Chemistry:Dibutyl tartrate

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Dibutyl tartrate
Dibutyl tartrate no-chiral.png
Dibutyl tartrate, with no stereochemical detail
Names
IUPAC name
dibutyl 2,3-dihydroxybutanedioate
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 201-784-9
UNII
Properties
C12H22O6
Molar mass 262.302 g·mol−1
Density 1.091
Melting point 21 °C (70 °F; 294 K)
Boiling point 320 °C (608 °F; 593 K)
+11.5[clarification needed]
1.447
Hazards
Flash point 91 °C (196 °F; 364 K)
284 °C (543 °F; 557 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Dibutyl tartrate is a di-ester of tartaric acid and butanol.[1] It has been used as a chiral oil to separate enantiomers in chromatography.[2][3] Another use is in farinographs.[4] Yet another use is as a plasticizer.[5] The material is classed as "green" as it is made from natural products, and is biodegradable.[6]

Properties

The dielectric constant of dibutyl tartrate is 9.4[7]

References

  1. "Dibutyl tartrate" (in en). https://webbook.nist.gov/cgi/inchi?ID=C87923. 
  2. Eeckhaut, Ann Van; Michotte, Yvette (2009) (in en). Chiral Separations by Capillary Electrophoresis. CRC Press. pp. 258–262. ISBN 978-1-4200-6934-1. https://books.google.com/books?id=fMOp3dJ5bFsC&pg=PA258. 
  3. Kahle, Kimberly A.; Foley, Joe P. (June 2007). "Two-chiral-component microemulsion electrokinetic chromatography–chiral surfactant and chiral oil: Part 1. Dibutyl tartrate". Electrophoresis 28 (11): 1723–1734. doi:10.1002/elps.200600551. PMID 17464962. 
  4. Lawton, W.. "Viscoelasticity of Zein-Starch Doughs". Cereal Chern 69 (4): 351–355. https://naldc.nal.usda.gov/download/25224/PDF. 
  5. The Industrial Chemist. 20. Tothill Press. 1944. p. 98. 
  6. Zawada, Krzysztof; Plichta, Andrzej; Jańczewski, Dominik; Hajmowicz, Halina; Florjańczyk, Zbigniew; Stępień, Magdalena; Sobiecka, Agnieszka; Synoradzki, Ludwik (26 May 2017). "Esters of Tartaric Acid, A New Class of Potential "Double Green" Plasticizers". ACS Sustainable Chemistry & Engineering 5 (7): 5999–6007. doi:10.1021/acssuschemeng.7b00814. 
  7. CRC Handbook 84th edition page 6-175