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Sebacic acid

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Products Intro: Product Name:Sebacic acid
CAS:111-20-6
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CAS:111-20-6
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Products Intro: Product Name:Sebacic Acid
CAS:111-20-6
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Products Intro: Product Name:Sebacic acid
CAS:111-20-6
Purity:99% HPLC Package:1Mg ; 5Mg;10Mg ;100Mg;250Mg ;500Mg ;1g;2.5g ;5g ;10g
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Products Intro: Product Name:Decanedioic acid
CAS:111-20-6
Remarks:C10610
Sebacic acid Basic information
The main method of preparation Chemical properties Uses Production method Hazards & Safety Information
Product Name:Sebacic acid
Synonyms:RARECHEM AL BO 0380;SEBACIC ACID;SEBACINIC ACID;DECANEDIOIC ACID;1,8-OCTANEDICARBOXYLIC ACID;1,10-Decanedioic acid;1,10-decanedioicacid;acidesebacique
CAS:111-20-6
MF:C10H18O4
MW:202.25
EINECS:203-845-5
Product Categories:Intermediates;alpha,omega-Alkanedicarboxylic Acids;alpha,omega-Bifunctional Alkanes;Monofunctional & alpha,omega-Bifunctional Alkanes;Organic Chemicals;Cosmetics
Mol File:111-20-6.mol
Sebacic acid Structure
Sebacic acid Chemical Properties
Melting point 133-137 °C(lit.)
Boiling point 294.5 °C100 mm Hg(lit.)
density 1.21
vapor pressure 1 mm Hg ( 183 °C)
refractive index 1.422
Fp 220 °C
solubility ethanol: 100 mg/mL
Water Solubility 1 g/L (20 ºC)
Merck 14,8415
BRN 1210591
Stability:Stable. Combustible. Incompatible with strong oxidizing agents, bases, reducing agents.
CAS DataBase Reference111-20-6(CAS DataBase Reference)
NIST Chemistry ReferenceDecanedioic acid(111-20-6)
EPA Substance Registry SystemDecanedioic acid(111-20-6)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 1
RTECS VS0875000
HS Code 29171310
MSDS Information
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Sebacic acid English
SigmaAldrich English
ACROS English
ALFA English
Sebacic acid Usage And Synthesis
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.
Chemical properties, uses and methods of preparation of sebacic acid are edited by Chemicalbook andy.(2016-12-04)
Chemical propertiesIt is white flaky crystal. It is slightly soluble in water, soluble in alcohol and ether.
Uses1. Sebacic acid can be used as cold plasticizer, nylon resins and other raw material.
2. It can be used as analytical reagents, etc.
3. Sebacic acid is mainly used as sebate plasticizer and nylon molding resin raw material, it is also used for high-temperature lubricant raw material. Its main product is methyl ester, isopropyl, butyl, octyl, nonyl phenyl ester and methyl ester, common ester is dibutyl sebacate and dioctyl sebacate. Sebacic acid plasticizers can be widely used in polyvinyl chloride, alkyd resins, polyester resins and polyamide molding resin due to its low toxicity and high temperature performance, so it is often used in the resin of some special purposes. Nylon molding resin which producted by sebacic acid has high toughness and low moisture absorption, it can also be processed into many special-purpose products. Sebacic acid is also rubber softener, surfactant, coating and fragrance raw materials.
4. Sebacic acid is used as GC Less tail agent, separation and analysis of fatty acids, it can be used to precipitate and quantitative determination of thorium, separation of thorium, cerium and other rare earth elements. Plasticizers, synthetic resins and synthetic fibers.
Production methodIt can be obtained by raw materials of natural castor oil or adipic acid monoester. Sebacic acid can be obtained by polymerization reaction with ethylene and carbon tetrachloride, but the world's industrial production of sebacic acid almost all use castor oil as raw material.
1. castor oil cracking process: under effect of alkali, castor oil is heated to proceed hydrolysis and generates sodium castor oil soap, then sulfuric acid is added to acidolysis and ricinoleic acid is obtained; in the presence of diluent cresol , alkali is added and it is heated to 260-280℃ to proceed splitting decomposition and generates sebacic acid and sodium bis octanol and hydrogen, lysate is diluted with water, heated and adding acid to neutralize, double salt is turned into monosodium salt; and then neutralized liquid after actived carbon decoloration is boiling and added acid, sebacic acid monosodium salt turns into sebacic acid and seeds out, after separation, drying can derive products. Material consumption fixed: castor oil (industrial) 2100kg/t, sulfuric acid (98%) 1600kg/t, caustic soda (95%) 1200kg/t, cresol (industrial) 100kg/t. 2.Oil n-decane fermentation method: n-decane is obtained by the separation of 200 # solvent oil or 166-182℃ fraction, sebacic acid is obtained by 19-2 Solutions Candida lipolytica fermentation.
2. New cyclopentanone method: palladium salt-copper or iron is as catalyst, in the solvent of ethanol, propanol or other alcohol, in the eased condition of low temperature of 40-60℃ and ordinary pressure, cyclopentene is oxidated by air to generate cyclopentanone, then it is obtained by oxidated of iron catalyst and titanium.
Hazards & Safety InformationCategory: Flammable liquid
Toxicity: grading toxicity
Acute oral toxicity-rat LD50: 14375 mg/kg; Oral-Mouse LD50: 6000 mg/kg
Flammability hazard characteristics: flammable, the fire discharges acrid smoke
Storage characteristics: Treasury ventilation low-temperature drying
Extinguishing agent: Dry powder, foam, sand, water
Chemical Propertieswhite powder
General DescriptionWhite granular powder. Melting point 153°F. Slightly soluble in water. Sublimes slowly at 750 mm Hg when heated to melting point.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileSebacic acid reacts exothermically to neutralize bases, both organic and inorganic. May react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. 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. Reacts slowly with cyanide salts to generate gaseous hydrogen cyanide. Reacts with solutions of cyanides to cause the release of gaseous hydrogen cyanide. May generate flammable and/or toxic gases and heat with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. May react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Can be oxidized exothermically by strong oxidizing agents and reduced by strong reducing agents. May initiate polymerization reactions.
Fire HazardFlash point data for Sebacic acid are not available. Sebacic acid is probably combustible.
Tag:Sebacic acid(111-20-6) Related Product Information
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