Dibutyl sebacate
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Preferred IUPAC name Dibutyl decanedioate | |
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ECHA InfoCard | 100.003.339 ![]() |
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Properties | |
Chemical formula | C18H34O4 |
Molar mass | 314.466 g·mol−1 |
Appearance | colorless liquid |
Density | 0.9405 g/cm3 at 15 °C |
Melting point | −10 °C (14 °F; 263 K) |
Boiling point | 344.5 °C (652.1 °F; 617.6 K) |
Solubility in water | 0.04 g/L |
Solubility | soluble in diethyl ether, carbon tetrachloride |
Structure | |
2.48 D | |
Thermochemistry | |
Heat capacity (C) | 1.968 J·g−1·K−1 |
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H315, H319, H335 | |
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Flash point | 178 °C (352 °F; 451 K) |
Autoignition temperature | 365 °C (689 °F; 638 K) |
Explosive limits | >0.4% |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ![]() ![]() ![]() Infobox references |
Dibutyl sebacate (DBS) is an organic chemical, a di-n-butyl ester of sebacic acid,[citation needed] in pure form a clear liquid.[2] Its other commonly used names include its IUPAC name, dibutyl decanedioate, various nonsystematic names for symmetric dialkyl esters of dialkanedioic acids (e.g., di-n-butyl sebacate and 1,10-dibutyl decanedioate), as well as Kodaflex DBS, PX 404, and many others.[3]
Its main use is in production of plastics,[2] as a plasticizer,[citation needed] for instance, in production of cellulose acetate butyrate, cellulose acetate propionate, ethyl cellulose, polyvinyl butyral, polyvinyl chloride, polystyrene, and other plastics, as well as many synthetic rubbers (especially nitrile rubber and neoprene).[citation needed]
DBS can be used in plastics for food packaging,[2] for medical devices, and for pharmaceutical applications, e.g. as a plasticizer for film coating of tablets, beads, and granules.[citation needed] It is also used in shaving creams[2] (as a lubricant[citation needed]) and as a flavor enhancer (e.g., in baked goods, candy, ice cream, and non-alcoholic beverages).[2] It is also used as a minor component in Otto fuel II, a torpedo propellant,[2] as a desensitizer in this monopropellant.[citation needed]
The compatibility of DBS with a range of plastic materials is excellent,[citation needed] its oil resistivity is good,[citation needed] and its properties at low temperatures are "superior".[clarification needed][This quote needs a citation]
References
- ^ Lide, David R. (1998). Handbook of Chemistry and Physics (87 ed.). Boca Raton, Florida: CRC Press. pp. 3–162, 15–18. ISBN 0-8493-0594-2.[page range too broad]
- ^ a b c d e f ATSDR Staff (11 September 2024). "ToxFAQs™ for Otto Fuel II and Its Components / What is Otto Fuel II". CDC.gov. Chamblee, GA: CDC Agency for Toxic Substances and Disease Registry (ATSDR). Retrieved 11 September 2024.
Otto Fuel II is a distinct-smelling, reddish-orange, oily liquid that the U.S. Navy uses as a fuel for torpedoes and other weapon systems. It is a mixture of three synthetic substances: propylene glycol dinitrate (the major component), 2-nitrodiphenylamine, and dibutyl sebacate. Propylene glycol dinitrate, a colorless liquid with an unpleasant odor, is explosive. 2-Nitrodiphenylamine is an orange solid used to control the explosion of propylene glycol dinitrate. Dibutyl sebacate is a clear liquid used for making plastics, many of which are used for food packaging. It is also used to enhance flavor in some foods such as ice cream, candy, baked goods, and nonalcoholic drinks, and is found in some shaving creams.
- ^ Pubchem Staff (11 September 2024). "Dibutyl Sebacate". PubChem. Retrieved 11 September 2024.
2.4.2 Depositor-Supplied Synonyms... / Dibutyl decanedioate / 109-43-3 / Butyl sebacate / Decanedioic acid, dibutyl ester / Di-n-butyl sebacate / Kodaflex DBS / Dibutyl sebacinate / Staflex DBS / Monoplex DBS / Bis(n-butyl) sebacate / Sebacic acid, dibutyl ester / Di-n-butylsebacate / Bis(n-butyl)sebacate / 1,10-dibutyl decanedioate / FEMA No. 2373 / Dibutyl 1,8-octanedicarboxylate / Sebacic acid dibutyl ester / Dibutylester kyseliny sebakove / Di(n-butyl) sebacate / PX 404 / n-Butyl sebacate / Plasthall DBS / Uniflex DBS / NSC 3893 / Reomol DBS / Decanedioic Acid Dibutyl Ester / Dibutyl sebacate (NF) / Dibutyl sebacate [NF] / NSC-3893 / 4W5IH7FLNY / Decanedioic acid, 1,10-dibutyl ester / DTXSID1041847.