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Sebacic Acid - from The Castor Oil Dictionary

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Sebacic Acid - from The Castor Oil Dictionary

Sebacic acid is a bi-carboxylic acid with structure (HOOC)(CH2)8(COOH), and is naturally occurring. In its pure state it is a white flake or powdered crystal. The product is described as non-hazardous, though in its powdered form 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 a derivative of castor oil, with the vast majority of world production occurring in China which annually exports over 20000 metric tonnes, representing over 90% of global trade of the product.

In the industrial setting, sebacic acid and its analogs such as azelaic acid (Azelaic Acid – from Wikipedia) 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.

More inputs on Sebacic Acid:

 

  • Sebacic Acid is a white flake or powdered crystal. It is resolved in ethanol (Ethanol Info from Alternative Fuels Data Center), ether and soluble slightly in water.
  • Synonyms: 1,8-Octanedicarboxylic Acid; Decanedioic Acid; 1,10-Decanedioic Acid; n-Decanedioic Acid; Acide sebacique; Dicarboxylic acid C10; Sebacinsaure; Decanedioic Acid
  • 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 can be synthesized from phenols (Phenols from Wikipedia) and cresols (Cresols Info), but castor oil oxidation is considered a “greener” process.
  • Sebacic Acid and its derivatives such as Azelaic Acid (Azelaic Acid from DermNet New Zealand) have a variety of industrial uses as plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc. They are used in the synthesis of polyamide and alkyd resins.
  • Sebacic Acid is also used as an intermediate for aromatics, antiseptics and painting materials. A large number of esters can be obtained from thousands of potential starting materials. (Esters from Wikipedia, Esters from Steve’s Place)
  • More Links:

 

 

Summary on Sebacic Acid

  • Chemical name: decanedioic acid
  • Other names: 1,8-octanedicarboxylic acid
  • Chemical formula: C10H18O4
  • Molecular mass: 202.25 g/mol
  • CAS number: [111-20-6]
  • Melting point: 131-134.5 °C
  • Boiling point: 294.4 °C at 100 mmHg
  • SMILES: OC(=O)CCCCCCCCC(=O)O

 

Products Belonging to the Sebacic Acid Molecules

 

  • 1,1'-Isosebacoylbis(2-ethylaziridine)
  • 1,1'-Sebacoylbisaziridine
  • 1,4-Dioxatetradecane-5,14-dione
  • 1,6-Dioxacyclohexadecane-7,16-dione
  • 2,2,9,9-Tetramethylsebacic acid
  • 2-Ethylhexyl 2,2,5-trimethylhexyl sebacate
  • 2-Ethylhexyl nonyl sebacate
  • 2-Hydroxysebacic acid
  • 3,3'-(Sebacoyldiimino)bis(5-(acetamidomethyl)-2,4,6-triiodobenzoic acid)
  • 3,3'-(Sebacoyldiimino)bis(5-(propionamidomethyl)-2,4,6-triiodobenc acid)
  • 5,5'-Sebacoyldi(oxytryptamine) diacetate
  • Ammonium hydrogen 9,10-dihydroxysebacate
  • Ammonium octyl sebacate
  • Barium sebacate
  • Bis(2,2,6,6-tetramethyl-4-piperidinyl) sebacate
  • Bis(2-ethoxyethyl) sebacate
  • Bis(2-methylbutyl) sebacate
  • Bis(3,5-dibromosalicyl) sebacate
  • Bis(3-methylbutyl) sebacate
  • Bis(cholest-5-en-3beta-yl) sebacate
  • Bis(tetrahydrofurfuryl) sebacate
  • Butyl 2,3-dihydroxypropyl sebacate
  • Cadmium sebacate
  • Cerium(3+) sebacate
  • Cerium(4+) sebacate
  • Choline, chloride sebacate
  • Cupric sebacate
  • Decanedioic acid bis(1,2,2,6,6-pentamethyl-4-piperidinyl) ester
  • Di-2-ethylhexyl sebacate
  • Di-2-ethylhexyl isosebacate
  • Diallyl sebacate
  • Dicyclohexyl sebacate
  • Didocosyl sebacate
  • Diethyl Sebacate
  • Diisodecyl sebacate
  • Diisopropyl sebacate
  • Dilithium sebacate
  • Dimethyl hexadecafluorosebacate
  • Di-n-butyl Sebacate
  • Di-n-decyl sebacate
  • Di-n-dodecyl sebacate
  • Di-n-hexadecyl sebacate
  • Di-n-hexyl sebacate
  • Di-n-octadecyl sebacate
  • Di-n-octyl sebacate
  • Di-n-tetradecyl sebacate
  • Dipentyl sebacate
  • Dipotassium sebacate
  • Dipropyl sebacate
  • Di-tert-butyl bisperoxysebacate
  • Divinyl sebacate
  • Docosyl hydrogen sebacate
  • Dodecyl hydrogen sebacate
  • Iosefamic acid
  • Lanthanum(3+) sebacate
  • Lithium hydrogen sebacate
  • Lithium, 12-hydroxyoctadecanoate sebacate complex
  • Lithium, dimethyl sebacate, 12-hydroxyoctadecanoate naphthenate complex
  • Methyl hydrogen sebacate
  • Neodymium(3+) sebacate
  • Perfluorosebacic acid
  • Polifeprosan 20
  • Poly(ethylenesebacate)
  • Poly(hexamethylene sebacate)
  • Praseodymium(3+) sebacate
  • Sebacic acid
  • Sebacic acid 1,3,5-triazine-2,4,6-triamine salt
  • Sebacic acid 2,2',2''-nitrilotriethanol complex
  • Sebacic acid 2,2'-iminodiethanol complex
  • Sebacic acid 2-aminoethanol complex
  • Sebacic acid 2-butoxyethyl ester
  • Sebacic acid bis(2-(2-butoxyethoxy)ethyl) ester
  • Sebacic acid bis(2-butoxyethyl) ester
  • Sebacic acid bis(2-mercaptoethyl) ester
  • Sebacic acid bis(2-methoxyethyl) ester
  • Sebacic acid bis(phenylmethyl) ester
  • Sebacic acid dihydrazide
  • Sebacic acid diisooctyl ester
  • Sebacic acid ditridecyl ester
  • Sebacic acid morpholine complex
  • Sebacic acid N-(2-aminoethyl)-N'-(2-((2-aminoethyl)amino)ethyl)ethane-1,2-diamine salt
  • Sebacic acid 1,3,5-triazine-2,4,6-triamine salt
  • Sebacic acid 1,6-hexanediamine salt
  • Sebacic acid aluminum salt
  • Sebacic acid bis((17beta-hydroxy-17-methylandrosta-1,4-dien-3-ylidene)hydrazide)
  • Sebacic acid dimethyl ester
  • Sebacic acid dinonyl ester
  • Sebacic acid disodium salt
  • Sebacic acid lead(2+) salt
  • Sebacic acid methyl 1,2,2,6,6-pentamethyl-4-piperidinyl ester
  • Sebacic acid monoethyl ester
  • Sebacinyl-bis(1-methylpiperazine-4-methyl iodide)
  • Sebacinyldicholine
  • Sebacoyl chloride
  • Sebacoyldioxybis(tributylstannane)
  • Sodium hydrogen sebacate
  • Tetradecyl hydrogen sebacate
  • Tetrahydrofurfuryl hydrogen sebacate

 

Carboxylic acids have industrial application directly or indirectly through acid halides, esters, salts, and anhydride forms, polymerization, and etc. Dicarboxylic acids can yield two kinds of salts or esters, as they contain two carboxyl groups in one molecule. It is useful in a variety of industrial applications include

  • Plasticizer for polymers
  • Biodegradable solvents and lubricants
  • Engineering plastics
  • Epoxy curing agent
  • Adhesive and powder coating
  • Corrosion inhibitor
  • Perfumery and pharmaceutical
  • Electrolyte

There are almost infinite esters obtained from carboxylic acids. Esters are formed by removal of water from an acid and an alcohol. Carboxylic acid esters are used as in a variety of direct and indirect applications.

Esters that can be derived from bi-carboxylic acid:

  • Oxalic Acid (Ethanedioic Acid)
  • Malonic Acid (Propanedioic Acid)
  • Succinic Acid (Butanedioic Acid)
  • Glutaric Acid (Pentanedioic Acid)
  • Adipic Acid (Hexanedioic Acid)
  • Pimelic Acid (Heptanedioic Acid)
  • Suberic Acid (Octanedioic Acid)
  • Azelaic Acid (Nonanedioic Acid)
  • Sebacic Acid(Decanedioic Acid)
  • Undecanedioic acid
  • Dodecanedioic acid
  • Brassylic acid (Tridecanedioic acid)
  • Tetradecanedioic acid
  • Pentadecanedioic acid
  • Thapsic acid (Hexadecanedioic acid)
  • Octadecanedioic acid

Glossary of Castor Oil Terms

Castor Oil Glossary Main Index

12 Hydroxy Stearic Acid (12 HSA), 2-Octanol, Allyl Undecylenate, Blown Castor Oil, C 3 Derivatives of Castor Oil,

C-7 Derivatives of Castor Oil, C 11 Derivatives of Castor Oil, C 18 Derivatives of Castor Oil, Calcium Undecylenate,

COLM, Castor Plant, Castor Bean, Castor Extract, Castor Seed, Castor Meal/Castor Cake, Castor Oil, Castor Oil Derivatives, Castor Oil BP Grade, Castor Oil Chemicals, Castor Oil FSG, Castor Oil USP, Commercial Castor Oil, DAB-10, Dehydrated Castor Oil, Deodorised Castor Oil, De-oiled Castor Cake, Esterols, Ethoxylated Castor Oil, Ethyl Undecylenate, European Pharmacopia Castor Oil, Extra Pale Grade Castor Oil, First Pressed Degummed Castor Oil, First Special Grade (FSG) Castor Oil, Glycerine, Heptanoic Acid, Heptaldehyde, Heptyl Alcohol (Heptanol), Hydrogenated Castor Oil, Industrial Castor Oil, Methyl 12 HSA (Hydroxy Stearate Acid), Methyl Ricinoleate, Methyl Undecylenate, Pale Pressed Grade (PPG) Grade Castor Oil, Ricinoleic Acid, Sebacic Acid, Sodium Undecylenate, Sulfonated Castor Oil, Special Grade Castor Oil, Turkey Red Oil, Undecylenic Acid, Undecanoic Acid, Undecylenic Aldehyde, Undecylenic Alcohol, Urethane Grade, Zinc Undecylenate

The Castor Oil Dictionary is intended to be a dictionary & glossary resource for castor oil related terms, providing meanings, definition & explanations for these terms and words.