic acid, 1,8-Octanedicarboxylic acid, Seracic acid, USAF HC-1, n-Decanedioic acid, NSC 19492, Ipomic 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, Decanedioic acid; 1,8-Octanedicarboxylic acid, Sebacic Acid, Decanedioic Acid, 1,8-Octanedicarboxylic Acid, Sebacic Acid
Sebacic acid (Dicarboxylic acid) is an aliphatic ten-carbon dicarboxylic acid (1,10-decanedioic acid) with a variety of industrial applications, including the production of plasticizers, lubricants, cosmetics, and plastics.
Currently, Sebacic acid (Dicarboxylic acid) is produced exclusively from alkaline pyrolysis of castor oil.
Sebacic acid (Dicarboxylic acid) is insoluble in water.
Sebacic acid (Dicarboxylic acid) is a naturally occurring dicarboxylic acid with the chemical formula HO2C(CH2)8CO2H.
Sebacic acid (Dicarboxylic 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 (Dicarboxylic acid) is a derivative of castor oil.
Sebacic acid (Dicarboxylic acid) is a white granular powder.
Melting point of Sebacic acid (Dicarboxylic acid) is 153 °F.
Sebacic acid (Dicarboxylic acid) is slightly soluble in water.
Sebacic acid (Dicarboxylic acid) sublimes slowly at 750 mmHg when heated to melting point.
Sebacic acid (Dicarboxylic acid) is an alpha,omega-dicarboxylic acid that is the 1,8-dicarboxy derivative of octane.
Sebacic acid (Dicarboxylic acid) has a role as a human metabolite and a plant metabolite.
Sebacic acid (Dicarboxylic acid) is an alpha,omega-dicarboxylic acid and a dicarboxylic fatty acid.
Sebacic acid (Dicarboxylic acid) is a conjugate acid of a sebacate(2-) and a sebacate.
Sebacic acid (Dicarboxylic acid) derives from a hydride of a decane.
Sebacic acid (Dicarboxylic acid) has been reported in Drosophila melanogaster, Caesalpinia pulcherrima, and other organisms with data available.
Sebacic acid (Dicarboxylic acid) is a saturated, straight-chain naturally occurring dicarboxylic acid with 10 carbon atoms.
Sebacic acid (Dicarboxylic acid) is a normal urinary acid.
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 (Dicarboxylic acid) excretion.
Sebacic acid (Dicarboxylic 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 (Dicarboxylic acid) was named from the Latin sebaceus (tallow candle) or sebum (tallow) in reference to its use in the manufacture of candles.
Sebacic acid (Dicarboxylic 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.
In its purest form, Sebacic acid (Dicarboxylic acid) is a powdered crystal or white flaky substance.
Sebacic acid (Dicarboxylic acid)’s a naturally occurring dicarboxylic acid that is non-hazardous, though it can be vulnerable to flash ignition in its powder form.
Sebaceus is Latin for tallow candle, and sebum is Latin for tallow.
These terms refer to the use of Sebacic acid (Dicarboxylic acid) in the manufacturing of candles.
But as stated above, Sebacic acid (Dicarboxylic acid) has a lot of uses for the industrial setting.
Sebacic acid (Dicarboxylic acid) is a regular dicarboxylic acid that is used in the chemical industry, primarily for the production of plastics and plasticizers.
Sebacic acid (Dicarboxylic acid) is mainly obtained from sodium sebacate, which is produced by splitting ricinoleic acid with the help of sodium hydroxide.
Ricinoleic acid is the main component of castor oil and is therefore a biologically renewable raw material.
In addition, there are other processes for the production of Sebacic acid (Dicarboxylic acid), for example by oxidation of 1,10-decanediol and stearic acid, by decarboxylation of monomethyl adipate or in the course of fermentation processes.
Sebacic acid (Dicarboxylic acid) is a dicarboxylic acid with structure (HOOC)(CH2)8(COOH), and is naturally occurring.
In its pure state Sebacic acid (Dicarboxylic acid) is a white flake or powdered crystal.
Sebacic acid (Dicarboxylic acid) 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).
Sebacic acid (Dicarboxylic 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 (Dicarboxylic acid) is an alpha,omega-dicarboxylic acid that is the 1,8-dicarboxy derivative of octane.
Sebacic acid (Dicarboxylic acid) has a role as a human metabolite and a plant metabolite.
Sebacic acid (Dicarboxylic acid) is an alpha,omega-dicarboxylic acid and a dicarboxylic fatty acid.
Sebacic acid (Dicarboxylic acid) is a conjugate acid of a sebacate(2-) and a sebacate.
Sebacic acid (Dicarboxylic acid) derives from a hydride of a decane.
This process results in low yields of Sebacic acid (Dicarboxylic acid) but, nevertheless, other routes have not proved competitive.
Sebacic acid (Dicarboxylic acid) is a colourless crystalline solid, m.p. 134C.
Sebacic acid (Dicarboxylic acid) is a white granular powder.
Melting point of Sebacic acid (Dicarboxylic acid) is 153°F.
Sebacic acid (Dicarboxylic acid) is slightly soluble in water.
Sebacic acid (Dicarboxylic acid) sublimes slowly at 750 mm Hg when heated to melting point.
Sebacic acid (Dicarboxylic acid) is a naturally occurring dicarboxylic acid.
Sebacic acid (Dicarboxylic acid) is a derivative of castor oil, used as a monomer for nylon 610, plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc.
Sebacic acid (Dicarboxylic acid) is a dicarboxylic acid derived from castor oil, in the form of refined white granules.
Sebacic acid (Dicarboxylic acid) is a saturated, straight-chain naturally occurring dicarboxylic acid with 10 carbon atoms.
Sebacic acid (Dicarboxylic acid) is a normal urinary acid.
Sebacic acid (Dicarboxylic acid) is a castor oil-derived dicarboxylic acid.
Sebacic acid (Dicarboxylic acid), a naturally occurring dicarboxylic acid with the formula plays a critical role in various industrial applications due to its unique chemical properties.
Sebacic acid (Dicarboxylic acid) acts as a buffering agent for pH adjustment or a chemical intermediate in the synthesis of various esters.
Sebacic acid (Dicarboxylic acid) is a naturally occurring dicarboxylic acid which is a derivative of castor oil.
Sebacic acid (Dicarboxylic acid) is recommended for cosmetics formulations.
Sebacic acid (Dicarboxylic acid) is a linear dicarboxylic acid whose main ingredient is castor oil obtained from castor seeds.
Castor oil is a long-chain dibasic acid consisting of 10 carbon atoms obtained by our original alkaline melting method, and has been our main product for many years.
Sebacic acid (Dicarboxylic acid) Ester (DOS, DBS) is used as a cold-resistant plasticizer for many resins including vinyl chloride, and is also used for 6,10-nylon raw materials, hot melt adhesives, condenser electrolytes, coolants (antifreeze), and water solubility.
Sebacic acid (Dicarboxylic acid) is a dicarboxylic acid obtained from the dry distillation of castor oil.
Sebacic acid (Dicarboxylic acid) is derived from castor oil.
Two molecules are needed to obtain a castor Sebacic acid (Dicarboxylic 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 (Dicarboxylic acid) is solid at room temperature and melts above 130 ° C.
Sebacic acid (Dicarboxylic acid) is 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.
USES and APPLICATIONS of SEBACIC ACID (DICARBOXYLIC ACID):
Industrial Applications of Sebacic acid (Dicarboxylic acid): Manufacture of polyamides (nylon) and polyesters.
Sebacic acid (Dicarboxylic acid) is used production of plasticizers and lubricants.
Sebacic acid (Dicarboxylic acid) is used in the synthesis of sebacate esters for biodegradable plastics.
Cosmetics and Personal Care: Sebacic acid (Dicarboxylic acid) acts as a pH regulator and emollient in skincare formulations.
Medical Applications of Sebacic acid (Dicarboxylic acid): Intermediate for producing certain pharmaceuticals.
Adhesives and Coatings uses of Sebacic acid (Dicarboxylic acid): Incorporated in alkyd resins and adhesives for enhanced flexibility and durability.
In the industrial setting, Sebacic acid (Dicarboxylic 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 (Dicarboxylic acid) can be used as a surfactant in the lubricating oil industry to increase the antirust properties of lubricating oils on metals.
Sebacic acid (Dicarboxylic acid) and its derivatives such as azelaic acid have a variety of industrial uses as plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc.
Sebacic acid (Dicarboxylic acid) is used in the synthesis of polyamide and alkyd resins.
Sebacic acid (Dicarboxylic acid) is also used as an intermediate for aromatics, antiseptics and painting materials
One of the most common uses for Sebacic acid (Dicarboxylic acid) is in the manufacturing of candles.
Sebacic acid (Dicarboxylic acid) also shows up in the industrial industry, being used as a monomer and intermediate for various products and materials.
Sebacic acid (Dicarboxylic acid) finds an important use in the production of polyamides.
For example, the polyamide (nylon) 6.10 can be produced from Sebacic acid (Dicarboxylic acid) or sebacic acid dichloride and hexamethylenediamine.
Acid diesters with alcohols such as 1-butanol or 2-ethylhexanol are used as plasticizers.
In polycondensation with glycerine, biologically well-tolerated plastics for surgery and medical research can be produced from Sebacic acid (Dicarboxylic acid).
The esters of the acid serve as plasticizers, extenders, and lubricants.
Sebacic acid (Dicarboxylic acid) is also used in paints, candles and cosmetic products.
Areas of application of Sebacic acid (Dicarboxylic acid): Production of polyamides and polyesters, use of the esters as plasticizers, extenders and lubricants
Sebacic acid (Dicarboxylic acid) can be used as a monomer for nylon, lubricants, hydraulic fluids, cosmetics, plasticizers and more.
Sebacic acid (Dicarboxylic acid) can also be used as an intermediate for antiseptics, aromatics and painting products.
Sebaceus is Latin for tallow candle, sebum (tallow) is Latin for tallow, and refers to its use in the manufacture of candles.
In the industrial setting, Sebacic acid (Dicarboxylic acid) and its homologues such as azelaic acid can be used in plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc.
Sebacic acid (Dicarboxylic acid) is also used as an intermediate for aromatics, antiseptics, and painting materials.
Sebacic acid (Dicarboxylic acid) was named by Thenard LJ (1802) from the Latin sebaceus(tallow candle) or sebum (tallow) in reference to its use in the manufacture of candles.
Thenard LJ isolated Sebacic acid (Dicarboxylic acid) from distillation products of beef tallow.
In 1954, it was reported that Sebacic acid (Dicarboxylic acid) was produced in excess of 10,000 tons annually by alkali fission of castor oil.
Sebacic acid (Dicarboxylic acid) and its derivatives, as azelaic acid, have a variety of industrial uses as plasticizers, lubricants, diffusion pump oils, cosmetics, candles, etc.
Sebacic acid (Dicarboxylic acid) is also used in the synthesis of polyamide, as nylon, and of alkyd resins.
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 (Dicarboxylic acid) is also used as an intermediate for aromatics, antiseptics, and painting materials.
Sebacic acid (Dicarboxylic acid) can be used in adhesives, candles, coatings, cosmetics, greases, soaps, hydraulic fluids, inks, lacquers, lubricants, metal working fluids, personal care items, plastics & plasticizers, polishes, and textiles.
Sebacic acid (Dicarboxylic acid)'s applications are incredibly diverse, extending from its role as a monomer in the production of nylon (nylon 6,10) to its use as a plasticizer, lubricant, and hydraulic fluid, and in the manufacturing of cosmetics.
Its utility is particularly notable in the synthesis of polyamide and alkyd resins, where Sebacic acid (Dicarboxylic acid) imparts critical properties such as durability, flexibility, and resistance to harsh chemicals and temperature variations.
Additionally, is crucial in the production of adhesives and sealants, enhancing their performance by improving adhesion and flexibility.
Sebacic acid (Dicarboxylic acid)'s role in the creation of bioplastics is also significant, highlighting the industry's shift towards sustainable and environmentally friendly practices.
Sebacic acid (Dicarboxylic acid)'s applications in the automotive and electrical industries as a corrosion inhibitor and dielectric fluid respectively, further demonstrate its broad utility.
These uses underscore the versatility of Sebacic acid (Dicarboxylic acid), making it an essential component in a myriad of industrial applications that demand high performance and sustainability.
Sebacic acid (Dicarboxylic acid) is widely used to produce polymers, plasticizers, lubricants, and corrosion retardants.
Sebacic acid (Dicarboxylic acid) can act as a pH corrector in the cosmetic products formulations.
Sebacic acid (Dicarboxylic acid) is also used as a precursor to prepare sebacate esters such as diisopropyl sebacate, diethylhexyl sebacate, and dibutyl sebacate.
Sebacic acid (Dicarboxylic acid) has been used in the synthesis of: biodegradable and elastomeric polyesters [poly(glycerol sebacate)] novel bio-nylon, PA5.10 novel temperature-response hydrogel based of poly(ether-ester anhydride) nanoparticle for drug-delivery applications
Sebacic acid (Dicarboxylic acid) is used as a raw material for industrial products such as machine oil.
In recent years, Sebacic acid (Dicarboxylic acid) has been attracting attention as a carbon-neutral product made from plants.
PRODUCTION AND REACTIONS OF SEBACIC ACID (DICARBOXYLIC ACID):
Sebacic acid (Dicarboxylic acid) is produced from castor oil by cleavage of ricinoleic acid, which is obtained from castor oil.
Octanol and glycerin are byproducts.
Sebacic acid (Dicarboxylic 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 (Dicarboxylic acid).
Sebacic acid (Dicarboxylic acid) has also been produced commercially by Kolbe electrolysis of adipic acid
POTENTIAL MEDICAL SIGNIFICANCE OF SEBACIC ACID (DICARBOXYLIC ACID):
Sebum is a secretion by skin sebaceous glands.
It 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 (Dicarboxylic acid).
Sebacic acid (Dicarboxylic acid) is also found in other lipids that coat the skin surface.
Human neutrophils can convert Sebacic acid (Dicarboxylic 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 (Dicarboxylic 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.
PROPERTIES OF SEBACIC ACID (DICARBOXYLIC ACID):
Sebacic acid (Dicarboxylic acid) is derived primarily from the seeds of castor oil plants where it appears as a white flake or powdered form.
Sebacic acid (Dicarboxylic acid) is biodegradable, non-toxic, and possesses a melting point of 131-134.5°C, which makes it highly valuable in high-temperature applications.
Soluble in water, ethanol, and ether, Sebacic acid (Dicarboxylic acid) exhibits excellent compatibility with a wide range of chemical substances, enhancing its utility across various chemical processes.
This dicarboxylic acid, Sebacic acid (Dicarboxylic acid), also exhibits low volatility and good thermal stability, attributes that make it an ideal ingredient in the synthesis of polymeric materials.
Sebacic acid (Dicarboxylic acid)'s environmental friendliness and efficacy in promoting material durability further elevate its standing in sectors such as automotive, aerospace, and electronics, where performance and sustainability are paramount.
MAIN COMPONENTS OF SEBACIC ACID (DICARBOXYLIC ACID):
The primary source of Sebacic acid (Dicarboxylic acid) is the castor oil plant, specifically from castor seed oil, which undergoes pyrolysis to yield this important organic compound.
During this process, castor seed oil is heated in the absence of air, leading to the decomposition of ricinoleic acid, the major component of castor oil.
The production process also involves the cleavage of ricinoleic acid, extracted from castor oil, under heat and pressure, leading to the formation of Sebacic acid (Dicarboxylic acid) and other byproducts.
The resulting sebacic acid can be further refined to remove impurities, enhancing its purity.
Depending on the intended industrial application, the purity of Sebacic acid (Dicarboxylic acid), along with its specific formulation, can be adjusted, making its composition highly versatile.
This flexibility in production allows manufacturers to tailor Sebacic acid (Dicarboxylic acid) to meet specific performance criteria, making it indispensable in the creation of a wide range of products, from plastics to lubricants.
STORAGE METHODS OF SEBACIC ACID (DICARBOXYLIC ACID):
Storing Sebacic acid (Dicarboxylic acid) requires specific conditions to maintain its chemical integrity and prevent degradation.
Sebacic acid (Dicarboxylic acid) should be stored in a cool, dry place away from direct sunlight and moisture.
Containers must be tightly sealed to avoid contamination.
For large-scale storage, Sebacic acid (Dicarboxylic acid) is recommended to use corrosion-resistant containers under nitrogen to prevent oxidation.
Proper storage conditions help preserve Sebacic acid (Dicarboxylic acid)'s efficacy and extend its shelf life, which is crucial for maintaining its industrial value.
CONCLUSION OF SEBACIC ACID (DICARBOXYLIC ACID):
Sebacic acid (Dicarboxylic acid) remains a cornerstone in the field of industrial chemistry, with its applications underscoring the compound's versatility and importance.
Understanding its properties, composition, and uses not only facilitates better handling and utilization but also highlights the potential of Sebacic acid (Dicarboxylic acid) in fostering innovations in various chemical products and processes.
As the demand for sustainable and efficient chemical solutions continues to grow, Sebacic acid (Dicarboxylic acid) will undoubtedly play a pivotal role in shaping future developments in the chemical industry.
ALTERNATIVE PARENTS OF SEBACIC ACID (DICARBOXYLIC ACID):
*Dicarboxylic acids and derivatives
*Carboxylic acids
*Organic oxides
*Hydrocarbon derivatives
*Carbonyl compounds
SUBSTITUENTS OF SEBACIC ACID (DICARBOXYLIC 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
PREPARATION OF SEBACIC ACID (DICARBOXYLIC ACID):
Sebacic acid (Dicarboxylic acid) is normally made from castor oil, which is essentially glycerol triricinoleate.
The castor oil is heated with sodium hydroxide at about 250C.
This treatment results in saponification of the castor oil to ricinoleic acid which is then cleaved to give 2-octanol and Sebacic acid (Dicarboxylic acid).
WHERE DOES SEBACIC ACID (DICARBOXYLIC ACID) COME FROM?
Sebacic acid (Dicarboxylic acid) is produced from castor oil.
Sebacic acid (Dicarboxylic acid)’s mostly colorless but can be a light shade of yellow.
Sebacic acid (Dicarboxylic acid) also has a mild odor to it, though nothing that stands out.
There are two ways that Sebacic acid (Dicarboxylic acid) can be produced: castor oil and adipic acid.
It’s far more common for Sebacic acid (Dicarboxylic acid) to be derived from castor oil, as the process is green and cost effective.
To make the Sebacic acid (Dicarboxylic acid), the castor oil is heated to high temperatures with alkali.
The purity of Sebacic acid (Dicarboxylic acid) is based on the type of reaction it has.
Generally, modern conversion technology leads to a purer product.
KEY BENEFITS OF SEBACIC ACID (DICARBOXYLIC ACID):
In cosmetic products, Sebacic acid (Dicarboxylic acid) can act as a pH corrector.
In plastics, Sebacic acid (Dicarboxylic acid) can be used to provide better flexibility and lower melting temperature.
For lubricants and anti-corrosion applications, Sebacic acid (Dicarboxylic acid) is used to produce a salt derivative that can be used as a coolant for aircraft, automotive and truck engines.
Here are the attributes that make Sebacic acid (Dicarboxylic acid) as flexible as it is.
- Excellent lubricity
- Low temperature fluidity
- Higher thermal stability
- High flash points
- Low pour points
CHEMICAL PROPERTIES OF SEBACIC ACID (DICARBOXYLIC ACID):
Chemical Properties
Sebacic acid (Dicarboxylic acid) is a white flaky crystals.
Sebacic acid (Dicarboxylic acid) is slightly soluble in water, soluble in alcohol and ether.
PROPERTIES OF SEBACIC ACID (DICARBOXYLIC ACID):
*Sebacic acid (Dicarboxylic acid) acts as a dicarboxylic acid monomer for polymer synthesis.
Sebacic acid (Dicarboxylic acid) exhibits excellent thermal and chemical stability.
Sebacic acid (Dicarboxylic acid) provides flexibility and elongation properties in polymer formulations.
*Environmentally friendly and biodegradable.
BENEFITS OF SEBACIC ACID (DICARBOXYLIC ACID):
*Versatility in industrial and cosmetic applications.
*Non-toxic and environmentally sustainable.
*Sebacic acid (Dicarboxylic acid) enhances product durability and flexibility.
REACTIVITY PROFILE OF SEBACIC ACID (DICARBOXYLIC ACID):
Sebacic acid (Dicarboxylic acid) reacts exothermically to neutralize bases, both organic and inorganic.
Sebacic acid (Dicarboxylic acid) may react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt.
Sebacic acid (Dicarboxylic acid) can react 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.
Sebacic acid (Dicarboxylic acid) reacts slowly with cyanide salts to generate gaseous hydrogen cyanide.
Sebacic acid (Dicarboxylic acid) reacts with solutions of cyanides to cause the release of gaseous hydrogen cyanide.
Sebacic acid (Dicarboxylic acid) may generate flammable and/or toxic gases and heat with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides.
Sebacic acid (Dicarboxylic acid) may react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat.
Sebacic acid (Dicarboxylic acid) can be oxidized exothermically by strong oxidizing agents and reduced by strong reducing agents.
Sebacic acid (Dicarboxylic acid) may initiate polymerization reactions.
PURIFICATION METHODS OF SEBACIC ACID (DICARBOXYLIC ACID):
Purify Sebacic acid (Dicarboxylic 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.
Sebacic acid (Dicarboxylic acid) is a naturally occurring dicarboxylic chemical that is derived from castor oil.
Sebacic acid (Dicarboxylic acid) is commonly used in the manufacturing of Nylon 6-10, plasticizers, jet lubricants, and other products.
Sebacic acid (Dicarboxylic acid) is typically prepared through a phenol-free method that involves cracking castor oil.
PHYSICAL and CHEMICAL PROPERTIES of SEBACIC ACID (DICARBOXYLIC ACID):
EC Number: 203-845-5
CAS Number: 111-20-6
Physical and Chemical Properties
Molecular Formula: C10H18O4
Molecular Weight: 202.25 g/mol
Appearance: White crystalline powder or flakes
Melting Point: 131–134°C
Boiling Point: Decomposes before boiling
Density: ~1.21 g/cm³
Solubility: Slightly soluble in water; soluble in ethanol, ether, and acetone
pH (Solution): Mildly acidic
Stability: Stable under normal storage conditions
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 Da
Monoisotopic Mass: 202.12050905 Da
Topological Polar Surface Area: 74.6Ų
Heavy Atom Count: 14
Formal Charge: 0
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
Molecular formula: C10H18O4
Average mass: 202.250
Monoisotopic mass: 202.120509
ChemSpider ID: 5004
Linear Formula: HO2C(CH2)8CO2H
CAS Number: 111-20-6
Molecular Weight: 202.25
Beilstein: 1210591
EC Number: 203-845-5
MDL number: MFCD00004440
UNSPSC Code: 12352100
PubChem Substance ID: 24857096
NACRES: NA.22
Chemical Formula: C10H18O4
Average Molecular Weight: 202.2475
Monoisotopic Molecular Weight: 202.120509064
IUPAC Name: decanedioic acid
Traditional Name: sebacic acid
CAS Registry Number: 111-20-6
SMILES: OC(=O)CCCCCCCCC(O)=O
InChI Identifier: InChI=1S/C10H18O4/c11-9(12)7-5-3-1-2-4-6-8-10(13)14/h1-8H2,(H,11,12)(H,13,14)
InChI Key: CXMXRPHRNRROMY-UHFFFAOYSA-N
FIRST AID MEASURES of SEBACIC ACID (DICARBOXYLIC ACID):
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation:
Fresh air.
*In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Call in ophthalmologist.
Remove contact lenses.
*If swallowed:
After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available
ACCIDENTAL RELEASE MEASURES of SEBACIC ACID (DICARBOXYLIC 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.
Observe possible material restrictions.
Take up dry.
Dispose of properly.
Clean up affected area.
FIRE FIGHTING MEASURES of SEBACIC ACID (DICARBOXYLIC ACID):
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2)
Foam
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.
EXPOSURE CONTROLS/PERSONAL PROTECTION of SEBACIC ACID (DICARBOXYLIC ACID):
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A
-Control of environmental exposure:
Do not let product enter drains.
HANDLING and STORAGE of SEBACIC ACID (DICARBOXYLIC ACID):
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
Dry.
STABILITY and REACTIVITY of SEBACIC ACID (DICARBOXYLIC ACID):
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature) .
-Possibility of hazardous reactions:
No data available
