Dibutyl sebacate

Dibutyl sebacate^[1]
Names
	Preferred IUPAC name Dibutyl decanedioate
	Other names dibutyl sebacate, Proviplast 1944lkl;
Identifiers
CAS Number	109-43-3 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL2106225 ;
ChemSpider	7697 ;
ECHA InfoCard	100.003.339
EC Number	203-672-5;
PubChem CID	7986;
RTECS number	VS1150000;
UNII	4W5IH7FLNY ;
CompTox Dashboard (EPA)	DTXSID1041847 ;
	InChI InChI=1S/C18H34O4/c1-3-5-15-21-17(19)13-11-9-7-8-10-12-14-18(20)22-16-6-4-2/h3-16H2,1-2H3 Key: PYGXAGIECVVIOZ-UHFFFAOYSA-N;
	SMILES CCCCOC(=O)CCCCCCCCC(=O)OCCCC;
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
Dipole moment	2.48 D
Thermochemistry
Heat capacity (C)	1.968 J·g−1·K−1
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	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). verify (what is ?) Infobox references

Dibutyl sebacate (DBS) is an organic compound with the formula (CH₃CH₂CH₂CH₂O₂CCH₂CH₂CH₂CH₂)₂. It is the dibutyl ester of sebacic acid. Its main use is as a plasticizer in production of plastics, namely cellulose acetate butyrate, cellulose acetate propionate, ethyl cellulose, polyvinyl butyral, polyvinyl chloride, polystyrene, and many synthetic rubbers (especially nitrile rubber and neoprene) and other plastics. The related diester from 2-ethylhexyl alcohol is used similarly.^[2] It is used to plasticize polylactic acid.^[3]It can also be used for plastics in use in the food packaging industry, in plastics used for medical devices, and for pharmaceutical applications, e.g. as a plasticizer for film coating of tablets, beads, and granules.^[4] It is also used as a lubricant in shaving lotions, and a flavoring additive in non-alcoholic beverages, ice cream, ices, candy, and baked goods. It provides excellent compatibility with a range of plastic materials, superior properties at low temperatures, and good oil resistivity. Its other names include Morflex, Kodaflex, polycizer, Proviplast 1944 and PX 404. Dibutyl sebacate is also used as a desensitizer in Otto fuel II, a torpedo monopropellant.

Related compounds

diethyl sebacate

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.
^ Qadeer, Abdul; Anis, Muhammad; Warner, Genoa R.; Potts, Courtney; Giovanoulis, Georgios; Nasr, Samia; Archundia, Denisse; Zhang, Qinghuan; Ajmal, Zeeshan; Tweedale, Anthony C.; Kun, Wang; Wang, Pengfei; Haoyu, Ren; Jiang, Xia; Shuhang, Wang (2024). "Global environmental and toxicological data of emerging plasticizers: Current knowledge, regrettable substitution dilemma, green solution and future perspectives". Green Chemistry. 26 (10): 5635–5683. doi:10.1039/D3GC03428C. PMC 11566117. PMID 39553194.
^ Pillin, Isabelle; Montrelay, Nicolas; Grohens, Yves (2006). "Thermo-mechanical characterization of plasticized PLA: Is the miscibility the only significant factor?". Polymer. 47 (13): 4676–4682. doi:10.1016/j.polymer.2006.04.013.
^ chemicalland21.com Dibutyl Sebacate Archived 2010-01-30 at the Wayback Machine

[hand-1] 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.

[2] Qadeer, Abdul; Anis, Muhammad; Warner, Genoa R.; Potts, Courtney; Giovanoulis, Georgios; Nasr, Samia; Archundia, Denisse; Zhang, Qinghuan; Ajmal, Zeeshan; Tweedale, Anthony C.; Kun, Wang; Wang, Pengfei; Haoyu, Ren; Jiang, Xia; Shuhang, Wang (2024). "Global environmental and toxicological data of emerging plasticizers: Current knowledge, regrettable substitution dilemma, green solution and future perspectives". Green Chemistry. 26 (10): 5635–5683. doi:10.1039/D3GC03428C. PMC 11566117. PMID 39553194.

[3] Pillin, Isabelle; Montrelay, Nicolas; Grohens, Yves (2006). "Thermo-mechanical characterization of plasticized PLA: Is the miscibility the only significant factor?". Polymer. 47 (13): 4676–4682. doi:10.1016/j.polymer.2006.04.013.

[chemicalland-4] 21.com Dibutyl Sebacate Archived 2010-01-30 at the Wayback Machine

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