Description
Dibutyl sebacate is a colorless oily liquid. Insoluble in water, soluble in alcohol, miscible with oils. Poorly soluble in Propylene glycol.Fruity, but very mild and oily odor of considerable tenacity.
Chemical Properties
Dibutyl sebacate is a clear, colorless, oily liquid with a bland to slight butyl odor.
Uses
Dibutyl sebacate (DBS) is a dibutyl ester of sebacic acid. Dibutyl sebacate can be used for plastics in use in the food packaging industry, in plastics used for medical devices, and for pharmaceutical applications. Dibutyl sebacate is also used as a desensitizer in Otto fuel II, a torpedo monopropellant.It has been used as a plasticizer to prepare free ethylcellulose films. It can be utilized as a core in liquid-core capsules with cross-linked alginate/polyacrylamide membrane prepared via co-extrusion jet-break-up method for the extraction of the pesticide, atrazine.
Preparation
Dibutyl sebacate can be obtained by distilling sebacic acid and butanol from concentrated HCl in benzene or by reacting butanol with sebacic acid chloride.
Production Methods
Dibutyl sebacate is manufactured by the esterification of n-butanol and sebacic acid in the presence of a suitable catalyst, and by the distillation of sebacic acid with n-butanol in the presence of concentrated acid.
Definition
ChEBI: Dibutyl decanedioate is a fatty acid ester.
General Description
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. Dibutyl sebacate is a commonly used plasticizer, which can be synthesized by the reaction of butyl alcohol and sebacyl chloride or by the distillation of sebacic acid with butyl alcohol in the presence of concentrated hydrochloric acid in benzene solution.
Flammability and Explosibility
Non flammable
Pharmaceutical Applications
Dibutyl sebacate is used in oral pharmaceutical formulations as a plasticizer for film coatings on tablets, beads, and granules, at concentrations of 10–30% by weight of polymer. It is also used as a plasticizer in controlled-release tablets and microcapsule preparations.
Dibutyl sebacate is also used as a synthetic flavor and flavor adjuvant in food products;for example,up to 5ppm is used in ice cream and nonalcoholic beverages.
Safety Profile
Mddly toxic by
ingestion. Experimental reproductive
effects. Combustible liquid when exposed to
heat or flame; can react with oxidzing
materials. To fight fire, use CO2 position it
emits acrid smoke and fumes. See also
ESTERS and n-BUTYL. ALCOHOL.
Safety
Dibutyl sebacate is used in cosmetics, foods, and oral pharmaceutical formulations, and is generally regarded as a nontoxic and nonirritant material. Following oral administration, dibutyl sebacate is metabolized in the same way as fats. In humans, direct eye contact and prolonged or repeated contact with the skin may cause very mild irritation. Acute animal toxicity tests and long-term animal feeding studies have shown no serious adverse effects to be associated with orally administered dibutyl sebacate.
LD50 (rat, oral): 16g/kg
storage
Dibutyl sebacate should be stored in a closed container in a cool, dry location. Dibutyl sebacate is stable under the recommended storage conditions and as used in specified applications under most conditions ofuse.Asanester,dibutylsebacatemayhydrolyzeinthe presence of water at high or low pH conditions.
Incompatibilities
Dibutyl sebacate is incompatible with strong oxidizing materials and strong alkalis.
Regulatory Status
Included in the FDA Inactive Ingredients Database (oral capsules, granules, film-coated, sustained action, and tablets). Included in the Canadian List of Acceptable Non-medicinal Ingredients.
