Chemistry:Dibutyl sebacate

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Dibutyl sebacate[1]
Names
Preferred IUPAC name
Dibutyl decanedioate
Other names
dibutyl sebacate, Proviplast 1944lkl;
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 203-672-5
RTECS number
  • VS1150000
UNII
Properties
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)
0.04 g/L
Solubility soluble in diethyl ether, carbon tetrachloride
Structure
2.48 D
Thermochemistry
1.968 J·g−1·K−1
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H315, H319, H335
P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
Flash point 178 °C (352 °F; 451 K)
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).
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Infobox references

Dibutyl sebacate (DBS) is an organic compound with the formula (CH
3
CH
2
CH
2
CH
2
O
2
CCH
2
CH
2
CH
2
CH
2
)
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.

  • Diethyl sebacate

References

  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 et al. (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. 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. 
  4. chemicalland21.com Dibutyl Sebacate